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, Demetris P.; Nikas, Spyros P.; Kourouli, Therapia; Chari, Ravi; Xu, Wei; Pertwee, Roger G.; Makriyannis, Alexandros (2003). "Pharmacophoric Requirements for the Cannabinoid Side Chain. Probing the Cannabinoid Receptor Subsite at C1'". Journal of Medicinal Chemistry. 46 (15): 3221–3229. doi:10.1021/jm020558c. ISSN 0022-2623. PMID 12852753.
^ Keimowitz, Alison R.; Martin, Billy R.; Razdan, Raj K.; Crocker, Peter J.; Mascarella, S. Wayne; Thomas, Brian F. (2000). "QSAR Analysis of Δ8-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. ISSN 0022-2623. PMID 10633038.

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[PapahatjisNikas2003-1] Papahatjis, Demetris P.; Nikas, Spyros P.; Kourouli, Therapia; Chari, Ravi; Xu, Wei; Pertwee, Roger G.; Makriyannis, Alexandros (2003). "Pharmacophoric Requirements for the Cannabinoid Side Chain. Probing the Cannabinoid Receptor Subsite at C1'". Journal of Medicinal Chemistry. 46 (15): 3221–3229. doi:10.1021/jm020558c. ISSN 0022-2623. PMID 12852753.

[KeimowitzMartin2000-2] Keimowitz, Alison R.; Martin, Billy R.; Razdan, Raj K.; Crocker, Peter J.; Mascarella, S. Wayne; Thomas, Brian F. (2000). "QSAR Analysis of Δ8-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. ISSN 0022-2623. PMID 10633038.

[1]

[2]

See also

References