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Chemical compound
AM-087
(6aR ,10aR )-3-(2-Methyl-6-bromohex-2-yl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c ]chromen-1-ol
CAS Number PubChem CID ChemSpider UNII ChEMBL CompTox Dashboard (EPA ) Formula C 23 H 33 Br O 2 Molar mass 421.419 g·mol−1 3D model (JSmol )
CC3(C)C1CC=C(C)CC1c2c(O)cc(C(C)(C)CCCCBr)cc2O3
InChI=1S/C23H33BrO2/c1-15-8-9-18-17(12-15)21-19(25)13-16(14-20(21)26-23(18,4)5)22(2,3)10-6-7-11-24/h8,13-14,17-18,25H,6-7,9-12H2,1-5H3/t17-,18-/m1/s1
Y Key:RJPGJHLVEUSRRA-QZTJIDSGSA-N
Y
(verify)
AM-087 (part of the AM cannabinoid series ) is an analgesic drug which acts as a cannabinoid agonist .[ 1] It is a derivative of Δ8-THC , substituted on the 3-position side chain. AM-087 is a potent CB1 agonist with a Ki of 0.43 nM, making it around 100 times more potent than THC itself. This is most likely due to the bulky bromine substituent on the side chain.[ 2]
^ Martin BR, Compton DR, Semus SF, Lin S, Marciniak G, Grzybowska J, et al. (October 1993). "Pharmacological evaluation of iodo and nitro analogs of Δ8-THC and Δ9-THC". Pharmacology, Biochemistry, and Behavior . 46 (2): 295–301. doi :10.1016/0091-3057(93)90356-X . PMID 8265683 . S2CID 140209578 .
^ Charalambous A, Lin S, Marciniak G, Banijamali A, Friend FL, Compton DR, et al. (November 1991). "Pharmacological evaluation of halogenated delta 8-THC analogs". Pharmacology, Biochemistry, and Behavior . 40 (3): 509–12. doi :10.1016/0091-3057(91)90355-6 . PMID 1666915 . S2CID 140209927 .
Phytocannabinoids (comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
Endocannabinoids Synthetic cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Others
Allosteric CBR Tooltip Cannabinoid receptor ligands Endocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)