JWH-359

From Self-sufficiency
Jump to: navigation, search
JWH-359
240px
Systematic (IUPAC) name
(6aR,10aR)- 1-methoxy- 6,6,9-trimethyl- 3-[(2R)-1,1,2-trimethylbutyl]- 6a,7,10,10a-tetrahydrobenzo[c]chromene
Chemical data
Formula C24H36O2
Molar mass 356.540 g/mol[[Script error: No such module "String".]]
Script error: No such module "collapsible list".
Script error: No such module "TemplatePar".Expression error: Unexpected < operator.

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

  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. http://www.ncbi.nlm.nih.gov/pubmed/18289088