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Stimulant Analytical Standards

Stimulants belong to a diverse group of psychoactive drugs whose function exerts a constant contribution to hyperactivity and impulse control. Illegal derivatives including , , , / , phenethylamines, and are among the most widely abused across the US and Europe. However, the popularity of each substance, particularly in party culture settings, is frequently changing. Cayman offers more than 650 analytical standards for the identification of and is dedicated to working with the forensic community to quickly make reference standards available for new psychoactive substances (NPS). A library of mass spectral data containing many of Cayman’s emerging stimulant standards is freely available for download at www.caymanchem.com/CSL.

More than 650 Stimulant Standards Available for · Amphetamines · Indanes · Arylcyclohexylamines · Phenethylamines · Cathinones · Piperazines · Cocaine & Tropanes · And More

Tools to Rapidly Screen for Major Controlled Stimulants Cocaine/Heroin/ Mixture (CRM) Item No. 9002662 A CRM mixture of cocaine, heroin, and methamphetamine (1 mg/ml of each)

GC-MS Drug Standard Mixture 4 Item No. 24632 A mixture of common stimulants, , and Representative chromatogram of the compounds steroids as well as a synthetic cannabinoid and a included in the GC-MS Drug Standard Mixture 4 benzodiazepine (250 μg/ml of each) Peak order from left to right: α-Pyrrolidinobutiophenone, α-Pyrrolidinopentiophenone, bk-MDEA, , , PCP, Cocaine, Nandrolone, (S)-5-fluoro ADB, Heroin, Alprazolam, Furanyl fentanyl, Chloropseudoephedrine (hydrochloride)/ Furanyl fentanyl 3-furancarboxamide isomer, Stanozolol Chloroephedrine (hydrochloride) Mixture Item No. 9002346 A mixture of two diastereomer contaminants produced during the illicit manufacture of (+)-methamphetamine from or

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2019 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Amphetamines

Amphetamine is a synthetic derivative of phenylethylamine, a naturally occurring substance Common Modifications of the found in chocolate, cheeses, and some wines that Core looks similar in structure to . The addition of a methyl group attached to the α-carbon of the 2 β NH phenylethylamine side chain protects amphetamine 3 2 α from degradation by monoamine oxidases, which enables the effects of amphetamine to persist. While 4 6 variations of the amphetamine scaffold have been 5 developed by pharmaceutical companies for treatment of ADHD, appetite suppression, or to slow the progression of Parkinson’s disease (e.g., , Amino group can be: , and selegiline), designer drug chemists · Mono-alkylated (with methyl, ethyl, etc.) to attempting to skirt DEA regulations have also made form a secondary amine modifications to the basic amphetamine structure. · Di-alkylated (symmetrically or asymmetrically) Parent Compounds with alkyl groups to form a tertiary amine Item No. Product Name Phenyl ring can be: ISO60188 (±)-Amphetamine (hydrochloride) (CRM) * · Mono-substituted or multi-substituted with 11079 6-APB (hydrochloride) alkyl groups, alkoxy groups, halogens, etc. 11456 5-APDB (hydrochloride) · Fused with another ring system such as 13868 methylenedixoy, furan, pyrrole, etc.

27184 N-benzyl-3,4-DMA (hydrochloride) 15683 4-bromo-2,5-DMA (hydrochloride) (exempt preparation) Metabolites 13885 DOI (hydrochloride) Item No. Product Name

25266 2-Fluoroethamphetamine (hydrochloride) 9001830 4-hydroxy Amphetamine (hydrochloride)

25811 4-Fluoroethamphetamine (hydrochloride) 9002853 4-hydroxy Amphetamine Glucuronide (trifluoroacetate salt)

17208 3-Fluorophenmetrazine (hydrochloride) 19522 3',4'-Dihydroxyphenylacetone

23787 (mesylate) (exempt preparation) 19208 N-Formylamphetamine (CRM)

14109 5-MAPB (hydrochloride) 14195 HMMA (hydrochloride)

ISO60189 (±)-MDA (hydrochloride) (CRM) * 14196 4-hydroxy-3-Methoxyamphetamine (hydrochloride)

