L-759,656

L-759,656
Identifiers
	IUPAC name (6aR,10aR)-1-methoxy-6,6-dimethyl-9-methylidene-3-(2-methyloctan-2-yl)-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene;
CAS Number	174627-56-6 ;
PubChem CID	5311216;
IUPHAR/BPS	749;
ChemSpider	4470735 ;
ChEMBL	ChEMBL294013 ;
CompTox Dashboard (EPA)	DTXSID601336684 ;
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(=C)CC[C@H]3C(O2)(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/h16-17,20-21H,2,8-15H2,1,3-7H3/t20-,21-/m1/s1 ; Key:BJIIKHXAZBTGLF-NHCUHLMSSA-N ;
	(what is this?) (verify)

L-759,656 is an analgesic drug that is a cannabinoid agonist. It is a highly selective agonist for the CB₂ receptor, with selectivity of 414x for CB₂ over CB₁,^[1] although it is still not as selective as newer agents such as HU-308.

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.

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[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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[2]

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Identifiers

IUPAC name (6aR,10aR)-1-methoxy-6,6-dimethyl-9-methylidene-3-(2-methyloctan-2-yl)-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene
CAS Number	174627-56-6^Y
PubChem CID	5311216
IUPHAR/BPS	749
ChemSpider	4470735^N
ChEMBL	ChEMBL294013^N
CompTox Dashboard (EPA)	DTXSID601336684
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(=C)CC[C@H]3C(O2)(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/h16-17,20-21H,2,8-15H2,1,3-7H3/t20-,21-/m1/s1^N Key:BJIIKHXAZBTGLF-NHCUHLMSSA-N^N
^NY (what is this?) (verify)

L-759,656

See also

References