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Chemical compound
AMG-1
(6aR ,10aR )-3-(Hept-1-ynyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c ]chromen-1-ol
CAS Number PubChem CID ChemSpider UNII ChEMBL Formula C 23 H 30 O 2 Molar mass 338.491 g·mol−1 3D model (JSmol )
CC=3CC1c2c(O)cc(C#CCCCCC)cc2OC(C)(C)C1CC=3
InChI=1S/C23H30O2/c1-5-6-7-8-9-10-17-14-20(24)22-18-13-16(2)11-12-19(18)23(3,4)25-21(22)15-17/h11,14-15,18-19,24H,5-8,12-13H2,1-4H3/t18-,19-/m1/s1
Y Key:PYCLMAJRHLLHNO-RTBURBONSA-N
Y
N Y (what is this?) (verify)
AMG-1 (part of the AM cannabinoid series ) is an analgesic drug which is a cannabinoid agonist . It is a derivative of Δ8 -THC with a rigidified and extended 3-position side chain. AMG-1 is a potent agonist at both CB1 and CB2 with moderate selectivity for CB1 , with a Ki of 0.6 nM at CB1 vs 3.1 nM at CB2 .[ 1] [ 2]
See also
References
^ Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A (July 2003). "Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1' ". Journal of Medicinal Chemistry . 46 (15): 3221–9. doi :10.1021/jm020558c . PMID 12852753 .
^ Keimowitz AR, Martin BR, Razdan RK, Crocker PJ, Mascarella SW, Thomas BF (January 2000). "QSAR analysis of Delta(8)-THC analogues: relationship of side-chain conformation to cannabinoid receptor affinity and pharmacological potency". Journal of Medicinal Chemistry . 43 (1): 59–70. doi :10.1021/jm9902281 . PMID 10633038 .
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)