AMG-41

AMG-41
Identifiers
	IUPAC name (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
CAS Number	499237-35-3;
PubChem CID	10361702;
ChemSpider	8537151 ;
UNII	3062P60MH9;
ChEMBL	ChEMBL19847 ;
CompTox Dashboard (EPA)	DTXSID701027468 ;
Chemical and physical data
Formula	C25H36O2
Molar mass	368.561 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C;
	InChI InChI=1S/C25H36O2/c1-5-6-7-8-11-25(12-13-25)18-15-21(26)23-19-14-17(2)9-10-20(19)24(3,4)27-22(23)16-18/h9,15-16,19-20,26H,5-8,10-14H2,1-4H3/t19-,20-/m1/s1 ; Key:UVQIBKXDOZWHFU-WOJBJXKFSA-N ;
	(verify)

AMG-41 (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 cyclopropyl group on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both CB₁ and CB₂, with a K_i of 0.44 nM at CB₁ vs 0.86 nM at CB₂.^[1]^[2]^[3]

References

^ Papahatjis DP, Nikas SP, Andreou T, Makriyannis A (December 2002). "Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols". Bioorganic & Medicinal Chemistry Letters. 12 (24): 3583–6. doi:10.1016/s0960-894x(02)00785-0. PMID 12443781.
^ 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.

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Identifiers

IUPAC name (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number	499237-35-3
PubChem CID	10361702
ChemSpider	8537151^Y
UNII	3062P60MH9
ChEMBL	ChEMBL19847^Y
CompTox Dashboard (EPA)	DTXSID701027468
Chemical and physical data
Formula	C₂₅H₃₆O₂
Molar mass	368.561 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
InChI InChI=1S/C25H36O2/c1-5-6-7-8-11-25(12-13-25)18-15-21(26)23-19-14-17(2)9-10-20(19)24(3,4)27-22(23)16-18/h9,15-16,19-20,26H,5-8,10-14H2,1-4H3/t19-,20-/m1/s1^Y Key:UVQIBKXDOZWHFU-WOJBJXKFSA-N^Y
(verify)