JWH-359

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JWH-359
JWH-359 structure.png
Systematic (IUPAC) name
(6aR,10aR)- 1-methoxy- 6,6,9-trimethyl- 3-[(2R)-1,1,2-trimethylbutyl]- 6a,7,10,10a-tetrahydrobenzo[c]chromene
Clinical data
Legal status
?
Identifiers
ATC code ?
Chemical data
Formula C24H36O2 
Mol. mass 356.540 g/mol
 YesY (what is this?)  (verify)

JWH-359 is a dibenzopyran "classical" cannabinoid drug, which is a potent and selective CB2 receptor agonist, with a Ki of 13.0nM and selectivity of around 220x for CB2 over CB1 receptors. It is related to other dibenzopyran CB2 agonists such as JWH-133 and L-759,656 but with a chiral side chain which has made it useful in mapping the shape of the CB2 binding site.[1][2] It was discovered by, and named after, Dr. John W. Huffman.

References[edit]

  1. ^ Huffman, J.; Bushell, S.; Joshi, S.; Wiley, J.; Martin, B. (2006). "Enantioselective synthesis of 1-methoxy- and 1-deoxy-2'-methyl-delta8-tetrahydrocannabinols: new selective ligands for the CB2 receptor". Bioorganic & Medicinal Chemistry 14 (1): 247–262. doi:10.1016/j.bmc.2005.08.013. PMID 16165365.  edit
  2. ^ "Recent advances in the development of selective ligands for the cannabinoid CB(2) receptor". Curr Top Med Chem 8 (3): 187–204. 2008. doi:10.2174/156802608783498014. PMID 18289088.