AMG-36

AMG-36
Identifiers
	IUPAC name (6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
CAS Number	579444-43-2;
PubChem CID	10982174;
ChemSpider	9157375 ;
ChEMBL	ChEMBL108868 ;
CompTox Dashboard (EPA)	DTXSID001027467 ;
Chemical and physical data
Formula	C27H40O2
Molar mass	396.615 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC2(C)Oc1cc(C4(CCCCCC)CCCC4)cc(O)c1C(C3)C2CC=C3C;
	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 ; Key:FONCHEGPDSYFCG-FGZHOGPDSA-N ;
	(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 K_i of 0.45 nM at CB₁ vs 1.92 nM at CB₂.^[1]^[2]

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.

[1] 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.

[2] 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.

[1]

[2]

See also

References