27240 bk-MDEA (hydrochloride) (CRM) * 9001345 4-Methylmethamphetamine (hydrochloride)

ISO60190 3,4-MDMA (hydrochloride) (CRM) * 15915 Ritalinic Acid

9001944 6-chloro-MDMA (hydrochloride) 22604 3-Trifluoromethylamphetamine (hydrochloride) ISO60168 (±)-Methamphetamine (hydrochloride) (CRM) * 26615 (+)-Methamphetamine (hydrochloride) (CRM) * Discover Our Article Series: Stimulant 26616 (−)-Methamphetamine (hydrochloride) (CRM) * Use and Abuse: From Past to Present 11161 (hydrochloride) www.caymanchem.com/amphetamines 14205 N-Propylamphetamine (hydrochloride)

* Compound also available as a neat solid

2019 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Cathinones

Parent Compounds Alkylated Cathinones Functional Group Additions to Item No. Product Name Core 21260 2-Chloroethcathinone (hydrochloride)

21261 3-Chloroethcathinone (hydrochloride) R4 O R2 18912 4-Chloroethcathinone (hydrochloride) R5 N 24432 4-chloro-N,N-Dimethylcathinone (hydrochloride) R1 20661 α-Ethylaminohexanophenone (hydrochloride) R3 26944 α-Isobutylaminohexanophenone (hydrochloride) R6 R8 15609 4-Methyl-α-ethylaminopentiophenone (hydrochloride) R7 9001069 4-Methylethcathinone (hydrochloride) · R = hydrogen, alkyl group, or incorporated 16049 4-Methylethcathinone (hydrochloride) (exempt preparation) 1 in cyclic structure with R2 19383 4-chloro (hydrochloride)

9002180 4-Methyl Pentedrone (hydrochloride) · R2 = hydrogen, alkyl group, or incorporated

25670 4-methyl Pentedrone (hydrochloride) (CRM) * in cyclic structure with R1 · R = any alkyl or alkoxy group Methylenedioxy Cathinones 3 Item No. Product Name · R4-R8 = hydrogen, one or multiple 9001103 (hydrochloride) substitutions, including halide, haloalkyl, alkoxy,

25315 N-ethyl Hexylone (hydrochloride) alkyl, or incorporated in a ring structure

27078 N-propyl Hexylone (hydrochloride) 27240 bk-MDEA (hydrochloride) (CRM) * Metabolites 20891 (hydrochloride) (CRM) * Item No. Product Name

24337 N-ethyl (hydrochloride) (CRM) * metabolite (hydrochloride) 9001434 ((±)-Pseudoephedrine stereochemistry) 27082 N-isobutyl Pentylone (hydrochloride) 10518 3,4-Methylenedioxy metabolite 1 (hydrochloride) * Compound also available as a neat solid 12004 3,4-Methylenedioxy Pyrovalerone metabolite 2 (hydrochloride) Pyrrolindinyl-Substituted Cathinones 4-Methylethcathinone metabolite (hydrochloride) 14758 Item No. Product Name ((±)-Ephedrine stereochemistry)

3,4-Methylenedioxy-α-Pyrrolidinohexanophenone 4-Methylethcathinone metabolite (hydrochloride) 16361 9001436 (hydrochloride) ((±)-Pseudoephedrine stereochemistry)

14762 PV8 (hydrochloride) 18818 4'-fluoro-α-Pyrrolidinohexanophenone (hydrochloride)

21682 α-Pyrrolidinoisohexanophenone (hydrochloride) Isotopically Labeled Standards 22808 α-Pyrrolidinopentiophenone (hydrochloride) (CRM) * Item No. Product Name 9002179 4'-chloro-α-Pyrrolidinopropiophenone (hydrochloride)

22487 -d9 (hydrochloride) (CRM) * 18326 4'-chloro-α-Pyrrolidinovalerophenone (hydrochloride)

