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Opioid Analytical Standards

Opioid Analytical Standards

Opioid Analytical Standards

Cayman Chemical is dedicated to working with the forensic community to quickly make authentic reference standards available from our ISO/IEC 17025 and ISO 17034 laboratories. In response to the epidemic, our catalog has expanded to now contain more than 600 opioid standards to help identify, confirm, and quantify these drugs of abuse. This includes a wide collection of and other emerging synthetic as well as plant-derived and their metabolites and internal standards. A library of mass spectral data containing many of Cayman’s emerging opioid standards is freely available for download at www.caymanchem.com/CSL.

More than 600 Opioid Standards for · Synthetic Opioids · Opiates & Natural Products - Fentanyls - Prescription Drugs - Utopioids - Semi-Synthetic Opiates - AH-, MT-45, & W-Series - Opioid Antagonists - Nitazenes - Emerging Classes

Tools to Rapidly Screen for Prevalent Opioids

Abundance 10.819 Synthetic Opioid Mixtures 8e+07 7.5e+07 11.294 11.485 7e+07 11.878

GC-MS Opioid Mixture 1 6.5e+07

6e+07 Item No. 23629 5.5e+07 12.369 5e+07 14.030 4.5e+07 A mixture of 7 common synthetic opioids (1 mg/ml 14.306 4e+07

3.5e+07

of each): acetyl , , butyryl 3e+07 10.643 2.5e+07 fentanyl, cyclopropyl fentanyl, fentanyl, furanyl 2e+07 1.5e+07 fentanyl, and U-47700 1e+07 5000000

Time--> 10.20 10.40 10.60 10.80 11.00 11.20 11.4011.60 11.80 12.00 12.20 12.40 12.60 12.80 13.0013.20 13.40 13.60 13.8014.00 14.2014.40 14.60 14.80 GC-MS Opioid Mixture 2 Representative chromatogram of the compounds Item No. 23876 included in the GC-MS Opioid Mixture 2 A mixture of 8 common synthetic opioids (1 mg/ml Peak order from left to right: U-48800, U-49900, FIBF, ortho-fluorofentanyl, of each): cyclopentyl fentanyl, methoxyacetyl fentanyl, (±)-cis-3-methyl fentanyl, methoxyacetyl fentanyl, cyclopentyl fentanyl, (±)-cis-3-methyl fentanyl, tetrahydrofuran fentanyl, tetrahydrofuran fentanyl ortho-fluorofentanyl, FIBF, U-48800, and U-49900

Custom Opioid Mixtures, Screening Libraries, and Plates Available Email [email protected] to discuss your specific project needs

2020 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Fentanyls

The basic fentanyl scaffold can be modified in four 13 different regions leading to a myriad of new fentanyl C-Labeled Internal Standards varieties. Cayman now offers more than 380 standards 13 for the identification, confirmation, and quantification 4-ANPP- C6 (CRM) of fentanyls and their metabolites. Our scientists have N Item No. 26313

H also developed a naming convention to help provide N a more unambiguous way to describe substituent 13C H13C 13CH

placement on the fentanyl scaffold. Read more about H13C 13CH 13C the standardized naming of substituted fentanyls at H www.caymanchem.com/fentanylnaming. H 13 13C - C (CRM) Parent Compounds H13C 13CH 6 13C 13CH N 13C Item No. 26904 Item No. Product Name O H ISO60128 Acetyl fentanyl (hydrochloride) (CRM) * N O O 23060 Acrylfentanyl (hydrochloride) (CRM) *

25936 Benzyl fentanyl (hydrochloride) (CRM) *

19734 Butyryl fentanyl (hydrochloride) (CRM) * H 13C H13C 13CH para-Fluorobutyryl 19884 Carfentanil (CRM) 13C 13CH 13 N 13C fentanyl- C 26637 Crotonyl fentanyl (CRM) * O H 6 N (hydrochloride) (CRM) 23603 Cyclopropyl fentanyl (hydrochloride) (CRM) * • HCl Item No. 26614 ISO60197 Fentanyl (hydrochloride) (CRM) *

25615 β-methyl Fentanyl (hydrochloride) (CRM) * F

21676 (±)-cis-3-methyl Fentanyl (hydrochloride) (CRM) * View a complete list of our isotopically labeled standards

19795 FIBF (hydrochloride) (CRM) * at www.caymanchem.com/forensics

19826 para-Fluorobutyryl fentanyl (hydrochloride) (CRM) * Metabolites 19633 Furanyl fentanyl (hydrochloride) (CRM) * Item No. Product Name 22750 para-fluoro Furanyl fentanyl (hydrochloride) ISO60130 Acetyl norfentanyl (hydrochloride) (CRM) * 26050 meta-methoxy Furanyl fentanyl 22700 4-ANPP (CRM) * 23540 Methoxyacetyl fentanyl (hydrochloride) (CRM) * 19561 Butyryl norfentanyl (hydrochloride) (CRM) * 19635 (hydrochloride) (CRM) * 25078 Cyclopropyl norfentanyl (hydrochloride) (CRM) * 25887 Phenyl fentanyl (hydrochloride) (CRM) * 26427 Despropionyl ortho-Fluorofentanyl (CRM) * 22429 (hydrochloride) (CRM) * 26428 Despropionyl para-Fluorofentanyl (CRM) * 22802 Thiophene fentanyl (hydrochloride) 20789 β-hydroxy Fentanyl (hydrochloride) 19798 Valeryl fentanyl (CRM) * 19559 Furanyl norfentanyl (hydrochloride) (CRM) * * Compound also available as a neat solid 22182 Norcarfentanil (hydrochloride) (CRM) *

ISO60195 Norfentanyl (CRM) * Request a copy of our 9001142 Norsufentanil Fentanyl Laboratory Guide wall poster 21926 Remifentanil Acid (trifluoroacetate salt) at www.caymanchem.com/literature * Compound also available as a neat solid

2020 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Non-Fentanyl Synthetic Opioids

Utopioids & Metabolites Item No. Product Name Utopioid Lab Guide Wall Poster 27925 UF-17 (hydrochloride) In this guide to the identification, naming, and 27924 Furanyl UF-17 (hydrochloride) metabolism of U-type opioids: 19397 U-47700 (CRM) * · Common EI-GC-MS Utopioid Fragments 24289 N,N-didesmethyl U-47700 (trifluoroacetate salt) (CRM) * · Mass Spectrum of U-47700 28689 3,4-difluoro U-47700 · Tips for GC-MS Interpretation 29561 3,4-difluoro Isopropyl U-47700 · Halogen Isotope Patterns 29560 3,4-difluoro-N-desmethyl U-47700 (hydrochloride) · Utopioid Metabolism 24263 Isopropyl U-47700 Common C aloen sotope atterns topioid raments Monochloro 13 T d O L d 111 Cl 37 O C N N 31 H H O N N N Cl Br MM (111113, 139141) UTOPIOID 141 m/20 m/16 m/13 m/13 m/13 113 O O Id, N, N O O O Cl 20530 U-47931E O Cl O Cl N Cl O 100 110 120 130 140 150 HN O Cl F3C O Cl d M Cl m/16 m/13 m/13 m/166 m/163 m/15 m/15 ichloro O O O 145 O O Cl Cd 3 13 MM (14147, 17317) N O 14 Br O2N O Cl F3C Cl 15 O Cl m/155 m/153 m/150 m/14 m/14 m/145 m/145 m/13 N N efinin topioids Cl O O 130 140 150 160 10 10 10 O N O Amide Linker N N NC N O2N HO 29563 4-fluoro U-47931E H H m/13 m/13 m/130 m/125 m/122 m/121 m/121 m/112 U- d, Monobromo U-d U-d, d O T d d 81B HN HN trans-d d 11 Cl 155 13 Cl HN NC NH2 HO d , d MM N 15 15 d (117, 18318) m/112 m/112 m/111 m/111 m/102 m/ m/3 N O Commonly detected utopioids Cl U-47700, U-48800, U-49900, U-174, N N N NH N 140 150 160 10 10 10 200 HN 3,4-Md U-47700, r 25522 U-48800 (hydrochloride) (CRM) * m/1 m/4 m/1 m/0 I U-47700 Phenyl Ring trans-Cyclohexanediamine methyl Common ubstitutions ass pectrum of R4 topioid etabolism and ips for nterpretation O O OH R4 O Cl N NH N Cl Abundance 4 N N HN O O 600,000 OH m/4 Cl Cl N N O O O R R R N NH 550,000 5 3 3 Cl Cl Cl Cl Cl N N N N NH NH2 N Cl 2 Cl 500,000 R2 R1 R2 R1 U-400 Metabolism 29564 2,4-difluoro U-48800 (hydrochloride) N 450,000 Cl m/32 OH N · R₁-R₃ d R₅ d O Cl Common Metabolite 400,000 m/125 N · R₄ d NH 125 Cl 350,000 (d, , , etc.) O 300,000 O O O Cl C Cl C N Cl Cl N N N H 250,000 N NH NH Cl Cl NH2 2 Cl Cl Cl 200,000 O U-400 Metabolism O Cl Cl Cl 150,000 m/145 N H 1 NH 110 145 Cl 100,000 42 5 13 Cl m/13 23999 U-49900 (CRM) * 50,000 iotransformation Pathway 32 0 A) N-emethylation ) Hydroxylation C) N-eethylation m/-- 40 50 60 0 0 0 100 110 120 130 140 150 160 10 10 10 200 210 220 230 240 250 260 20 20 20 300 310 320 330

