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Names

SGT-109
MDMB-CHMICA

IUPAC names

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

ID 4505 · Formula C₂₃H₃₂N₂O₃ · Molecular weight 384.512

Tags Cannabinoid

InChI InChI=1S/C23H32N2O3/c1-23(2,3)20(22(27)28-4)24-21(26)18-15-25(14-16-10-6-5-7-11-16)19-13-9-8-12-17(18)19/h8-9,12-13,15-16,20H,5-7,10-11,14H2,1-4H3,(H,24,26)/t20-/m1/s1

InChI Key SRJKCVHWIDFUBO-HXUWFJFHSA-N This stereoisomer Any stereoisomer

SMILES COC(=O)[C@H](C(C)(C)C)NC(=O)c1cn(c2c1cccc2)CC1CCCCC1

ChemSpider 34450863
PubChem 125181404
Wikidata Q20706931
Wikipedia MDMB-CHMICA
Project Response MDMB-CHMICA (1190-15)
swgdrug.org MDMB-CHMICA

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.

EMCDDA. New drugs in Europe, 2014, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 Jul 2015. 879 kB.

Dunne, SJ; Rosengren-Holmberg, JP. Quantification of synthetic cannabinoids in herbal smoking blends using NMR Drug Test. Anal., 1 May 2017, 9 (5), 734-743. 988 kB. https://doi.org/10.1002/dta.2032

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 #MDMB CHMICA LC,MS

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 #7. MDMB-CHMICA

EMCDDA. Report on the risk assessment of methyl 2-[[1-(cyclohexylmethyl)-1H-indole-3-carbonyl]amino]-3,3-dimethylbutanoate (MDMB-CHMICA), European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 Mar 2017. 765 kB. #MDMB-CHMICA IR,UV

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. #MDMB-CHMICA 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 #71

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 #MDMB-CHMICA

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 #MDMB-CHMICA

Banister, SD; Kevin, RC; Martin, L; Adams, A; Macdonald, C; Manning, JJ; Boyd, R; Cunningham, M; Stevens, MY; McGregor, IS; Glass, M; Connor, M; Gerona, RR. The chemistry and pharmacology of putative synthetic cannabinoid receptor agonist (SCRA) new psychoactive substances (NPS) 5F-PY-PICA, 5F-PY-PINACA, and their analogs Drug Test. Anal., 5 Mar 2019, 11 (7), 976-989. 1.6 MB. https://doi.org/10.1002/dta.2583 #3 MS,NMR

Anon. Ordinance amending the Annex to the New Psychoactive Substances Act [Neue-psychoaktive-Stoffe-Gesetz] as well as Annexes to the Narcotics Act [Betäubungsmittelgesetz] 14 Mar 2019. 704 kB. #MDMB-CHMICA

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 #MDMB-CHMICA

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. 2.0 MB. https://doi.org/10.1021/acsptsci.9b00069 #15

Alam, RM; Keating, JJ. Adding more “spice” to the pot: A review of the chemistry and pharmacology of newly emerging heterocyclic synthetic cannabinoid receptor agonists Drug Test. Anal., 1 Mar 2020, 12 (3), 297–315. 2.8 MB. https://doi.org/10.1002/dta.2752 #76 Structure 71 has a single bond where a double bond belongs

Åstrand, A; Guerrieri, D; Vikingsson, S; Kronstrand, R; Green, H. In vitro characterization of new psychoactive substances at the μ-opioid, CB1, 5HT_1A, and 5-HT2_A receptors—On-target receptor potency and efficacy, and off-target effects Forensic Sci. Int., 1 Dec 2020, 317, 110553. 1.7 MB. https://doi.org/10.1016/j.forsciint.2020.110553 #MDMB-CHMICA

Wouters, E; Mogler, L; Cannaert, A; Auwärter, V; Stove, C. Functional evaluation of carboxy metabolites of synthetic cannabinoid receptor agonists featuring scaffolds based on L‐valine or L‐ tert ‐leucine Drug Test. Anal., 1 Aug 2019, 11 (8), 1183–1191. 1.4 MB. https://doi.org/10.1002/dta.2607 #9

Andrews, R; Jorge, R; Christie, R; Gallegos, A. From JWH‐018 to OXIZIDS: Structural evolution of synthetic cannabinoids in the European Union from 2008 to present day Drug Test. Anal., 1 Apr 2023, 15 (4), 378–387. 1.2 MB. https://doi.org/10.1002/dta.3422 #MDMB-CHMICA

HT-90B

LY-53,857

Zipeprol

7 Dec 2019 · · Isomer Design