United States v. Turcotte, James R. ( 2005 )


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  •                              In the
    United States Court of Appeals
    For the Seventh Circuit
    ____________
    No. 03-2988
    UNITED STATES OF AMERICA,
    Plaintiff-Appellee,
    v.
    JAMES R. TURCOTTE,
    Defendant-Appellant.
    ____________
    Appeal from the United States District Court for
    the Northern District of Illinois, Eastern Division.
    No. 00 CR 737-2—James B. Moran, Judge.
    ____________
    ARGUED NOVEMBER 1, 2004—DECIDED APRIL 19, 2005
    ____________
    Before CUDAHY, ROVNER and WOOD, Circuit Judges.
    CUDAHY, Circuit Judge. Appellant James Turcotte was
    convicted of three counts of violating the Controlled Sub-
    stances Act, including a conviction for possession and
    distribution of a controlled substance analogue as defined
    by 
    21 U.S.C. § 802
    (32). Turcotte now appeals his conviction
    before this Court, alleging that (1) the district court issued
    at least two erroneous and prejudicial jury instructions
    relating to the Analogue Provision of the Controlled Sub-
    stances Act, (2) the prosecution improperly withheld Brady
    material at trial, (3) his conviction was precluded by
    existing federal law, (4) the Analogue Provision of the
    2                                                 No. 03-2988
    Controlled Substances Act is unconstitutionally vague and
    (5) the district court made several errors in trial manage-
    ment. We now affirm.
    I. BACKGROUND
    In this case we confront Congress’s attempt to adapt the
    nation’s controlled substances laws to the dizzying pace of
    innovations in drug technology. This case also marks the
    most recent chapter in one man’s ill-fated personal and pro-
    fessional odyssey from bricklayer to bodybuilder to drug
    merchant. James Turcotte worked as a bricklayer through-
    out most of the 1990s. In late 1998 or early 1999, Turcotte
    was contacted by Brian Gore and asked to do some con-
    struction work at Max Muscle, a store selling vitamins,
    supplements, sports apparel and weightlifting equipment in
    a shopping mall in Downers Grove, Illinois. Max Muscle
    had been recently opened by Gore’s friend Scott Wright. In
    September, 1999, Turcotte participated in a bodybuilding
    contest sponsored by Max Muscle, which required contes-
    tants to use Max Muscle products while preparing for the
    competition. In conjunction with this competition, Turcotte
    purchased nutritional supplements from Max Muscle,
    including “Verve 5.0,” a purported vitamin supplement that
    contains the chemicals GHB, GBL and BD.1
    Sometime in March 2000, Gore sold Best Buy Supplements,
    an internet-based company through which Turcotte was to
    sell Verve 5.0, to Turcotte. Best Buy Supplements conducted
    its business through the websites bestbuysupplements.com
    and growthhormoneshop.com, offering a variety of bodybuild-
    1
    “GHB” is Gamma Hydroxybutyric Acid, a Schedule I Controlled
    Substance under federal regulations. Gamma Butyrolacetone
    (“GBL”) and 1,4-butanediol (“BD”) are substances that convert to
    GHB in the human body.
    No. 03-2988                                              3
    ing and fitness products including Verve 5.0 and other
    “Growth Hormone Products.” The bestbuysupplements.com
    website, which listed Turcotte as its “owner,” touted Verve
    5.0 as the “absolute finest quality GHB precursor” and ac-
    knowledged that both “furanone”—another name for GBL—
    and “butanediol” (BD) are “illegal nationwide.” To fulfill
    customer orders, Turcotte purchased cases of Verve labeled
    “cleaning supplies.”
    In August of 2000, the Drug Enforcement Administration
    (DEA) began an undercover investigation of Turcotte’s sales
    of Verve after arresting Kevin Masquida, who had purchased
    Verve online from Best Buy Supplements. Masquida en-
    tered into a plea agreement with the government under
    which he agreed to help the DEA arrange an undercover pur-
    chase of Verve from Turcotte. After a series of phone calls
    from Masquida, the purchase was scheduled for 5:00 p.m.
    on September 8, 2000, at a Shell gas station in Mokena,
    Illinois. Masquida agreed to buy twenty cases of Verve for
    $10,000.
    On the day of the transaction, undercover DEA agent
    Robert Coleman accompanied Masquida, posing as an indi-
    vidual interested in purchasing Verve. The entire trans-
    action was monitored by DEA surveillance. Turcotte and
    Gore met Masquida and Coleman at the Shell station as
    planned, and they drove to a nearby Wendy’s parking lot
    where Turcotte had parked his van. Coleman handed
    Turcotte a styrofoam cup containing $10,000 in cash, and
    Turcotte directed the group to transfer 20 cases of Verve
    from Turcotte’s van to Masquida’s van. When the transfer
    began and Coleman was able to confirm that the cases did
    contain Verve, DEA agents arrived to arrest Turcotte and
    Gore.
    Turcotte was charged in three counts of a five-count in-
    dictment. Count One charged Turcotte with knowingly and
    intentionally conspiring to defraud and mislead the govern-
    4                                                 No. 03-2988
    ment by introducing misbranded drugs (GHB, GBL and BD)
    into interstate commerce. Count Two charged Turcotte with
    conspiring to possess and distribute GHB (a Schedule I
    Controlled Substance), GBL (a schedule I controlled sub-
    stance analogue under 
    21 U.S.C. § 802
    (32)), and BD (a
    schedule I controlled substance analogue under § 802(32))
    in violation of The Controlled Substances Act (CSA or “the
    Act”), 
    21 U.S.C. §§ 841
    (a)(1) and 813. Count Five charged
    Turcotte with knowingly and intentionally possessing with
    intent to distribute 60 gallons of GHB and GBL in violation
    of §§ 841(a)(1) and 813 of the CSA. As to GBL and BD,
    these charges come under the Analogue Provision of the
    Controlled Substances Act, 
    21 U.S.C. § 802
    (32), which pro-
    vides that substances satisfying the definition of a “controlled
    substance analogue” may be regulated as controlled sub-
    stances even though they are not formally classified as such
    under federal law.
    On November 12, 2000, Turcotte proceeded to trial. Gov-
    ernment witnesses included Agent Coleman, Masquida,
    officials from the Food and Drug Administration (FDA), a
    forensic drug chemist from the DEA, toxicology and medical
    experts, registered distributors of GBL and other law
    enforcement and fact witnesses who testified about the phy-
    siological effects of GBL. During the trial, the government
    claims it suddenly became aware of Investigational New
    Drug Reports (INDs) which detailed research into potential
    medical uses for GHB, including a treatment for narcolepsy
    involving a new drug named Xyrem. Turcotte immediately
    requested copies of the INDs. The district court, while
    opining that the INDs would probably prove to be of little
    use to the defense, provided that the government’s wit-
    nesses would remain available for recall after presentation
    of the government’s case-in-chief so that Turcotte could
    cross-examine them further about the content of the new
    INDs. In his defense, Turcotte testified personally and also
    called his own forensic chemistry and medical experts to
    No. 03-2988                                                   5
    testify. Turcotte admitted that he knew Verve was a chem-
    ical solvent and that he had sold it for human consumption.
    At the conclusion of the trial, the district court issued its
    instructions to the jury. Two of them are at issue here. First,
    with regard to the definition of a controlled substance an-
    alogue, the district court instructed the jury that the three
    clauses of the CSA’s Analogue Provision, 
    21 U.S.C. § 802
    (32),
    should be read in the disjunctive rather than the conjunc-
    tive. After acknowledging that the Seventh Circuit had not
    yet endorsed either reading of the provision, the court gave
    the jury special verdict forms on which they could rule spe-
    cifically on each of the Analogue Provision’s three clauses.
    The court explained that it would temporarily defer ruling
    on the proper reading of the Act but would revisit the issue
    if the special jury forms revealed that the different readings
    of the provision—conjunctive versus disjunctive—would
    have produced different results. Second, with regard to
    Count Five, the district court instructed the jury on the
    scienter requirement of the CSA’a analogue provision, telling
    jury members they could convict Turcotte even if they did
    not find that he knew GBL was a “controlled substance.”
    On November 22, 2003, the jury convicted Turcotte on all
    counts, returning special verdict forms finding that GBL
    met all three criteria listed in the CSA’s Analogue Provision,
    
