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 receptorCB1.
Pharmacology
Pharmacodynamics
AM-1235 is a
cannabinoid receptoragonist with
Ki of 1.5 nM at CB1 compared to 20.4 nM at
CB2.[1] 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.[2] This is in contrast to other related compounds such as
AM-1221 where a 6-nitro substitution instead confers significant selectivity for CB2.[3]
^Deng H (2000). Design and synthesis of selective cannabinoid receptor ligands: Aminoalkylindole and other heterocyclic analogs (PhD. Dissertation). University of Connecticut.
ProQuest304624325.
^WO granted 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", published 2001-04-26, issued 2001-06-07
^Millington JE, Pattison FL (November 1956). "Toxic fluorine compounds: XII. Esters of ω-fluoroalcohols". Canadian Journal of Chemistry. 34 (11): 1532–1541.
doi:
10.1139/v56-200.
^Pattison FL, Howell WC, Woolford RG (February 1957). "Toxic fluorine compounds: XIII. ω-Fluoroalkyl ethers". Canadian Journal of Chemistry. 35 (2): 141–148.
doi:
10.1139/v57-021.