AM-087

AM-087
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;
CAS Number	152674-96-9 ;
PubChem CID	10717065;
ChemSpider	8892405 ;
UNII	B4C266FTR4;
ChEMBL	ChEMBL199561 ;
CompTox Dashboard (EPA)	DTXSID301027466 ;
Chemical and physical data
Formula	C23H33BrO2
Molar mass	421.419 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC3(C)C1CC=C(C)CC1c2c(O)cc(C(C)(C)CCCCBr)cc2O3;
	InChI InChI=1S/C23H33BrO2/c1-15-8-9-18-17(12-15)21-19(25)13-16(14-20(21)26-23(18,4)5)22(2,3)10-6-7-11-24/h8,13-14,17-18,25H,6-7,9-12H2,1-5H3/t17-,18-/m1/s1 ; Key:RJPGJHLVEUSRRA-QZTJIDSGSA-N ;
	(verify)

AM-087 (part of the AM cannabinoid series) is an analgesic drug which acts as a cannabinoid agonist.^[1] It is a derivative of Δ8-THC, substituted on the 3-position side chain. AM-087 is a potent CB₁ agonist with a Ki of 0.43 nM, making it around 100 times more potent than THC itself. This is most likely due to the bulky bromine substituent on the side chain.^[2]

References

^ Martin BR, Compton DR, Semus SF, Lin S, Marciniak G, Grzybowska J, et al. (October 1993). "Pharmacological evaluation of iodo and nitro analogs of Δ8-THC and Δ9-THC". Pharmacology, Biochemistry, and Behavior. 46 (2): 295–301. doi:10.1016/0091-3057(93)90356-X. PMID 8265683. S2CID 140209578.
^ Charalambous A, Lin S, Marciniak G, Banijamali A, Friend FL, Compton DR, et al. (November 1991). "Pharmacological evaluation of halogenated delta 8-THC analogs". Pharmacology, Biochemistry, and Behavior. 40 (3): 509–12. doi:10.1016/0091-3057(91)90355-6. PMID 1666915. S2CID 140209927.

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[MartinCompton1993-1] Martin BR, Compton DR, Semus SF, Lin S, Marciniak G, Grzybowska J, et al. (October 1993). "Pharmacological evaluation of iodo and nitro analogs of Δ8-THC and Δ9-THC". Pharmacology, Biochemistry, and Behavior. 46 (2): 295–301. doi:10.1016/0091-3057(93)90356-X. PMID 8265683. S2CID 140209578.

[2] Charalambous A, Lin S, Marciniak G, Banijamali A, Friend FL, Compton DR, et al. (November 1991). "Pharmacological evaluation of halogenated delta 8-THC analogs". Pharmacology, Biochemistry, and Behavior. 40 (3): 509–12. doi:10.1016/0091-3057(91)90355-6. PMID 1666915. S2CID 140209927.

[1]

[2]

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
CAS Number	152674-96-9^Y
PubChem CID	10717065
ChemSpider	8892405^Y
UNII	B4C266FTR4
ChEMBL	ChEMBL199561^Y
CompTox Dashboard (EPA)	DTXSID301027466
Chemical and physical data
Formula	C₂₃H₃₃BrO₂
Molar mass	421.419 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC3(C)C1CC=C(C)CC1c2c(O)cc(C(C)(C)CCCCBr)cc2O3
InChI InChI=1S/C23H33BrO2/c1-15-8-9-18-17(12-15)21-19(25)13-16(14-20(21)26-23(18,4)5)22(2,3)10-6-7-11-24/h8,13-14,17-18,25H,6-7,9-12H2,1-5H3/t17-,18-/m1/s1^Y Key:RJPGJHLVEUSRRA-QZTJIDSGSA-N^Y
(verify)

AM-087

See also

References