L-759,633

L-759,633
Identifiers
	IUPAC name (6aR,10aR)-1-methoxy-6,6,9-trimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene;
CAS Number	174627-50-0 ;
PubChem CID	5311215;
IUPHAR/BPS	748;
ChemSpider	4470734 ;
ChEBI	CHEBI:191050;
ChEMBL	ChEMBL57367 ;
Chemical and physical data
Formula	C26H40O2
Molar mass	384.604 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCCC(C)(C)c1cc2c(c(c1)OC)[C@@H]3CC(=CC[C@H]3C(O2)(C)C)C;
	InChI InChI=1S/C26H40O2/c1-8-9-10-11-14-25(3,4)19-16-22(27-7)24-20-15-18(2)12-13-21(20)26(5,6)28-23(24)17-19/h12,16-17,20-21H,8-11,13-15H2,1-7H3/t20-,21-/m1/s1 ; Key:SUFMHSFGODDLKI-NHCUHLMSSA-N ;
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L-759,633 is an analgesic drug that is a cannabinoid agonist. It is a fairly selective agonist for the CB₂ receptor, with selectivity of 163x for CB₂ over CB₁.^[1]

It produces some similar effects to other cannabinoid agonists such as analgesia, but with little or no sedative or psychoactive effects due to its weak CB₁ activity, and a relatively strong antiinflammatory effect due to its strong activity at CB₂.^[2]^[3]

References

^ Ross RA, Brockie HC, Stevenson LA, Murphy VL, Templeton F, Makriyannis A, Pertwee RG (February 1999). "Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656, and AM630". British Journal of Pharmacology. 126 (3): 665–72. doi:10.1038/sj.bjp.0702351. PMC 1565857. PMID 10188977.
^ Huffman JW (September 2000). "The search for selective ligands for the CB2 receptor". Current Pharmaceutical Design. 6 (13): 1323–37. doi:10.2174/1381612003399347. PMID 10903395.
^ Huffman JW (July 2005). "CB2 receptor ligands". Mini Reviews in Medicinal Chemistry. 5 (7): 641–9. doi:10.2174/1389557054368844. PMID 16026310.

[1] Ross RA, Brockie HC, Stevenson LA, Murphy VL, Templeton F, Makriyannis A, Pertwee RG (February 1999). "Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656, and AM630". British Journal of Pharmacology. 126 (3): 665–72. doi:10.1038/sj.bjp.0702351. PMC 1565857. PMID 10188977.

[2] Huffman JW (September 2000). "The search for selective ligands for the CB2 receptor". Current Pharmaceutical Design. 6 (13): 1323–37. doi:10.2174/1381612003399347. PMID 10903395.

[3] Huffman JW (July 2005). "CB2 receptor ligands". Mini Reviews in Medicinal Chemistry. 5 (7): 641–9. doi:10.2174/1389557054368844. PMID 16026310.

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See also

References