    21 U.S.C. § 802
    (32), but that BD met only one of these cri-
    teria. On January 22, 2004, Turcotte timely filed a motion
    for a judgment of acquittal or a new trial. He claimed that
    (1) the district court’s jury instruction mandating a disjunc-
    tive reading of the CSA’a Analogue Provision was error, (2)
    the court’s jury instructions regarding the Analogue Provi-
    sion’s scienter requirement was erroneous, (3) the prosecu-
    tion improperly withheld Brady materials (the new INDs)
    and (4) the Analogue Provision of the CSA is unconstitu-
    tionally vague. Turcotte later filed an untimely motion
    further alleging (1) that GBL and BD are not controlled
    substance analogues of GHB because GHB is no longer a
    6                                                 No. 03-2988
    Schedule I Controlled Substance, and (2) that the Dietary
    Supplements Health & Education Act (DSHEA) prevents
    BD and GBL from being classified as controlled substance
    analogues.
    The district court considered all of Turcotte’s claims—
    timely and untimely alike—and denied his post-trial mo-
    tions for an acquittal or a new trial in a memorandum
    disposition dated July 7, 2003. United States v. Turcotte, 
    286 F. Supp. 2d 947
     (N.D. Ill. 2003). Turcotte was sentenced to
    54 months’ imprisonment for each of the three counts (to
    run concurrently), three years’ supervised release and a
    fine. Turcotte now appeals the district court’s denial of his
    post-trial motions and asks that his conviction be reversed,
    or, in the alternative, that the case be remanded for res-
    entencing.
    II. JURISDICTION
    Since Turcotte was charged with a violation of the federal
    Controlled Substances Act (
    21 U.S.C. §§ 841
    (a)(1) and 846),
    the district court had jurisdiction pursuant to 
    18 U.S.C. § 3231
    , which provides for district court jurisdiction over “all
    offenses against the laws of the United States.” The jury
    returned a guilty verdict against Turcotte on November 22,
    2002, and the district court entered judgment on July 22,
    2003. Turcotte timely filed his Notice of Appeal on July 23,
    2003, and this Court now has jurisdiction to review the final
    order of the district court pursuant to 
    28 U.S.C. § 1291
    .
    III. DISCUSSION
    Turcotte advances six distinct claims in his challenge to
    the district court’s ruling below. We address each of these
    claims in turn.
    No. 03-2988                                                   7
    A. Conjunctive Versus Disjunctive Readings of the
    CSA’s Analogue Provision
    The particular constructional issue raised here is one of
    first impression for this Court. The CSA provides that cer-
    tain substances, while not officially scheduled as controlled
    substances themselves, may be regulated as such if they
    meet the definition of a “controlled substance analogue.”
    The CSA defines a “controlled substance analogue” as “a
    substance—”
    (i) the chemical structure of which is substantially sim-
    ilar to the chemical structure of a controlled substance
    in schedule I or II;
    (ii) which has a stimulant, depressant, or hallucinogenic
    effect on the central nervous system that is substan-
    tially similar to or greater than the stimulant, de-
    pressant or hallucinogenic effect on the central nervous
    system of a controlled substance in schedule I or II; or
    (iii) with respect to a particular person, which such per-
    son represents or intends to have a stimulant, de-
    pressant, or hallucinogenic effect on the central nervous
    system that is substantially similar to or greater than
    the stimulant, depressant, or hallucinogenic effect on the
    central nervous system of a controlled substance in
    schedule I or II.
    
    21 U.S.C. § 802
    (32)(A) (2004).
    As the old adage instructs, the devil is in the details— the
    relevant detail here being the single word “or” between
    clauses (ii) and (iii) of the definition. There are two possible
    readings of this definition. Under a disjunctive reading, a
    substance that satisfies any one of these three criteria qua-
    lifies as a controlled substance analogue. Under a conjunc-
    tive reading, the provision requires two things: (1) The sub-
    stance in question must have a chemical structure sub-
    stantially similar to a controlled substance (criterion one)
    8                                                   No. 03-2988
    and (2) it must either have a substantially similar effect on
    the central nervous system (criterion two) or be purported
    or intended to have such an effect (criterion three).
    Both parties and the district court agree that the Seventh
    Circuit has yet to address this particular constructional issue.
    See 
    286 F. Supp. 2d at 951
    . It is also undisputed that the
    district court submitted a disjunctive instruction to the jury
    with the intention of revisiting the issue if the special
    verdict forms showed that the two interpretations would
    lead to different results. In its disposition of Turcotte’s motion
    for a post-trial acquittal or a new trial, the district court
    stated that it was actually “inclined to agree” with
    Turcotte’s arguments for a conjunctive reading of the Act,
    but that “such a determination . . . does not affect defendant’s
    conviction” since “[t]he jury’s special verdict forms establish
    that the government proved all three elements of
    Section 802(32)(A) beyond a reasonable doubt with respect
    to GHB.” 
    Id.
     On appeal, the parties differ on the correctness
    of the district court’s disjunctive instruction and its effect
    (or lack thereof) on Mr. Turcotte’s conviction and sentencing.
    Turcotte contends that the district court’s instruction was
    erroneous, and that it did indeed affect his ultimate sen-
    tence. This Court reviews de novo a district court’s denial of
    a requested jury instruction. United States v. Slater, 
    348 F.3d 666
     (7th Cir. 2003).
    Unfortunately, the text of the Controlled Substances Act
    analogue provision is not a model of clarity. Common sense
    and the practical implications of various interpretive op-
    tions ultimately offer more guidance than the text and struc-
    ture of § 802(32)(A) itself. As a matter of strict textual
    analysis, § 802(32)(A) is susceptible to either a disjunctive
    or a conjunctive reading. The word “which” in the beginning
    of clauses (ii) and (iii) could be construed to refer either to
    “substance” in the preface of the definition (favoring a dis-
    junctive reading) or to “chemical structure” in clause (i)
    (favoring a conjunctive reading). Yet the vast majority of
    No. 03-2988                                                    9
    federal courts to confront this issue have adopted the con-
    junctive reading. United States v. Hodge, 
    321 F.3d 429
    , 433
    (3d Cir. 2003) (presenting in-depth analysis of the plain
    meaning and legislative history of § 802(32)(A)); United States
    v. Klecker, 
    348 F.3d 69
    , 71 (4th Cir. 2003) (adopting the con-
    junctive reading); United States v. Washam, 
    312 F.3d 926
    ,
    930 n.2 (8th Cir. 2002) (adopting the conjunctive reading);
    United States v. McKinney, 
    79 F.3d 105
    , 107-08 (8th Cir.
    1996), vacated on other grounds, 
    520 U.S. 1226
     (1997) (pre-
    senting the test in the conjunctive without further elabora-
    tion); United States v. Brown, 279 F. Supp. 2d at 1240 (S.D.
    Ala. 2003) (adopting the conjunctive reading); United States
    v. Vickery, 199 F. Supp. 2d at 1371 (N.D. Ga. 2002) (same);
    United States v. Clifford, 197 F. Supp. 2d at 519-20 (E.D. Va.
    2002) (same); United States v. Forbes, 
    806 F. Supp. 232
    , 235
    (D. Colo. 1992) (reviewing the Act’s legislative history and
    asserting that the conjunctive reading is required to prevent
    absurd results). See also United States v. Roberts, 
    363 F.3d 118
    , 121 (2d Cir. 2004) (briefly surveying the relevant
    precedents and accepting the conjunctive reading). The only
    arguable exceptions are United States v. Fisher, 
    289 F.3d 1329
    , 1338 (11th Cir. 2002), in which the Eleventh Circuit
    expressly declined to decide the issue, and United States v.
    Granberry, 
    916 F.2d 1008
    , 1010 (5th Cir. 1990), in which
    the Fifth Circuit recited the test in the disjunctive without
    discussion or elaboration.
    The majority of these courts base their rulings largely on
    the absurd results that might obtain under a disjunctive
    reading, noting that alcohol and caffeine could be criminal-
    ized as controlled substance analogues based solely on the
    fact that, in concentrated form, they might have depressant
    or stimulant effects similar to illegal drugs. See, e.g., Forbes,
    
