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
PubChem CID
IUPHAR/BPS
ChemSpider
ChEMBL
Chemical and physical data
FormulaC26H40O2
Molar mass384.604 g·mol−1
3D model (JSmol)
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
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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]

See also

References

  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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