28819 Butylone-d3 (hydrochloride) (CRM) * * Compound also available as a neat solid

26246 Mephedrone-d3 (hydrochloride) (CRM)

10679 3,4-Methylenedioxy Pyrovalerone-d (hydrochloride) Discover Our Article Series: Stimulant 8 18732 Methylone-d (hydrochloride) (CRM) Use and Abuse: From Past to Present at 3 19204 α-Pyrrolidinopentiophenone-d (hydrochloride) (CRM) * www.caymanchem.com/cathinones 8 * Compound also available as a neat solid

2019 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Phenethylamines, Arylcyclohexylamines, and More

Phenethylamines Arylcyclohexylamines Item No. Product Name Item No. Product Name

18351 5-AEDB (hydrochloride) 11737 Benocyclidine

11134 5-APB (hydrochloride) 25688 (hydrochloride) (CRM) *

11079 6-APB (hydrochloride) 19786 2-fluoro Deschloroketamine (hydrochloride)

11456 5-APDB (hydrochloride) 26401 Deschloronorketamine (hydrochloride)

18753 3,4-DMA-NBOMe (hydrochloride) 20814 -d3 (tartrate) (CRM) *

18754 4-EA-NBOMe (hydrochloride) 19389 (hydrochloride) (CRM) *

17208 3-Fluorophenmetrazine (hydrochloride) 26316 (R)-Ketamine (hydrochloride) (CRM) *

27240 bk-MDEA (hydrochloride) (CRM) * 26317 (S)-Ketamine (hydrochloride) (CRM) *

15967 25B-NBF (hydrochloride) 14105 deschloro-N-ethyl-Ketamine (hydrochloride)

15969 25C-NBF (hydrochloride) 11139 (hydrochloride)

14066 25I-NBF (hydrochloride) 26877 3-hydroxy PCE (hydrochloride)

18328 25B-NBOH (hydrochloride) 9001355 3-methoxy PCE (hydrochloride)

14815 25C-NBOH (hydrochloride) ISO60194 PCP (hydrochloride) (CRM) *

22033 25H-NBOH (hydrochloride) 14421 3-hydroxy PCP (hydrochloride)

14909 25I-NBOH (hydrochloride) 11137 3-methoxy PCP (hydrochloride)

18560 25C-NB3OMe (hydrochloride) 11136 4-methoxy PCP (hydrochloride)

11946 25D-NBOMe (hydrochloride) 20563 1-(1-Phenylcyclohexyl)-4-hydroxypiperidine

14065 25G-NBOMe (hydrochloride) 20565 trans-4-phenyl-4-Piperidinocyclohexanol

ISO60135 25H-NBOMe (hydrochloride) (CRM) * 19263 (hydrochloride)

14476 (hydrochloride) 17014 Tenocyclidine (hydrochloride)

* Compound also available as a neat solid * Compound also available as a neat solid Piperazines Cocaine & Tropanes Item No. Product Name Item No. Product Name

23708 1-Benzyl-2-methylpiperazine (hydrochloride) ISO60186 Benzoylecgonine (CRM) *

25523 BZP (hydrochloride) (CRM) * 20860 Benzoylecgonine-d3 (CRM)

14296 2,3-Dichlorophenylpiperazine (hydrochloride) ISO60176 Cocaine (CRM) *

21954 1-(2-Fluorophenyl) (hydrochloride) 19423 Cocaine-d3 (CRM)

21953 1-(3-Fluorophenyl)piperazine (hydrochloride) 18057 3-p-FBT (hydrochloride)

11204 1-(4-Fluorophenyl)piperazine (hydrochloride) 17338

11736 MBZP (hydrochloride) 14449 tetrahydro-

19737 MT-45 (hydrochloride) (CRM) * 18930 Mitragynine-d3 (CRM) *

19507 MT-45-d11 (hydrochloride) (CRM) * 13114 7-hydroxy Mitragynine

11205 1-(3-Trifluoromethylphenyl)piperazine (hydrochloride) 17255 (hydrochloride)

18165 Trimetazidine (hydrochloride) 14108 (hydrobromide)

* Compound also available as a neat solid * Compound also available as a neat solid

View a complete list of stimulants at www.caymanchem.com/forensics

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2019 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM