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Names

5F-MDMB-PINACA
5F-ADB

IUPAC names

Methyl (2S)-2-{[1-(5-fluoropentyl)-1H-indazole-3-carbonyl]amino}-3,3-dimethylbutanoate
Methyl N-[1-(5-fluoropentyl)-1H-indazole-3-carbonyl]-3-methyl-L-valinate

ID 4499 · Formula C₂₀H₂₈FN₃O₃ · Molecular weight 377.453

Tags Cannabinoid

InChI InChI=1S/C20H28FN3O3/c1-20(2,3)17(19(26)27-4)22-18(25)16-14-10-6-7-11-15(14)24(23-16)13-9-5-8-12-21/h6-7,10-11,17H,5,8-9,12-13H2,1-4H3,(H,22,25)/t17-/m1/s1

InChI Key PWEKNGSNNAKWBL-QGZVFWFLSA-N This stereoisomer Any stereoisomer

SMILES FCCCCCn1nc(c2c1cccc2)C(=O)N[C@@H](C(C)(C)C)C(=O)OC

ChemSpider 78429399
PubChem 121491649
Wikipedia 5F-ADB
Project Response 1652-16
Project Response 1749-16

Longworth, M; Banister, SD; Boyd, R; Kevin, RC; Connor, M; McGregor, IS; Kassiou, M. The pharmacology of cumyl-carboxamide synthetic cannabinoid new psychoactive substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and their analogues. ACS Chem. Neurosci., 9 Aug 2017, 8 (10), 2159-2167. 1.1 MB. https://doi.org/10.1021/acschemneuro.7b00267 #6

Mogler, L; Franz, F; Rentsch, D; Angerer, V; Weinfurtner, G; Longworth, M; Banister, SD; Kassiou, M; Moosmann, B; Auwärter, V. Detection of the recently emerged synthetic cannabinoid 5F–MDMB-PICA in ‘legal high’ products and human urine samples. Drug Test. Anal., 1 Jan 2018, 10 (1), 196-205. 1.7 MB. https://doi.org/10.1002/dta.2201

EMCDDA. New drugs in Europe, 2016, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2017. 489 kB.

EMCDDA. New drugs in Europe, 2015, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2016. 1.0 MB. #1

Kaizaki-Mitsumoto, A; Noguchi, N; Yamaguchi, S; Odanaka, Y; Matsubayashi, S; Kumamoto, H; Fukuhara, K; Funada, M; Wada, K; Numazawa, S. Three 25-NBOMe-type drugs, three other phenethylamine-type drugs (25I-NBMD, RH34, and escaline), eight cathinone derivatives, and a phencyclidine analog MMXE, newly identified in ingredients of drug products before they were sold on the drug market. Forensic Toxicol., 1 Jan 2016, 34 (1), 108–114. 854 kB. https://doi.org/10.1007/s11419-015-0293-6

Hess, C; Murach, J; Krueger, L; Scharrenbroch, L; Unger, M; Madea, B; Sydow, K. Simultaneous detection of 93 synthetic cannabinoids by liquid chromatography-tandem mass spectrometry and retrospective application to real forensic samples. Drug Test. Anal., 1 May 2017, 9 (5), 721-733. 267 kB. https://doi.org/10.1002/dta.2030 #5 fluoro ADB LC,MS

Angerer, V; Bisel, P; Moosmann, B; Westphal, F; Auwärter, V. Separation and structural characterization of the new synthetic cannabinoid JWH-018 cyclohexyl methyl derivative NE-CHMIMO using flash chromatography, GC-MS, IR and NMR spectroscopy. Forensic Sci. Int., 1 Sep 2016, 266, e93–e98. 1.1 MB. https://doi.org/10.1016/j.forsciint.2016.05.031

Abbate, V; Schwenk, M; Presley, BC; Uchiyama, N. The ongoing challenge of novel psychoactive drugs of abuse. Part I. Synthetic cannabinoids (IUPAC Technical Report). Pure Appl. Chem., 28 Aug 2018, 90 (8), 1255–1282. 1.0 MB. https://doi.org/10.1515/pac-2017-0605 #8. 5F-ADB

