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L-759,656

Summary

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.

L-759,656
Identifiers
  • (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 checkY
PubChem CID
  • 5311216
IUPHAR/BPS
  • 749
ChemSpider
  • 4470735 ☒N
ChEMBL
  • ChEMBL294013 ☒N
Chemical and physical data
FormulaC26H40O2
Molar mass384.604 g·mol−1
3D model (JSmol)
  • Interactive image
  • CCCCCCC(C)(C)c1cc2c(c(c1)OC)[C@@H]3CC(=C)CC[C@H]3C(O2)(C)C
  • 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
 ☒NcheckY (what is this?)  (verify)

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 edit

References edit

  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.