AMG-36

AMG-36

Systematic (IUPAC) name
(6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
ATC code	?
PubChem	CID 10982174
ChemSpider	9157375 Y
ChEMBL	CHEMBL108868 Y
Chemical data
Formula	C27H40O2
Mol. mass	396.604 g/mol
SMILES	eMolecules & PubChem
InChI 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
Y(what is this?)  (verify)

AMG-36 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC 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 K_i of 0.4nM at CB₁ vs 1.9nM at CB₂.^[1][2]

References

1. ^ Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A. Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'. Journal of Medicinal Chemistry. 2003 Jul 17;46(15):3221-9. PMID 12852753
2. ^ Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, Guo J, Fan P, Makriyannis A. C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. Journal of Medicinal Chemistry. 2007 Aug 23;50(17):4048-60. PMID 17672444

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