    806 F. Supp. at 235
    . Similarly, the sale of everyday sub-
    stances could be criminalized if the seller merely represents
    that they are banned substances or have physiological
    effects similar to illegal drugs. See 
    id.
     (Noting that under a
    10                                               No. 03-2988
    disjunctive reading, the sale of powdered sugar could be
    criminalized if the seller represents that it is cocaine);
    Hodge, 
    321 F.3d 429
     (rejecting a disjunctive approach and
    holding that selling a mixture of wax and flour is not
    criminalized merely because the seller represented it to be
    “crack cocaine”).
    Moreover, the legislative history of the Act suggests that
    such bizarre consequences were not intended by Congress.
    The Act was intended primarily to prevent scientists from
    slightly modifying the chemical structure of banned drugs
    to create new “designer drugs” that would have similar
    physiological effects but would not be covered by the law’s
    controlled substances schedules. See, e.g., Hodge, 
    321 F.3d 429
     (conducting an extensive review of the Act’s legislative
    history). According to one court, there is “not a scintilla of
    evidence” that “Congress intended to cover and criminalize
    sales of legal substances such as flour, salt, ginseng, vita-
    min B, etc., merely because the seller represents that they
    will yield a stimulant, depressant, or hallucinogenic effect
    like that of a controlled substance.” Clifford, 197 F. Supp.
    2d at 520-21. The court in Clifford also pointed out that
    Congress is capable of indicating an unambiguous disjunc-
    tive intent when it so desires: In at least one other provision
    of this very Act (§ 802(9)), a number of subordinate causes
    are listed in a fashion similar to § 802(32)(A), but each
    subsection is separated by the word “or” to indicate a clear
    disjunctive intent. Id. at 519-20.
    Given that the text of the Act does not clearly demand
    either reading, we find the practical policy considerations
    identified by our sister courts compelling, especially when
    coupled with the Act’s overall structure and legislative his-
    tory . We therefore elect to heed the call of both accumulated
    precedent and common sense, joining the vast majority of
    federal courts in adopting the conjunctive reading of
    § 802(32)(A). Accordingly, the district court’s disjunctive
    No. 03-2988                                                11
    jury instruction was error. However, as will be discussed
    presently, this error was not ultimately prejudicial to
    Turcotte.
    The parties’ dispute over the import of the district court’s
    disjunctive jury instruction seems to reflect fundamentally
    different readings of the jury’s special verdict forms and the
    Presentence Investigation Report. Turcotte alleges that the
    jury found BD to be an analogue of GHB based on the fact
    that it satisfied only clause two of § 802(32)(A) (similar
    effect on the nervous system), and that therefore, since his
    conviction and sentence as to possession and distribution of
    BD was based on an erroneous disjunctive reading of the
    Act, he is entitled to relief in this Court.
    The government responds by arguing that, since the jury
    found BD to satisfy only clause two of § 802(32)(A) (similar
    physiological effect), Mr. Turcotte was NOT convicted or
    sentenced for possession or distribution of BD at all. In ef-
    fect, the government alleges that the jury and the probation
    officer preparing the Presentence Investigation Report
    (Appellant’s Reply Br., Exh. 2.) read § 802(32)(A) conjunc-
    tively, notwithstanding the district court’s disjunctive in-
    struction. The government claims that Mr. Turcotte’s sen-
    tence was based purely on his possession and distribution
    of GBL, which the jury found satisfied all three clauses of
    § 802(32)(A) (and thus would have qualified as an analogue
    of GHB under either a disjunctive or conjunctive reading of
    the Act).
    The written record favors the government on this point.
    Turcotte’s claims here seem to be moot. First, it is impor-
    tant to note that, by their own terms, Turcotte’s arguments
    on this issue relate only to BD; both parties agree that the
    jury found GBL to meet all three clauses of § 802(32)(A),
    and thus that Mr. Turcotte would have been convicted for
    possession and distribution of GBL under either reading of
    the statute. As such, Turcotte’s claims here only have trac-
    12                                                No. 03-2988
    tion if he was indeed convicted of possession with intent to
    distribute BD (as an analogue of GHB) and separately
    sentenced for this offense. The Presentencing Investigation
    Report reveals that Turcotte’s conviction did not rest on his
    possession or distribution of BD, and it unequivocally states
    that his possession and distribution of BD did not affect
    calculation of his sentence. While the Report initially states
    that Mr. Turcotte was convicted of “conspiring with Brian
    Gore to possess with the intent to distribute, and possessing
    with the intent to distribute, GHB, GBL, and BD,” it later
    makes clear that the jury did not find BD to be a controlled
    substance analogue and, accordingly, that Mr. Turcotte’s
    possession of BD did not play any role in his conviction or
    sentencing:
    With specific regard to BD (1,4 Butanediol), the jury
    has returned a special verdict which states that BD is
    not a Schedule I Narcotic Drug Controlled Substance
    analogue, because BD’s chemical structure is not signi-
    ficantly similar to the chemical structure of GHB. Thus
    the amounts of Flower Power (BD) and any other sub-
    stances which contained BD are not included in the
    amounts of controlled substances for which the defendant
    is accountable, notwithstanding his possession and dis-
    tribution of said substances.
    Presentencing Investigation Report, Appellant’s Reply Br.,
    Exh. 2 at 20-21 (emphasis added). The Report then went on
    to state that even “[i]f the Court were to rule that BD is a
    controlled substance analogue of GBL, a Schedule I depres-
    sant, in contravention of the jury’s special verdict, the
    number of units of BD involved in this case . . . would not
    increase the base offense level applicable to this offense.” Id.
    (emphasis added).
    No matter how one looks at it, BD simply does not appear
    to have been factored into Mr. Turcotte’s sentencing. Thus
    the district court’s disjunctive jury instruction, while
    No. 03-2988                                                13
    erroneous, cannot be said to have prejudiced Turcotte. In
    fact, the district court seems to presage this ruling in its
    order denying Turcotte’s post-trial motion for a judgment of
    acquittal or a new trial, stating that it was actually “in-
    clined to agree” with Turcotte’s arguments for a conjunctive
    reading of the Act, but that “such a determination . . . does
    not affect defendant’s conviction.” 
    286 F. Supp. 2d at 951
    .
    Given the prior absence of a clear ruling on the issue in this
    circuit, the district court’s decision to have the jury rule
    separately on each element of the Analogue Provision
    appears an appropriate jurisprudential precaution. As such,
    we have no occasion to reverse the district court’s ruling on
    this narrow constructional issue, though we hereby serve
    notice that courts in this circuit should henceforth apply a
    conjunctive reading of the CSA’s Analogue Provision.
    B. The District Court’s Instructions on Scienter
    Mr. Turcotte next alleges that the district court improp-
    erly instructed the jury that they could convict him under
    § 841(a) even if he did not know that GBL was an illegal
    controlled substance analogue. In proceedings below, the
    district court gave the following instruction:
    To sustain the charge in Court Five of possessing with
    intent to distribute mixtures containing a controlled
    substance, the government must prove the following
    propositions: First, the defendant knowingly and in-
    tentionally possessed mixtures containing GBL; Second,
    the defendant possessed mixtures containing GBL with
    the intent to deliver it to another person; and Third,
    that mixtures containing GBL are an analogue of GHB,
    a Schedule I Controlled Substance. It does not matter
    whether the defendant knew the substance was a con-
    trolled substance, only that it was a mixture containing
    GBL.
    14                                               No. 03-2988
    (District Court Jury Instruction, ER 105 (emphasis added).)
    We review de novo a district court’s denial of a requested
    jury instruction. See Slater, 
    348 F.3d 666
    .
    The district court and the government argue for applica-
    tion of the time honored maxim that “ignorance of the law
    is no excuse.” They contend that § 841(a) does not require
    knowledge that the substance in question is a controlled
    substance—a defendant must merely know the identity of
    the substance being possessed and distributed. See 
    286 F. Supp. 2d at 951
    . The district court expresses some doubt
    about this conclusion however, conceding “[p]erhaps that
    goes too far, as it might, possibly, in other circumstances,
    ensnare individuals engaged in apparently innocent con-
    duct.” 
    Id.
     Nonetheless, the government and the district court
    stand firm, maintaining that even if knowledge of a sub-
    stance’s illegality is required under the Act, the special jury
    forms used in this case resolve the issue, as they indicate
    the jury found that Turcotte “represented or intended” that
    GBL had physiological effects “substantially similar to or
    greater than” GHB, a controlled substance in Schedule I.
    Such a position is extremely problematic, however, since
    the Analogue Provision imposes criminal liability through
    the more general provisions of the CSA, 
    18 U.S.C. § 841
    (a),
    which implicate a well-established scienter requirement.
    This Court has previously held—on multiple occasions—that
    as a prerequisite to liability for possessing a controlled sub-
    stance with intent to distribute under § 841(a), defendants
    must know that the substance in question is a controlled
    substance. United States v. Barlow, 
    310 F.3d 1007
    , 1012 (7th
    Cir. 2002) (“Section 841(a) requires only that defendant
    know that he possesses a controlled substance; it does not
    require that he know the type of controlled substance he
    possesses.”); Lanier v. United States, 
    220 F.3d 833
    , 840 (7th
    Cir. 2000) (requiring “knowledge that [the drug] is a
    controlled substance”); U.S. v. Jones, 
    248 F.3d 671
    , 675 (7th
    Cir. 2001) (citing Lanier for the same rule). In fact the
    No. 03-2988                                                     15
    Seventh Circuit Pattern Jury Instructions articulate the
    same standard: “It is sufficient that the defendant knew
    that the substance was some kind of prohibited drug. It
    does not matter whether the defendant knew the substance
    was [a specific drug].” STAR Modern Federal Jury Instruc-
    tions—Criminal, § 7-202-03, 
    21 U.S.C. § 841
    (a)(1) (2004).
    Yet these precedents read awkwardly in the context of the
    present case, since they assume the paradigmatic drug case
    in which the substances involved are per se illegal—
    substances such as cocaine, heroin and the like. All of the
    aforecited Seventh Circuit cases involve prosecutions for per
    se illegal drugs like cocaine base (Barlow), marijuana
    (Lanier) and crack cocaine (Jones). In such cases, knowledge
    of the specific substance involved will usually automatically
    imply knowledge that the substance is controlled.2 Or, even
    2
    The government cites United States v. Hussein, 
    351 F.3d 9
    , 17
    (1st Cir. 2003), United States v. Cain, 
    130 F.3d 381
    , 384 (9th Cir.
    1997), United States v. Barbosa, 
    271 F.3d 438
    , 457-58 (3d Cir. 2001)
    and United States v. Fuller, 
    162 F.3d 256
    , 260 (4th Cir. 1998), for
    the proposition that convictions under the CSA do not require
    defendants to know that the substances in question are controlled
    substances. These citations are quite misleading. Despite the
    government’s contrary contentions (or insinuations), all of these
    cases affirm the baseline principle that defendants must know
    that the substances in their possession are controlled substances
    to be convicted under the CSA, even if they do not know the exact
    identity of the substance they possess. In other words, the lan-
    guage cited by the government deals with defendants’ legal rather
    than factual knowledge. Defendants need not know that posses-
    sion of a controlled substance is illegal, but they still must know
    that they possess a controlled substance.
    All of these cases also involve traditional, well-known narcotics
    that are illegal per se, such as cocaine (Cain), heroin and cocaine
    base (Barbosa) and crack (Fuller). Thus, once again, knowledge of
    the drug’s identity would be sufficient to establish knowledge of
    (continued...)
    16                                                 No. 03-2988
    if the distributor of the substance does not know its specific
    identity, he or she is at least aware that it is a controlled
    substance. See, e.g., Barlow, 
    310 F.3d at 1012
    . Here, and in
    other analogue cases under § 802(32)(A), the opposite is
    true—many newly engineered and relatively unknown
    substances may be involved such that knowledge of the
    substance’s identity does not automatically imply knowl-
    edge of its status as a controlled substance. Indeed new
    “designer drugs” are often created as alternatives to known
    illegal drugs precisely because they may be sold with an
    appearance of legality. Unable to keep its controlled
    substance schedules current in the face of accelerating in-
    novations in drug technology, Congress enacted the Analogue
    Provision to target distribution of just such substances.
    And therein lies the rub. The CSA requires a showing of
    scienter, but the exact contours of this requirement are not
    obvious in the context of the Analogue Provision. At least
    one court has ruled that “the definition of controlled sub-
    stance analogue does not require any scienter—a defendant
    does not have to ‘know’ that a substance has a substantially
    similar chemical structure to an illegal drug.” Forbes, 
    806 F. Supp. at 238
    . See also United States v. Carlson, 
    87 F.3d 440
    , 443 n.3 (11th Cir. 1996) (citing Forbes and noting “the
    absence of a scienter requirement in the Analogue Act”).
    Other courts have applied the more general scienter re-
    quirement of the CSA, 
    18 U.S.C. § 841
    (a), holding that the
    Analogue Provision “requires the Government to show that
    the defendants knew that they possessed a controlled sub-
    2
    (...continued)
    the drug’s status as controlled. The Hussein case involves a non-
    traditional drug called khat, and the Hussein court accordingly
    recognized the traditional/nontraditional distinction (though not
    in those terms), requiring the defendant to know both that he
    possessed khat and that khat in turn contained the controlled
    substance cathinone. 
    351 F.3d at 17
    .
    No. 03-2988                                                        17
    stance.” Roberts, 
    363 F.3d at
    123 n.1. Under this construc-
    tion, defendants “need not know the exact nature of the drug;
    it is sufficient that they be aware that they possessed ‘some
    controlled substance.’ ” 
    Id.
     (citing United States v. Morales,
    
