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| Formula | C24H21FN2O3 |
| Molar mass | 404.441 g·mol−1 |
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AM-1235 (1-(5-fluoropentyl)-3-(naphthalen-1-oyl)-6-nitroindole) is a drug that acts as a potent and reasonably selectiveagonist for thecannabinoid receptorCB1.
AM-1235 is acannabinoid receptoragonist withKi of 1.5 nM at CB1 compared to 20.4 nM atCB2.[1] While the 6-nitro substitution on theindole ring reduces affinity for both CB1 and CB2 relative to the unsubstituted parent compoundAM-2201, CB2 affinity is reduced much more, resulting in a CB1 selectivity of around 13 times.[2] This is in contrast to other related compounds such asAM-1221 where a 6-nitro substitution instead confers significant selectivity for CB2.[3]
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AM-1235metabolism differs only slightly from that ofJWH-018. AM-1235N-dealkylation produces fluoropentane instead ofpentane (or plainalkanes in general). It has been speculated that the fluoropentane might function as analkylating agent or is further metabolized into toxicfluoroacetic acid. This is not true sincefluoroalkanes do not act asalkylating agents under normal conditions and unevenfluoroalkane chains metabolize into substantially less toxicfluoropropanoic acid.[4][5]
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as AM-1235 areSchedule I Controlled Substances.[6]
