AMG-1

AMG-1
Identifiers
	IUPAC name (6aR,10aR)-3-(Hept-1-ynyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
CAS Number	205746-46-9 ;
PubChem CID	10830874;
ChemSpider	9006174 ;
ChEMBL	ChEMBL279147 ;
Chemical and physical data
Formula	C23H30O2
Molar mass	338.491 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC=3CC1c2c(O)cc(C#CCCCCC)cc2OC(C)(C)C1CC=3;
	InChI InChI=1S/C23H30O2/c1-5-6-7-8-9-10-17-14-20(24)22-18-13-16(2)11-12-19(18)23(3,4)25-21(22)15-17/h11,14-15,18-19,24H,5-8,12-13H2,1-4H3/t18-,19-/m1/s1 ; Key:PYCLMAJRHLLHNO-RTBURBONSA-N ;
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AMG-1 (part of the AM cannabinoid series) is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC with a rigidified and extended 3-position side chain. AMG-1 is a potent agonist at both CB₁ and CB₂ with moderate selectivity for CB₁, with a K_i of 0.6 nM at CB₁ vs 3.1 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.
^ Keimowitz AR, Martin BR, Razdan RK, Crocker PJ, Mascarella SW, Thomas BF (January 2000). "QSAR analysis of Delta(8)-THC analogues: relationship of side-chain conformation to cannabinoid receptor affinity and pharmacological potency". Journal of Medicinal Chemistry. 43 (1): 59–70. doi:10.1021/jm9902281. PMID 10633038.

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[PapahatjisNikas2003-1] 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.

[KeimowitzMartin2000-2] Keimowitz AR, Martin BR, Razdan RK, Crocker PJ, Mascarella SW, Thomas BF (January 2000). "QSAR analysis of Delta(8)-THC analogues: relationship of side-chain conformation to cannabinoid receptor affinity and pharmacological potency". Journal of Medicinal Chemistry. 43 (1): 59–70. doi:10.1021/jm9902281. PMID 10633038.

[1]

[2]

See also

References