AMG-36

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AMG-36
AMG-36.png
Systematic (IUPAC) name
(6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
Identifiers
PubChem CID: 10982174
ChemSpider 9157375 YesY
ChEMBL CHEMBL108868 YesY
Chemical data
Formula C27H40O2
Molecular mass 396.604 g/mol
  • 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 YesY
  • Key:FONCHEGPDSYFCG-FGZHOGPDSA-N YesY
  (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 Ki of 0.4nM at CB1 vs 1.9nM at CB2.[1][2]

References

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  1. Papahatjis DP, et al. 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, et al. C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. Journal of Medicinal Chemistry. 2007 Aug 23;50(17):4048-60. PMID 17672444