    577 F.2d 769
    , 776 (2d Cir. 1978)). Neither of these ap-
    proaches seems especially satisfying.
    In this particular context, applying the standard require-
    ment that a defendant must know the substance in question
    is a “controlled substance” is nonsensical since controlled
    substance analogues are, by definition, not “controlled sub-
    stances”—their distribution is criminalized, despite their
    omission from the government’s controlled substances sched-
    ules, because they have similar chemical structures and
    either actually or purportedly similar physiological effects
    to controlled substances. A substance’s legal status as a
    controlled substance analogue is not a fact that a defendant
    can know conclusively ex ante; it is a fact that the jury must
    find at trial (applying the three clauses of the Analogue
    Provision).3 Direct and literal application of the scienter
    3
    Such a situation might appear to raise vagueness concerns, and
    the Second Circuit’s recent decision in United States v. Ansaldi is
    instructive on this point. The court begins by noting that “[i]t is an
    interesting question under what circumstances a statute that
    depends on the resolution of a factual question about which
    reasonable juries can disagree is specific enough to withstand a
    vagueness challenge.” 
    372 F.3d 118
    , 123 (2d Cir. 2004). The court
    then notes that “[j]uries are often required to determine not only
    whether certain conduct occurred but also whether the conduct
    falls within the definition of a statute,” citing the Supreme Court’s
    ruling, in considering an obscenity law, that “the possibility that
    different juries might reach different conclusions as to the same
    material does not render the statute unconstitutional.” 
    Id.
     at 123
    n.2 (citing Smith v. United States, 
    431 U.S. 291
    , 309 (1977)). Statutes
    only encounter vagueness difficulties if their terms are “so vague
    that a jury’s determination is likely to be arbitrary, and, conse-
    (continued...)
    18                                                   No. 03-2988
    requirement applicable to § 841(a), in other words, would
    threaten to eviscerate the Analogue Provisions of
    § 802(32)(A) at one stroke.
    On the other hand, doing away with the scienter require-
    ment altogether could, as the district court realized, “en-
    snare individuals engaged in apparently innocent conduct.”
    See 
    286 F. Supp. 2d at 951
    . Such a construction also would
    make the Analogue Provision more vulnerable to vagueness
    challenges. See Village of Hoffman Estates v. Flipside
    Hoffman Estates, Inc., 
    455 U.S. 489
    , 499 (1982) (“[A] scienter
    requirement [in a criminal statute] may mitigate a law’s
    vagueness, especially with respect to the adequacy of notice
    to the complainant that his conduct was proscribed.”);
    Roberts, 
    363 F.3d at 123
     (“Because the statute at issue here
    contains a scienter requirement . . . the defendants’ vague-
    ness challenge must be met with some measure of skepti-
    cism”). Discarding the scienter requirement would essen-
    tially mean that individuals deal in narcotics substitutes at
    their own risk, removing a primary mens rea element of
    possession and distribution offenses.
    In light of all these considerations, we feel that our pre-
    cedents demand a showing that the defendant knew the
    substance in question was a controlled substance analogue.
    That is, the defendant must know that the substance at issue
    meets the definition of a controlled substance analogue set
    forth in § 802(32)(A): A defendant must know that the
    substance at issue has a chemical structure substantially
    similar to that of a controlled substance, and he or she must
    either know that it has similar physiological effects or intend
    or represent that it has such effects. We recognize that
    3
    (...continued)
    quently, those terms would not allow an ordinary person to
    understand what conduct is prohibited.” Id. For more discussion
    of such issues, see our discussion of the vagueness question, infra.
    No. 03-2988                                                    19
    requiring the government to prove scienter as to these
    criteria may impose a significant prosecutorial burden in
    some cases. The question of similar chemical structure is
    particularly nettlesome since, even if such chemical simi-
    larities exist, and even if the defendant is aware of these
    similarities, the intricacies of chemical science may render
    it extremely difficult to prove that a defendant had such
    knowledge. As a provisional remedy for this problem, we
    prescribe that, in such cases, if the scienter requirement is
    met with regard to the second part of the analogue defini-
    tion (knowledge or representation of similar physiological
    effects), the jury is permitted—but not required—to infer
    that the defendant also had knowledge of the relevant
    chemical similarities.4
    4
    As both the Supreme Court and this Court have made clear, this
    kind of non-mandatory inference does not place any improper evi-
    dentiary burden on the defendant as long as “there is a ‘rational
    connection’ between the basic facts that the prosecution proved
    and the ultimate fact presumed, and the latter is ‘more likely than
    not to flow from’ the former.” County Court of Ulster County, New
    York v. Allen, 
    442 U.S. 140
    , 165 (1979). The jury is always free to
    accept or reject any such permissible inference, and it remains the
    government’s burden to prove all the elements of the offense
    beyond a reasonable doubt. Such carefully circumscribed inferences
    and presumptions are thus a “staple of our adversary system of
    factfinding.” 
    Id. at 156
    . This is especially so where questions of
    knowledge or intent are at issue since, as a practical matter, a
    defendant’s state of mind always “must be determined circum-
    stantially, by inference.” Pigee v. Israel, 
    670 F.2d 690
    , 692 (7th
    Cir. 1982). By contrast, mandatory or conclusive presumptions,
    which require the jury to infer some “ultimate” or “elemental” fact
    from the existence of “evidentiary” or “basic” facts, present much
    stickier constitutional problems. For definitive discussions of
    inferences, presumptions and the issues surrounding them, see
    Allen, 
    442 U.S. at 156-67
    ; Sandstrom v. Montana, 
    442 U.S. 510
    ,
    514-27 (1979); Pigee, 
    670 F.2d at 692-97
    .
    20                                                  No. 03-2988
    This approach is justified since, as a practical matter,
    defendants who know or represent to others that the sub-
    stance in question has physiological effects similar to a con-
    trolled substance are likely to be aware of basic chemical
    similarities as well, even if that fact is difficult to prove con-
    clusively. This approach also dovetails with the common-
    sense recognition that, in selling or purchasing such
    substances, all parties to the transaction are primarily
    interested (perhaps solely interested) in the substance’s
    physiological effects. Yet at the same time, if the defendant
    truly had no knowledge of the substance’s chemical char-
    acter, or if, under the circumstances, chemical complexities
    make such knowledge extremely unlikely, an avenue should
    be left open for defendants to refute such an inference. In
    any case, our well-established jurisprudence regarding the
    scienter requirements of controlled substances violations
    require that juries confront these questions of knowledge
    squarely.
    The district court, while acknowledging that the scienter
    requirement implied by its own jury instruction “[p]erhaps
    goes too far,” maintains that its jury instructions were non-
    prejudicial since the jury specifically determined that
    Turcotte represented or intended that GBL had physiologi-
    cal effects similar to GHB. 
    286 F. Supp. 2d at 951
    . However,
    as just discussed, while such a determination suffices to
    demonstrate scienter with respect to the second prong of the
    analogue definition (actual or intended similar physiological
    effect), it is not equivalent to finding knowledge of actual
    chemical similarity. One could represent to others (earnestly
    or not) that a substance has physiological effects similar to
    a controlled substance despite being totally ignorant of its
    actual chemical properties. Turcotte’s representations as to
    the physiological effects of GBL do create a presumption
    that such knowledge existed, but the jury did not confront
    this question directly below. Given the evidence adduced at
    trial, it appears a jury certainly could have determined that
    No. 03-2988                                                     21
    Turcotte had the requisite knowledge to trigger liability
    under § 802(32)(A) (though the evidence does not compel
    such a conclusion).5 However, the jury was specifically in-
    structed to forego this determination. The district court’s
    instructions as to scienter were thus, at best, incomplete
    and, at worst, highly misleading as to the prerequisites for
    liability under the Analogue Provision.
    Ordinarily such shortcomings might amount to reversible
    error, but in the present case we find any deficiencies in the
    district court’s scienter instructions harmless. The jury
    specifically found that Turcotte knew the substance he
    possessed contained GBL, and unlike many other potential
    controlled substance analogues, Congress has specifically
    identified GBL as an analogue of GHB. See United States v.
    Ansaldi, 
    372 F.3d 118
    , 123 (2d Cir. 2004) (“GBL is one of
    the substances that the statute actually identifies as a
    potential controlled substance analogue.”); United States v.
    Fisher, 
    289 F.3d at 1336
     (noting that “statements found in
    Public Law 106-172 and the DEA’s Final Rules indicate
    that both Congress and the DEA considered GBL to be an
    analogue of GHB.”).
    In amending the Controlled Substances Act to include
    GHB, Congress declared that “[i]f taken for human consump-
    5
    There is evidence that the website through which Turcotte sold
    Verve 5.0 (GBL) contained assertions that Verve is the “absolute
    finest quality GHB precursor” and that its ingredients are “illegal
    nationwide.” (See Trial Tr. 844-47).) For his part, Turcotte at-
    tempts to blunt the import of this evidence, claiming that he played
    no part in building the website and had no knowledge of GBL’s
    chemical similarities to GHB. While Turcotte’s testimony on this
    score perhaps seems dubious, we recognize that weighing contra-
    dictory evidence and making credibility determinations are func-
    tions generally reserved for the jury. Accordingly, on appeal we
    may not impute the requisite knowledge to Turcotte based on these
    website assertions, however much they may affect the equities of
    the situation.
    22                                                  No. 03-2988
    tion, common industrial chemicals such as gamma butyro-
    lactone [GBL] and 1,4-butanediol [BD] are swiftly converted
    by the body into GHB. Illicit use of these and other GHB an-
    alogues and precursor chemicals is a significant and grow-
    ing law enforcement problem.” Pub. Law No. 106-172, § 2(4)
    (2000) (emphasis added). DEA regulations also specify that
    “GBL and 1,4-butanediol are structurally and pharmacolog-
    ically similar to GHB and are often substituted for GHB.
    Under certain circumstances they may satisfy the definition
    of a controlled substance analogue.” Placement of Gamma-
    Butyrolactone in List I of the Controlled Substances Act, 
    65 Fed. Reg. 21,645
    -47 (April 24, 2000) (emphasis added). As
    the Second Circuit asserted in Ansaldi, “[r]egardless of any
    other ways in which the laws governing controlled
    substance[s] might be vague, there is one thing they make
    perfectly clear—the sale of GBL for human consumption is
    illegal.” 
    372 F.3d at 122
    . Cf. United States v. Washam, 
    312 F.3d 926
    , 931 (8th Cir. 2002) (holding that these Congres-
    sional pronouncements also confirm BD’s status as a
    controlled substance analogue).
    In our view such pronouncements are sufficient to put any
    drug merchant on notice that GBL qualifies as a controlled
    substance analogue.6 Thus having acknowledged that he
    knew he was selling substances containing GBL, Turcotte
    cannot then turn around and claim that he had no knowl-
    edge of GBL’s status as an analogue of GHB.7 As with other
    known controlled substances (including GHB), knowledge of
    the substance’s specific identity implies knowledge of the
    6
    See also our discussion of Turcotte’s vagueness claims, infra at
    section III-D.
    7
    We pause to note that the jury also found that Turcotte in-
    tended or represented that GBL has similar physiological effects
    to GHB. Thus, as a matter of common sense, it would seem strange
    to allow Turcotte to claim he did not know GBL is an analogue of
    GHB.
    No. 03-2988                                                 23
    substance’s legal status. Ignorance of the relevant legal
    provisions is no defense. See Ansaldi, 
    372 F.3d at 128
    (holding that defendants’ belief that “they were breaking no
    law by selling GBL” does not constitute a defense); United
    States v. Desurra, 
    865 F.2d 651
    , 653 (5th Cir. 1989) (similar
    holding).
    Applied to any other controlled substance analogue, an
    instruction such as the one given here might well warrant
    reversal of a conviction. However, given the clear
    Congressional and regulatory pronouncements of the status
    of GBL, any error in the district court’s scienter instructions
    were harmless. Accordingly, we affirm the ruling of the
    district court on this issue.
    C. The Brady Claim
    Turcotte next claims that the prosecution violated his
    rights under Brady v. Maryland, 
    373 U.S. 83
     (1963), by
    improperly withholding FDA Investigational New Drug
    Applications (INDs) during the trial. Brady instructs that
    the prosecution has an affirmative duty to disclose all in-
    formation that is (1) in the government’s possession, (2)
    material and (3) exculpatory. United States v. Bhutani, 
    175 F.3d 572
    , 576 (7th Cir. 1999); United States v. Hartbarger,
    
