AM-087

AM-087
	File:AM-087.png
Identifiers
	IUPAC name (6aR,10aR)-3-(2-methyl-6-bromohex-2-yl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol;
PubChem CID	10717065;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C23H33BrO2
Molar mass	421.410 g/mol
3D model (JSmol)	Interactive image;
	SMILES CC3(C)C1CC=C(C)CC1c2c(O)cc(C(C)(C)CCCCBr)cc2O3;

AM-087 is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8THC substituted on the 3-position side chain. AM-087 is a potent CB₁ agonist with a Ki of 0.43nM, making it around 100x more potent than THC itself. This is most likely due to the bulky bromine substituent on the side chain.^[1]^[2]^[3]

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References

↑ Charalambous A, Lin S, Marciniak G, Banijamali A, Friend FL, Compton DR, Martin BR, Makriyannis A. Pharmacological evaluation of halogenated delta 8-THC analogs. Pharmacology, Biochemistry and Behaviour. 1991 Nov;40(3):509-12. PMID 1666915
↑ Nikas SP, Grzybowska J, Papahatjis DP, Charalambous A, Banijamali AR, Chari R, Fan P, Kourouli T, Lin S, Nitowski AJ, Marciniak G, Guo Y, Li X, Wang CL, Makriyannis A. The role of halogen substitution in classical cannabinoids: a CB1 pharmacophore model. AAPS Journal. 2004 Oct 19;6(4):e30. PMID 15760095
↑ Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. ISBN 3-540-22565-X

Template:WikiDoc Sources

[1] Charalambous A, Lin S, Marciniak G, Banijamali A, Friend FL, Compton DR, Martin BR, Makriyannis A. Pharmacological evaluation of halogenated delta 8-THC analogs. Pharmacology, Biochemistry and Behaviour. 1991 Nov;40(3):509-12. PMID 1666915

[2] Nikas SP, Grzybowska J, Papahatjis DP, Charalambous A, Banijamali AR, Chari R, Fan P, Kourouli T, Lin S, Nitowski AJ, Marciniak G, Guo Y, Li X, Wang CL, Makriyannis A. The role of halogen substitution in classical cannabinoids: a CB1 pharmacophore model. AAPS Journal. 2004 Oct 19;6(4):e30. PMID 15760095

[3] Roger Pertwee. Cannabinoids. Handbook of Experimental Pharmacology Volume 168, p 269. Springer. ISBN 3-540-22565-X

[1]

[2]

[3]

Identifiers
File:AM-087.png
IUPAC name (6aR,10aR)-3-(2-methyl-6-bromohex-2-yl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
PubChem CID	10717065
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₂₃H₃₃BrO₂
Molar mass	421.410 g/mol
3D model (JSmol)	Interactive image
SMILES CC3(C)C1CC=C(C)CC1c2c(O)cc(C(C)(C)CCCCBr)cc2O3

AM-087

References

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