EMCDDA. Report on the risk assessment of methyl 2-{[1-(5-fluoropentyl)-1H-indazole-3-carbonyl]amino}-3,3-dimethylbutanoate (5F-MDMB-PINACA), European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 Jul 2018. 736 kB. #5F-MDMB-PINACA IR,UV

Banister, SD; Connor, M. The chemistry and pharmacology of synthetic cannabinoid receptor agonist new psychoactive substances: Evolution. In New Psychoactive Substances : Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 191-226. 1.2 MB. https://doi.org/10.1007/164_2018_144 #69

Kronstrand, R; Guerrieri, D; Vikingsson, S; Wohlfarth, A; Gréen, H. Fatal poisonings associated with new psychoactive substances. In New Psychoactive Substances : Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 495–541. 477 kB. https://doi.org/10.1007/164_2018_110 #5F-ADB

Ernst, L; Langer, N; Bockelmann, A; Salkhordeh, E; Beuerle, T. Identification and quantification of synthetic cannabinoids in ‘spice-like’ herbal mixtures: Update of the German situation in summer 2018. Forensic Sci. Int., 1 Jan 2019, 294 96–102. 924 kB. https://doi.org/10.1016/j.forsciint.2018.11.001 #2 MS,NMR,IR,UV

Kraemer, M; Boehmer, A; Madea, B; Maas, A. Death cases involving certain new psychoactive substances: A review of the literature. Forensic Sci. Int., 1 May 2019, 298 186–267. 6.7 MB. https://doi.org/10.1016/j.forsciint.2019.02.021 #5F-ADB

Patel, M; Manning, JJ; Finlay, DB; Javitch, JA; Banister, SD; Grimsey, NL; Glass, M. Signalling profiles of a structurally diverse panel of synthetic cannabinoid receptor agonists. Biochem. Pharmacol., 1 May 2020, 175 113871. 1.9 MB. https://doi.org/10.1016/j.bcp.2020.113871 #5F-ADB

Wouters, E; Walraed, J; Robertson, MJ; Meyrath, M; Szpakowska, M; Chevigné, A; Skiniotis, G; Stove, C. Assessment of biased agonism among distinct synthetic cannabinoid receptor agonist scaffolds. ACS Pharmacol. Transl. Sci., 10 Apr 2020, 3 (2), 285–295. 2.3 MB. https://doi.org/10.1021/acsptsci.9b00069 #14

Kikura-Hanajiri, R. New designer drugs in japan. In Neuropathology of Drug Addictions and Substance Misuse; Preedy, VR, Ed., Academic Press, 1 Jan 2016; pp 1055–1065. 682 kB. https://doi.org/10.1016/B978-0-12-800212-4.00097-2 #5F-ADB

Cannaert, A; Sparkes, E; Pike, E; Luo, JL; Fang, A; Kevin, RC; Ellison, R; Gerona, R; Banister, SD; Stove, CP. Synthesis and in vitro cannabinoid receptor 1 activity of recently detected synthetic cannabinoids 4F-MDMB-BICA, 5F-MPP-PICA, MMB-4en-PICA, CUMYL-CBMICA, ADB-BINACA, APP-BINACA, 4F-MDMB-BINACA, MDMB-4en-PINACA, A-CHMINACA, 5F-AB-P7AICA, 5F-MDMB-P7AICA, and 5F-AP7AICA. ACS Chem. Neurosci., 16 Dec 2020, 11 (24), 4434–4446. 3.7 MB. https://doi.org/10.1021/acschemneuro.0c00644 #8a MS,NMR,IR,TLC

5F-AEB · 5F-EMB-PINACA

5F-MSB-PINACA

5F-MDMB-P4AICA

5F-MDMB-P7AICA · 7′N-5F‐ADB · MDMB-5F-P7AICA

2-Fluoro-ADB · 2F-ADB

3F-ADB

4F-ADB

7 Dec 2019 · · Isomer Design