    148 F.3d 777
    , 786 (7th Cir. 1998). Under our precedents, any
    evidence whose “suppression undermines confidence in the
    outcome of the trial is considered material.” United States
    v. Gonzalez, 
    93 F.3d 311
    , 316 (7th Cir. 1996) (quotations
    omitted). Crucially, district courts have broad discretion in
    determining Brady violations, and so this Court reviews the
    decision below only for abuse of discretion. United States v.
    Knight, 
    342 F.3d 697
    , 705 (7th Cir. 2003) (“The district
    court maintains broad discretion to determine Brady vio-
    lations; we will review the exercise of that discretion for
    abuse only.”); United States v. Wilson, 
    287 F.3d 827
     (7th
    Cir. 2001) (same rule).
    24                                               No. 03-2988
    In the decision below, the district court ruled that the
    government disclosed the INDs “promptly after learning of
    their existence” such that “[d]efense attorneys were . . . able
    to review the material and use it during the trial.” 
    286 F. Supp. 2d at 951
    . The district court further determined that
    the INDs contained no real exculpatory information and
    that any government delay in producing the materials did
    not undermine confidence in the outcome of the trial. 
    Id.
    Turcotte, on the other hand, claims that the government
    was 18 months late in disclosing the INDs, and that the
    INDs were exculpatory since they contained information
    that contradicted the testimony of government expert
    witnesses regarding the harmful effects of GHB, including
    FDA approval of Xyrem, a drug used for treating narcolepsy
    that contains GHB. (Appellant’s Br. at 26-27.) Turcotte
    claims that because of the government’s tardy disclosure,
    his own expert witnesses did not have sufficient time to
    review these INDs and thus that he was not able to present
    this exculpatory evidence at trial. (Appellant’s Br. at 26-28,
    Exh. 1.)
    If only Turcotte had bought and distributed Xyrem to
    treat narcolepsy, he might have a colorable claim. As it is,
    his Brady claim fails. It is undisputed that the government
    did disclose the material in question, albeit somewhat later
    than it ought, and the district court determined that Turcotte
    had sufficient time to review the materials and use them in
    his defense. The district court also allowed Turcotte to
    recall government expert witnesses after presentation of the
    prosecution’s case in chief and cross-examine them as to
    information contained in the INDs, though Mr. Turcotte
    apparently declined to do so. (See Appellee’s Br. at 25-26.)
    Lastly, even if the INDs contain the information that
    Turcotte alleges, they do not change the fact that GHB was
    a Schedule I controlled substance at the time of Turcotte’s
    alleged conduct, that GBL was found by the jury to be an
    analogue of GHB and that Turcotte sold GBL for impermis-
    No. 03-2988                                                25
    sible purposes. The other medical uses of GHB allegedly de-
    scribed in the INDs are not particularly relevant to Turcotte’s
    conduct or to the facts of this case. That GHB may have been
    approved for another use as a component of some other drug
    does not alter the fundamental basis of Turcotte’s liability.
    The district court has broad discretion in identifying Brady
    violations, and nothing in the record suggests that the dis-
    trict court abused this discretion. We therefore affirm the
    ruling of the district court rejecting Turcotte’s Brady claim.
    D. The Vagueness Claim
    Turcotte’s final major claim is that the Analogue Provision
    of the CSA is unconstitutionally vague in that “it fails to
    provide fair notice to the public regarding what substances
    are ‘analogues’ and therefore prohibited.” (Appellant’s Br.
    at 34.) Under Kolender v. Lawson, a penal statute is void for
    vagueness if it does not define an offense with sufficient
    clarity to allow people of ordinary intelligence to understand
    what conduct is prohibited or if it is so vague as to allow for
    arbitrary or discriminatory enforcement. 
    461 U.S. 352
    , 357
    (1983). Turcotte claims that the term “substantially similar”
    in § 802(32)(A) is too vague to advise people of ordinary
    intelligence as to which substances qualify as control
    substance analogues. (Appellant’s Br. at 34-40.) The district
    court disagreed, ruling that “a person of ordinary intelli-
    gence should recognize the similarity between GBL and
    GHB, and that Section 802(32)(A) is not unconstitutionally
    vague.” 
    286 F. Supp. 2d at
    951-52 (citing Fisher, 
    289 F.3d at 1338-39
    ). We review de novo a challenge to the constitu-
    tionality of a federal statute. United States v. Vallejo, 
    373 F.3d 855
    , 859 (7th Cir. 2004).
    In support of his contention, Turcotte claims there is no
    scientific consensus on the chemical similarity of GBL to
    GHB (while it is undisputed that the two compounds differ
    only by a few atoms, they are classified as different types of
    26                                               No. 03-2988
    compounds and have different physical shapes) nor any
    established scientific definition of the term “substantially
    similar” as applied to questions of molecular chemistry.
    (Appellant’s Br. at 35-38.) Turcotte also points out that sev-
    eral common substances either contain GHB or convert to
    GHB at some point in the human metabolic process, which
    makes the targeting of GBL and GHB essentially arbitrary.
    (Appellant’s Br. at 38-40.)
    These points are well-taken, but the relevant case law
    suggests that Turcotte faces an uphill battle. As an initial
    matter, we note that our ruling here confirming that the
    Analogue Provision carries a robust scienter requirement
    casts doubt on Turcotte’s vagueness challenge from the out-
    set. Cf. Roberts, 
    363 F.3d at 123
     (“Because the statute at
    issue here [§ 802(32)(A)] contains a scienter requirement . . .
    the defendants’ vagueness challenge must be met with some
    measure of skepticism, at least with regard to the ‘fair
    notice’ prong of Kolender.”) Under Supreme Court precedent,
    the constitutionality of an allegedly vague statutory stand-
    ard “is closely related to whether that standard incorpo-
    rates a requirement of mens rea.” Colautti v. Franklin, 
    439 U.S. 379
    , 395 (1979). Specifically, due process concerns
    about notice are “ameliorated” when a statute contains a
    scienter requirement. Hill v. Colorado, 
    530 U.S. 703
    , 732,
    
