CAS Number 1863065-84-2 Formula C23H32N2O3 3D model (Jmol) Interactive image | ChemSpider 34450863 Molar mass 384.52 g·mol | |
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Legal status CA: Schedule II
DE: Anlage II (Prohibited)
UK: Class B
Illegal in Austria, China, Croatia, Denmark, Estonia, Finland, Greece, Hungary, Latvia, Lithuania, Louisiana, Luxembourg, Norway, Poland, Turkey, Sweden and Switzerland | ||
MDMB-CHMICA (also incorrectly known as MMB-CHMINACA) is an indole-based synthetic cannabinoid that is a potent agonist of the CB1 receptor and has been sold online as a designer drug. While MDMB-CHMICA was initially sold under the name "MMB-CHMINACA", the compound corresponding to this code name (i.e. the isopropyl instead of t-butyl analogue of MDMB-CHMINACA) has been identified on the designer drug market in 2015 as AMB-CHMINACA.
Contents
Chemistry
Several commercial samples of MDMB-CHMICA were found to exclusively contain the (S)-enantiomer based on vibrational and electronic circular dichroism spectroscopy and X-ray crystallography. An (S)-configuration for the tert-leucinate group is unsurprising since MDMB-CHMICA is likely synthesized from the abundant and inexpensive "L" form of the appropriate tert-leucinate reactant.
Pharmacology
MDMB-CHMICA acts as a highly potent full agonist of the CB1 receptor with an efficacy of 94% and an EC50 value of 0.14 nM, which is approximately 8 times lower than the EC50 of JWH-018 (1.13 nM) and twofold lower than AB-CHMINACA (0.27 nM).
Metabolism
MDMB-CHMICA's main metabolic reactions comprise mono-hydroxylations and hydrolysis of the carboxylic ester function. In total, 31 metabolites could be identified in vivo.
Side Effects
71 serious adverse events, including 42 acute intoxications and 29 deaths (Germany (5), Hungary (3), Poland (1), Sweden (9), United Kingdom (10), Norway (1)) which occurred in 9 European countries between 2014 and 2016 have been associated with MDMB-CHMICA.
Side effects such as unconsciousness or coma, hyperemesis, nausea, seizures, convulsions, tachycardia, bradycardia, mydriasis, syncope, spontaneous urinating and defecating, shortness of breath, somnolence, respiratory acidosis, metabolic acidosis, collapse, lower limbs paralysis, chest pain, aggression and severe disturbance of behaviour were reported.
Legal status
MDMB-CHMICA is illegal in Austria, Canada, China, Croatia, Denmark, Estonia, Finland, Germany, Greece, Hungary, Latvia, Lithuania, Louisiana, Luxembourg, Norway, Poland, Turkey, the UK, Sweden and Switzerland.
In August 2016 the European Commission proposed a ban on MDMB-CHMICA across the European Union.
Seizures
Over 3600 MDMB-CHMICA seizures between 2014 and 2016 in 19 member states of the European Union have been reported to the European Monitoring Centre for Drugs and Drug Addiction (EMCDDA), including a 40 kg seizure [sic] in Luxembourg in December 2014.