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Chemical compound
AMG-36
(6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number
PubChem
CID
ChemSpider
ChEMBL
Formula C 27 H 40 O 2
Molar mass 396.615 g·mol−1 3D model (
JSmol )
CC2(C)Oc1cc(C4(CCCCCC)CCCC4)cc(O)c1C(C3)C2CC=C3C
InChI=1S/C27H40O2/c1-5-6-7-8-13-27(14-9-10-15-27)20-17-23(28)25-21-16-19(2)11-12-22(21)26(3,4)29-24(25)18-20/h11,17-18,21-22,28H,5-10,12-16H2,1-4H3/t21-,22-/m1/s1
Y Key:FONCHEGPDSYFCG-FGZHOGPDSA-N
Y
(verify)
AMG-36 (part of the
AM cannabinoid series ) is an
analgesic drug which is a
cannabinoid
agonist . It is a derivative of Δ8 -
THC substituted with a
cyclopentane group on the 3-position side chain. AMG-36 is a potent agonist at both
CB1 and
CB2 with moderate selectivity for CB1 , with a
Ki of 0.45 nM at CB1 vs 1.92 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 .
^ Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, et al. (August 2007). "C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols". Journal of Medicinal Chemistry . 50 (17): 4048–60.
doi :
10.1021/jm070121a .
PMID
17672444 .
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
Hydrocarbons Indazole carboxamides Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles
Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Tetramethylcyclo- propylindoles Others
Allosteric
CBR Tooltip Cannabinoid receptor
ligands
Endocannabinoid enhancers (inactivation inhibitors)
Anticannabinoids (antagonists/inverse agonists/antibodies)