    120 S.Ct. 2480
    , 
    147 L.Ed.2d 597
     (2000).
    Yet even leaving aside the implications of our scienter
    ruling, the Analogue Provision seems to us sufficiently clear
    by its own terms. The circuit courts considering this issue
    have unanimously held that the CSA’s Analogue Provision
    is not unconstitutionally vague. See, e.g., United States v.
    Granberry, 
    916 F.2d 1008
    , 1010 (5th Cir. 1990) (ruling that
    the CSA’a Analogue Provision is “clearly and specifically
    defined, in terms readily comprehensible to the ordinary
    reader”); United States v. Klecker, 
    348 F.3d 69
    , 72 (4th Cir.
    2003); United States v. Orchard, 
    332 F.3d 1133
    , 1137-38 (8th
    Cir. 2003); United States v. Washam, 
    312 F.3d 926
    , 930-32
    No. 03-2988                                                 27
    (8th Cir. 2002); Carlson, 
    87 F.3d at 443-44
    ; United States v.
    Hofstatter, 
    8 F.3d 316
    , 321-22 (6th Cir. 1993); United States
    v. Desurra, 
    865 F.2d 651
    , 653 (5th Cir. 1989) (per curiam).
    The one contrary precedent, which Turcotte cites in support
    of his own arguments, is United States v. Forbes, 
    806 F. Supp. 232
     (D. Colo. 1992), in which a district court held the
    Analogue Provision to be unconstitutionally vague as
    applied to the drug AET. The court in Forbes found the Act
    lacking with respect to AET because “there is no scientific
    consensus whether AET has a chemical structure that is
    substantially similar to DMT or DET. The government’s
    own chemists cannot agree on this point . . . . [t]he scientific
    community cannot even agree on a methodology to use to
    determine structural similarity.” 
    Id. at 237
    .
    Again, Forbes is instructive so far as it goes, but, it can be
    distinguished from the instant case since it involved AET
    rather than GBL. This distinction is crucial because no
    fewer than three courts of appeals have held the Analogue
    Provision to be sufficiently clear with respect to GBL and/or
    BD. In United States v. Roberts, the Second Circuit held
    that the Analogue Provision was not unconstitutionally
    vague in identifying BD as an analogue of GHB, stating
    that the acknowledged similarity in the chemical structures
    of the two compounds, combined with the fact that BD turns
    into GHB when ingested, are collectively sufficient to put an
    ordinary person on notice that BD is an analogue of GHB
    for purposes of the CSA. 
    363 F.3d at 125
    . The Roberts court
    insists that these two factors, when considered together,
    make the legal implications of the Analogue Provision clear
    with respect to BD, notwithstanding the fine-grained
    scientific distinctions of expert chemists. 
    363 F.3d at 127
    .8
    8
    The exact language of the Roberts court’s analysis reads as
    follows:
    (continued...)
    28                                                      No. 03-2988
    Another Second Circuit panel, convened not three months
    later, used this same analytical approach to conclude that
    “the definition of ‘controlled substance analogue’ is not un-
    constitutionally vague as applied to GBL.” Ansaldi, 
    372 F.3d at
    124 (citing Roberts and pointing to “uncontroverted
    testimony that GBL’s chemical structure differed from that
    of GHB by only three atoms” and that “GBL converted into
    GHB after ingestion”) (emphasis added). The Ansaldi court
    also points out forcefully that “GBL is one of the substances
    that the statute actually identifies as a potential controlled
    substance analogue.” 
    372 F.3d at 123
    .9 These same points
    8
    (...continued)
    Given the combination of GHB’s cognizable similarity to 1,4-
    butanediol prior to ingestion and its metabolization into that
    controlled substance after ingestion, the classification of 1,4-
    butanedyol as a controlled substance analogue is clearly man-
    dated by the Act’s language, and remains so regardless of the
    differences of view among the experts. In short, given the
    circumstances of this case, an evaluation of the the statute’s
    vagueness as-applied does not call for the fine distinctions
    drawn by the experts.
    