Tips for GC-MS Interpretation · Ud d d d d · T 84 d 1 d O · Hd -1,-d right Cl N · U-47700 d U-49900 , N · I d Cl N-(-)-3,4-d-N-d rimethylcycloheanediamine References · T ( M-1 ) , A, M, ALA, P, DM, et al. rug est nal. 10(1), 17-136 (018) 29148 U-50488 (hydrochloride) (CRM) * , SW, C, C, , L, et al. . nal. oxicol. 41(3), 173-180 (017) L d ddd www.caymanchem.com/utopioids 019 C C

29566 3,4-difluoro U-50488 (hydrochloride) Request a physical copy of this wall poster at 24264 U-51754 (hydrochloride) (CRM) * www.caymanchem.com/literature * Compound also available as a neat solid

AH-, MT-45, & W-Series Opioids & Metabolites Nitazenes & Other Synthetic Opioids & Metabolites Item No. Product Name Item No. Product Name

19732 AH 7921 (CRM) * 27816 (hydrochloride)

20280 N-desmethyl AH 7921 (hydrochloride) ISO60143 EDDP (perchlorate) (CRM)

19336 AH 8533 27255

19737 MT-45 (hydrochloride) (CRM) * 19406 Meperidine (hydrochloride) (CRM)

25288 2-fluoro MT-45 (hydrochloride) ISO60145 (±)- (hydrochloride) (CRM) *

25290 4-fluoro MT-45 (hydrochloride) 26398

19482 W-15 (CRM) * 20899 Normeperidine (hydrochloride) (CRM) *

20413 W-15-d4 (CRM) 15912 (−)-

19483 W-18 (CRM) * 26335 (hydrochloride)

20366 W-18-d4 (CRM) ISO60184 (+)-Propoxyphene (hydrochloride) (CRM)

19713 nor-W-18 18660 (hydrochloride) (CRM) *

20317 nor-W-18-d4 25950 (sodium salt)

19484 W-19 (hydrochloride) ISO60149 cis- (hydrochloride) (CRM) *

19487 W-19-d4 (hydrochloride) 18751 O-Desmethyl-cis-tramadol (hydrochloride) (CRM) *

* Compound also available as a neat solid * Compound also available as a neat solid Be the first to know about novel synthetic opioids showing up in casework. Subscribe to our forensic emails at www.caymanchem.com/register

2020 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM Opiates & Natural Products

Parent Compounds & Precursors Metabolites Item No. Product Name Item No. Product Name

ISO60178 (hydrochloride) (CRM) * 19418 6-Acetylmorphine (CRM) *

28625 (tartrate) (CRM) * 25518 6-Acetylmorphine-d6 (CRM)

ISO60140 (CRM) * 25986 (CRM) *

29917 25668 6β-Hydrocodol (CRM) *

18052 Codeine-d3 (CRM) 21535 6β-Hydrocodol N-oxide

15126 25669 6β-Hydromorphol (CRM) *

ISO60142 (CRM) * ISO60146 (CRM) *

ISO60187 (CRM) * 13114 7-hydroxy

24549 Heroin-d9 (CRM) 20127 (CRM) *

ISO60144 (CRM) * 23816

18567 Mitragynine (CRM) * 22661 (hydrochloride) (CRM) *

18930 Mitragynine-d3 (CRM) * 22662 Norhydrocodone-d3 (hydrochloride) (CRM) *

ISO60147 (CRM) * 20407 (CRM) *

24514 Morphine-d3 (CRM) 20408 Noroxycodone-d3 (CRM)

ISO60148 (CRM) * 15903

ISO60203 Oxycodone-d3 (CRM) * 25938 6α-Oxycodol (CRM) *

22024 (CRM) * 21539 6α-Oxycodol N-oxide

* Compound also available as a neat solid 24939 nor-6α-Oxycodol (CRM) *

25939 6β-Oxycodol (CRM) * Fentanyl Analog Screening Kit 21541 6β-Oxycodol N-oxide 25987 nor-6β-Oxycodol (CRM) * To support the detection of emerging opioids, the CDC has awarded additional funding to Cayman 25940 6α- (CRM) * to manufacture and distribute Fentanyl Analog 25941 6β-Oxymorphol (CRM) * Screening Kits to qualified US labs. This kit ISO60171 (CRM) * contains reference materials for 212 synthetic * Compound also available as a neat solid opioid compounds, including more than 190 Opioid Antagonists & Metabolites fentanyl analogs. Item No. Product Name

22716 6α- (CRM) *

22717 6β-Naloxol (CRM) *

ISO60191 (hydrochloride) (CRM) *

18274 Naloxone-d5 (CRM) *

18790 6β-Naltrexol (CRM) *

20396 6β-Naltrexol-d3 (CRM) *

19323 -d (CRM) * Visit www.caymanchem.com/faskit for complete 3 9000705 (hydrochloride) instructions on how to apply for a free FAS Kit. * Compound also available as a neat or crystalline solid

2020 CAYMAN CHEMICAL · 1180 EAST ELLSWORTH ROAD · ANN ARBOR, MI 48108 · USA · (800) 364-9897 WWW.CAYMANCHEM.COM