MMB-2201

MMB-2201

Legal status
Legal status	CA: Schedule II
Identifiers
IUPAC name (S)-methyl 2-(1-(5-fluoropentyl)-1H-indole-3-carboxamido)-3-methylbutanoate
CAS Number	1616253-26-9
PubChem (CID)	119058037
ChemSpider	30922499
UNII	744M0WHE80
Chemical and physical data
Formula	C20H27FN2O3
Molar mass	362.437 g/mol
3D model (Jmol)	Interactive image
SMILES CC(C)[C@@H](C(=O)OC)NC(=O)c1cn(c2c1cccc2)CCCCCF
InChI InChI=1S/C20H27FN2O3/c1-14(2)18(20(25)26-3)22-19(24)16-13-23(12-8-4-7-11-21)17-10-6-5-9-15(16)17/h5-6,9-10,13-14,18H,4,7-8,11-12H2,1-3H3,(H,22,24)/t18-/m0/s1 Key:JFXASAFVUQVGEW-SFHVURJKSA-N

MMB-2201 (also known as 5F-MMB-PICA, 5F-AMB-PICA, and I-AMB) is a potent indole-3-carboxamide based synthetic cannabinoid,^[1] which has been sold as a designer drug and as an active ingredient in synthetic cannabis blends.^[2] It was first reported in Russia and Belarus in January 2014, but has since been sold in a number of other countries. It is the indole core analogue of 5F-AMB. Synthetic cannabinoid compounds with an indole-3-carboxamide or indazole-3-carboxamide core bearing a N-1-methoxycarbonyl group with attached isopropyl or t-butyl substituent, have proved to be much more dangerous than older synthetic cannabinoid compounds previously reported, and have been linked to a large number of deaths in Russia, Japan, Europe and the United States.^[3][4]

Legality

MMB-2201 is illegal in Russia, Belarus and Sweden.^[5]

See also

• 5F-AB-PINACA
• 5F-ADB
• MDMB-CHMICA
• MDMB-CHMINACA
• MDMB-FUBINACA

References

1. Samuel D Banister; et al. (July 2016). "The pharmacology of valinate and tert-leucinate synthetic cannabinoids 5F-AMBICA, 5F-AMB, 5F-ADB, AMB-FUBINACA, MDMB-FUBINACA, MDMB-CHMICA, and their analogues". ACS Chemical Neuroscience. doi:10.1021/acschemneuro.6b00137.
2. "MMB-2201". Cayman Chemical. Retrieved 16 July 2015.
3. V. A. Shevyrin, Yu. Yu. Morzherin, V. P. Melkozerov, A. S. Nevero (July 2014). "New Synthetic Cannabinoid – Methyl 2-{[1-(5-Fluoro-Pentyl)-3-Methyl-1H -Indol-3-Ylcarbonyl]-Amino}Butyrate – as a Designer Drug" (PDF). Chemistry of Heterocyclic Compounds. 50 (4): 583–586. doi:10.1007/s10593-014-1511-6.
4. Shevyrin V, Melkozerov V, Nevero A, Eltsov O, Shafran Y, Morzherin Y, Lebedev AT (Apr 2015). "Identification and analytical characteristics of synthetic cannabinoids with an indazole-3-carboxamide structure bearing a N-1-methoxycarbonylalkyl group". Analytical and Bioanalytical Chemistry. 407: 6301–15. doi:10.1007/s00216-015-8612-7. PMID 25893797.
5. "Cannabinoider föreslås bli klassade som hälsofarlig vara". Folkhälsomyndigheten. Retrieved 29 June 2015.