    363 F.3d at 127
    .
    9
    The Ansaldi court speaks in no uncertain terms on the vague-
    ness issue:
    Regardless of any other ways in which the laws governing
    controlled substance[s] might be vague, there is one thing
    they make perfectly clear—the sale of GBL for human con-
    sumption is illegal.
    ....
    The subsection defining “controlled substance analogue” spe-
    cifically states that “[t]he designation of gamma butyrolac-
    tone . . . as a listed chemical . . . does not preclude a find-
    ing . . . that the chemical is a controlled substance analogue.”
    (continued...)
    No. 03-2988                                                      29
    are echoed in United States v. Fisher, where the Eleventh
    Circuit also held that the Analogue Provision is sufficiently
    clear with respect to the status of GBL. The Fisher court
    likewise notes that GBL converts into GHB when ingested,
    
    289 F.3d at 1338-39
    , and observes that “statements found
    in Public Law 106-172 and the DEA’s Final Rules indicate
    that both Congress and the DEA considered GBL to be an
    analogue of GHB.” 
    289 F.3d at 1336
    .
    Among these Congressional “statements” is the following
    declaration: “If taken for human consumption, common in-
    dustrial chemicals such as gamma butyrolactone [GBL] and
    1,4-butanediol [BD] are swiftly converted by the body into
    GHB. Illicit use of these and other GHB analogues and pre-
    cursor chemicals is a significant and growing law enforce-
    ment problem.” Pub. Law No. 106-172, § 2(4) (2000) (emphasis
    added). DEA regulations contain similar statements: “GBL
    and 1,4-butanediol are structurally and pharmacologically
    similar to GHB and are often substituted for GHB. Under
    certain circumstances they may satisfy the definition of a
    controlled substance analogue.” Placement of Gamma-
    Butyrolactone in List I of the Controlled Substances Act, 
    65 Fed. Reg. 21,645
    -47 (April 24, 2000) (emphasis added).10
    Admittedly, these provisions may not be using the terms
    “analogue” or “similar” in their technical statutory sense
    under the CSA, but nonetheless it is difficult indeed to claim
    that Turcotte lacked notice as to the chemical similarities
    9
    (...continued)
    
    21 U.S.C. § 802
    (32)(B) (emphasis supplied). Thus, GBL is one
    of the substances that the statute actually identifies as a
    potential controlled substance analogue.
    
    372 F.3d at 122-23
    .
    10
    See also our discussion of these provisions in relation to
    Turcotte’s scienter claim, supra at section III-B.
    30                                               No. 03-2988
    of GBL and GHB, or as to the likelihood of being prosecuted
    for distribution of GBL. Indeed, Turcotte advertised Verve
    5.0 as a GHB substitute on his website, which actually
    stated that Verve is illegal.11 As the Second Circuit asserted
    in Ansaldi, “[r]egardless of any other ways in which the
    laws governing controlled substance[s] might be vague,
    there is one thing they make perfectly clear—the sale of
    GBL for human consumption is illegal.” 
    372 F.3d at 122
    .
    This level of clarity also speaks to the second prong of the
    Kolender test, which concerns arbitrary or discriminatory
    law enforcement. Law enforcement officials, no less than
    potential drug distributors, are on notice that GBL is
    considered an illegal analogue of GHB when sold for human
    consumption, and they are directed to aggressively prose-
    cute its possession and sale. In short, it is not left to the
    police to arbitrarily determine the legal status of GHB, GBL
    or BD—Congress has spoken clearly with respect to these
    substances.
    Given the foregoing, we affirm the district court’s ruling
    that the CSA is not unconstitutionally vague as applied to
    GBL as an analogue of GHB.
    E. The Status of GBL and BD as Controlled Sub-
    stance Analogues
    Having assailed the district court’s jury instructions, the
    government’s conduct during discovery and the constitu-
    tionality of the Analogue Provision itself, Turcotte next
    challenges the applicability of the Analogue Provision to the
    substances at issue in this case. His claims on this score are
    essentially twofold: (1) that federal law prevents BD and
    GBL from being regulated, and, even if GBL and BD are
    subject to regulation, their status is confusing and the rule
    11
    See footnote 5, supra.
    No. 03-2988                                                     31
    of lenity should be applied in Turcotte’s favor, and (2) that
    GHB was not properly scheduled as a controlled substance
    since its scheduling (allegedly done at the behest of the
    Attorney General) has expired and therefore Turcotte
    cannot be punished for trafficking in its chemical ana-
    logues. Both claims are frivolous and fail on their own
    terms.12
    1. The Regulation of BD and GBL as Controlled
    Substance Analogues Under Federal Law
    Turcotte first claims that the Dietary Supplements Health
    and Education Act of 1994 (DSHEA), 
    21 U.S.C. § 321
    , pre-
    cludes regulation of GBL and BD since both substances are
    dietary supplements and thus must be treated as “food”
    under the DSHEA. (Appellant’s Br. at 29.) Turcotte also as-
    serts that because GBL is a “List I chemical” under 
    21 U.S.C. §§ 802
    (33) and 802(34), pursuant to an April 2000
    DEA Final Rule, GBL is not subject to regulation. These ar-
    guments are, at best, unpersuasive and, at worst, disingen-
    uous. The district court noted below that the DSHEA “does
    not prevent the classification of GBL as a controlled sub-
    stance analogue,” 
    286 F. Supp. 2d at 952
    , and the government
    points out that GBL meets the DSHEA’s definition of a “drug”
    and is known as a common industrial chemical. (Appellee’s
    Br. at 30-31.) In fact Turcotte himself labeled his shipments
    of Verve to Internet customers as “cleaning supplies” or
    12
    The government argues for a deferential standard of review as
    to these claims, noting that they were either raised in an untimely
    filed post-trial motion, United States v. Withers, 
    972 F.2d 837
    , 844
    (7th Cir. 1992) (reviewing such claims for clear error), or raised
    for the first time on appeal. United States v. Noble, 
    246 F.3d 946
    ,
    955 (7th Cir. 2001) (reviewing such claims for clear error). The
    exact standard of review applicable here is of no consequence,
    since Turcotte’s claims are doomed even under de novo review.
    32                                               No. 03-2988
    “supplies,” not dietary supplements. 
    Id.
     The DSHEA does not
    address GBL or BD specifically, so both parties are essen-
    tially attempting to shoehorn these substances into the
    DSHEA’s general definitions. This is a dubious enterprise
    considering that the CSA addresses the status of GBL
    explicitly, stating that it is a “List I chemical” under
    
    21 U.S.C. §§ 802
    (33) and 802(34). This appears the more
    relevant provision for our purposes.
    Perhaps realizing this, Turcotte next claims that GBL’s
    status as a “Listed chemical” under the CSA precludes its
    regulation as a controlled substance. To support this con-
    tention, Turcotte points to a DEA regulation which states,
    in part, that “[c]hemical mixtures containing GBL . . . are
    not subject to regulation.” 
    65 Fed. Reg. 21,645
     (Apr. 24,
    2000). But this line of argument is patently without merit.
    The very regulation cited by Turcotte also explicitly states
    that the CSA, at 
    21 U.S.C. § 802
    (32), expressly provides that
    “the designation of GBL or any other chemical as a Listed
    chemical does not preclude a finding that the chemical is a
    controlled substance analogue and subject to the provisions
    of 21 U.S.C. 813.” 
    65 Fed. Reg. 21,645
     (Apr. 24, 2000) (citing
    
    21 U.S.C. § 802
    (32)) (emphasis added). See also Ansaldi,
    
    372 F.3d at
    128 n.6 (also ruling that GBL’s status as a
    listed chemical under DEA regulations does not preclude its
    regulation as a controlled substance analogue under the
    CSA). In fact Turcotte himself concedes that the clear
    provisions of the CSA (at 
    21 U.S.C. § 802
    (32)(B)) doom his
    argument, though he tries to blunt the impact of this point
    by hiding it in a footnote. See Appellant’s Br. at 30 n.11
    (conceding that “GBL’s designation as a listed chemical does
    not preclude a finding that the chemical is a controlled
    substance analogue. 
    21 U.S.C. § 802
    (32)(B).”).
    Having obliterated his own argument regarding GBL’s
    susceptibility to regulation, Turcotte next argues in the al-
    ternative that, even if GBL can be regulated as a controlled
    substance analogue (as he concedes), the various laws and
    No. 03-2988                                                 33
    regulations cited here render GBL’s status confusing, and
    the rule of lenity should be applied to reverse his conviction.
    (Appellant’s Br. at 31-32.) While the rule of lenity instructs
    that ambiguity in the meaning of a statutory provision
    should be resolved in favor of the defendant, this principle
    is only applicable where there is a “grievous ambiguity or
    uncertainty in the language and structure of the Act.” U.S.
    v. Ranum, 
    96 F.3d 1020
    , 1030 (7th Cir. 1996) (quoting
    United States v. Neal, 
    46 F.3d 1405
    , 1410 (7th Cir. 1995))
    (internal quotations omitted). In other words, the rule of
    lenity “only serves as an aide for resolving an ambiguity; it
    is not to be used to beget one.” Callanan v. United States,
    
