AM-1235 (1-(5-fluoropentyl)-3-(naphthalen-1-oyl)-6-nitroindole) is a drug that acts as a potent and reasonably selective agonist for the cannabinoid receptor CB1.
Pharmacology
Pharmacodynamics AM-1235 is a cannabinoid receptor agonist with Ki of 1.5 nM at CB1 compared to 20.4 nM at CB2. While the 6-nitro substitution on the indole ring reduces affinity for both CB1 and CB2 relative to the unsubstituted parent compound AM-2201, CB2 affinity is reduced much more, resulting in a CB1 selectivity of around 13 times. This is in contrast to other related compounds such as AM-1221 where a 6-nitro substitution instead confers significant selectivity for CB2.
Pharmacokinetics
AM-1235 metabolism differs only slightly from that of JWH-018. AM-1235 N-dealkylation produces 1-fluoropentane instead of pentane or other simple alkanes in general. It had been speculated that the fluoropentane might function as an alkylating agent or be further metabolized into toxic fluoroacetic acid. This is not true, however, as fluoroalkanes do not act as alkylating agents under normal conditions and odd-length fluoroalkane chains metabolize into substantially less toxic fluoropropanoic acid.
Legal status In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as AM-1235 are Schedule I Controlled Substances.
See also AM-694 AM-906 AM-2232 AM-2233 AM-2389 JWH-018 List of AM cannabinoids List of JWH cannabinoids O-1812 THJ-2201
References