    364 U.S. 587
    , 596 (1961).
    As just discussed, the law is perfectly clear on this point:
    As per both the CSA itself and the DEA regulation cited by
    Turcotte, GBL is not exempt from regulation under the CSA
    as a controlled substance analogue. Turcotte himself ac-
    knowledges this fact in his brief. See Appellant’s Br. at 30,
    n.11. See also Ansaldi, 
    372 F.3d at
    128 n.6 (observing that
    the DEA “regulation [concerning GBL] does not even pur-
    port to remove any substance from the realm of criminal
    conduct.”). The rule of lenity is not applicable here. This is
    especially so given our rejection of Turcotte’s vagueness
    claims13—it would be passing strange for us to rule that a
    statute, while not unconstitutionally vague, is sufficiently
    ambiguous to trigger the rule of lenity.
    For all of these reasons, Turcotte’s claim that federal law
    precludes the regulation of GBL as an analogue of GHB are
    patently without merit.
    2. GHB’s Status as a Controlled Substance
    Having attempted to question GBL’s susceptibility to reg-
    ulation in its own right, Turcotte’s next claims that GHB
    13
    See discussion of Turcotte’s vagueness claim, supra.
    34                                                   No. 03-2988
    was not properly scheduled as a controlled substance, and
    therefore that GBL cannot be regulated as a controlled sub-
    stance analogue of GHB. Turcotte asserts that GHB was put
    on Schedule I at the behest of the Attorney General in
    March of 2000 as a temporary or emergency scheduling
    under 
    21 U.S.C. § 811
    (h), which expires if not made perma-
    nent within one year. Turcotte then claims that since GHB’s
    status as a Schedule I controlled substance allegedly expired
    in March of 2001, he cannot be convicted for possession or
    distribution of its analogues, including GBL. The govern-
    ment responds by asserting that Congress directed the
    Attorney General to place GHB on Schedule I in Public Law
    106-172, and thus that the aforementioned time limit
    applicable to emergency schedulings should not apply.
    We need not attempt to navigate this legislative thicket
    because Turcotte’s expiration claim fails for a more basic
    reason: Even if the scheduling of GHB expired in March of
    2001 as Turcotte claims, it is undisputed that GHB was still
    a Schedule I controlled substance at the time of the conduct
    leading to Turcotte’s arrest and conviction (the summer of
    2000).14 Matters of timing similarly thwart Turcotte’s claim
    that FDA approval of Xyrem—a drug for treating
    narcolepsy that contains GHB—in July of 2002 converted
    GHB to a Schedule III substance not subject to the CSA’s
    Analogue Provision. (Appellant’s Br. at 33-34.) Aside from
    the fact that FDA approval of a specific drug for certain
    medical uses need not have any bearing on the status of its
    component chemicals in non-medical contexts, the FDA’s
    approval of Xyrem came after Turcotte’s misconduct and
    subsequent arrest in September of 2000. Thus, even if the
    14
    The district court makes precisely this point in its ruling below,
    noting that “even if we were to accept defendant’s argument that
    the scheduling had expired, GHB was clearly listed in Schedule I
    during the period of time in which defendant was found to have
    possessed and distributed the substances.” 
    286 F. Supp. 2d at 952
    .
    No. 03-2988                                                 35
    FDA approval of Xyrem has some effect on the status of GHB
    as a controlled substance—a proposition which appears
    extremely dubious to begin with—that approval still would
    not have any bearing on Turcotte’s conviction.
    Turcotte’s claims as to the status and/or scheduling of
    GHB under the Controlled Substances Act are thus unper-
    suasive, and we affirm the ruling of the district court on
    this point.
    F. Turcotte’s Sundry Procedural Claims
    Finally, in addition to the more fully developed claims
    examined above, Turcotte tacks on five allegations of trial
    errors and procedural infirmities. These claims are not
    discussed in the decision below and presumably were not
    raised before the district court. They are presented in such
    a cursory and unelaborated fashion that we feel justified in
    dismissing them outright. In this circuit, unsupported and
    undeveloped arguments are waived. See United States v.
    Toney, 
    27 F.3d 1245
    , 1249 (7th Cir. 1994); United States v.
    Berkowitz, 
    927 F.2d 1376
    , 1384 (7th Cir. 1991); Pelfresne v.
    Village of Williams Bay, 
    917 F.2d 1017
    , 1023 (7th Cir.
    1990); United States v. Williams, 
    877 F.2d 516
    , 519 (7th Cir.
    1989).
    Yet even were we to indulge Turcotte and take these claims
    seriously, they still fail on their own terms. Turcotte’s claim
    that “the use of expert testimony regarding GHB was irrel-
    evant to testimony concerning GBL and BD,” (Appellant’s
    Br. at 40), is false. Testimony concerning the health effects
    of GHB was directly relevant to the second and third
    clauses of § 802(32)(A), which require controlled substance
    analogues to have similar actual or purported physiological
    effects to controlled substances. Thus consideration of GHB’s
    physiological effects was crucial to the jury’s determination
    that GBL, in light of its own physiological effects, is an
    analogue of GHB. (See Appellee’s Br. at 43-44.)
    36                                               No. 03-2988
    Turcotte’s second claim, that his “sentence was necessar-
    ily based upon the sale of all three substances [GHB, BD
    and GBL],” (Appellant’s Br. at 41.), is little more than a weak
    reprise of assertions made earlier in the brief concerning
    disjunctive versus conjunctive readings of § 802(32)(A). For
    the reasons discussed in that portion of our opinion, supra,
    this claim is directly contradicted by the record and is thus
    unsupportable.
    Turcotte’s third claim alleges that the district court
    improperly allowed two unqualified witnesses to testify as
    experts regarding the similarity of effects between GHB,
    GBL and BD. (Appellant’s Br. at 41.) Even if Turcotte had
    raised this claim previously—which apparently he did not—
    we still review for abuse of discretion only. United States v.
    Van Dreel, 
    155 F.3d 902
    , 905 (7th Cir. 1998). Given that
    both witnesses had advanced scientific degrees (one had a
    Ph.D. in medical anthropology and one was a medical doctor)
    and both had published extensively on the effects of GHB
    and GBL, there is no evidence that the district court abused
    its discretion in certifying them as expert witnesses.
    The fourth claim concerns an episode in which a juror in
    the case encountered a prosecution witness during a court
    recess and asked the witness for a mint. Turcotte alleges
    that the court should have made a more extensive inquiry
    into the incident or granted Turcotte a mistrial. (Appellant’s
    Br. at 41-42.) Turcotte presents absolutely no evidence of
    any wrongdoing or resulting prejudice connected with this
    ostensibly chance encounter, and thus he has not even be-
    gun to carry his burden of demonstrating an abuse of dis-
    cretion by the district court. See United States v. Cassano,
    
    372 F.3d 868
     (7th Cir. 2004) (district court’s decision not to
    grant a mistrial is reviewed for abuse of discretion).
    Finally, Turcotte’s allegation of ineffective assistance of
    counsel is likewise too sparse and unsupported to gain any
    traction. Turcotte’s unsubstantiated and largely conclusory
    No. 03-2988                                                 37
    statements fall far short of carrying his burden of persuasion
    as to the two elements of the test outlined in Strickland v.
    Washington, 
    466 U.S. 668
    , 689 (1984). See United States v.
    Davenport, 
    986 F.2d 1047
    , 1049 (7th Cir. 1993) (defendant
    bears burden of proof and persuasion to establish ineffective
    assistance of counsel). We also note that, should Turcotte
    wish to pursue his ineffective assistance claim in earnest,
    such a claim is best brought in a collateral proceeding under
    
    28 U.S.C. § 2255
    . See Massaro v. United States, 
    538 U.S. 500
    , 504 (2003) (Observing that “in most cases a motion
    brought under § 2255 is preferable to direct appeal for de-
    ciding claims of ineffective-assistance”).
    Accordingly, we reject four of these five claims, which seem
    to be added as afterthoughts to Turcotte’s main arguments,
    and we decline to rule on the fifth (ineffective assistance) at
    this juncture.
    IV. CONCLUSION
    For the foregoing reasons, we AFFIRM the decision of the
    district court.
    A true Copy:
    Teste:
    ________________________________
    Clerk of the United States Court of
    Appeals for the Seventh Circuit
    USCA-02-C-0072—4-19-05
    

Document Info

Docket Number: 03-2988

Judges: Per Curiam

Filed Date: 4/19/2005

Precedential Status: Precedential

Modified Date: 9/24/2015

Authorities (49)

United States v. Hussein , 351 F.3d 9 ( 2003 )

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United States v. Scott Ansaldi, Rodney Dean Gates , 372 F.3d 118 ( 2004 )

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