S-444,823

Chemical compound
  • none
Identifiers
  • 3-(2-(1-(cyclohexylmethyl)-2-oxo-1,2,5,6,7,8,9,10-octahydrocycloocta[b]pyridine-3-carboxamido)thiazol-4-yl)propanoic acid
CAS Number
  • 885490-15-3 checkY
PubChem CID
  • 57387465
ChemSpider
  • 28501432
UNII
  • NVJ8QDQ4QW
Chemical and physical dataFormulaC25H33N3O4SMolar mass471.62 g·mol−13D model (JSmol)
  • Interactive image
  • O=C(C(C(NC1=NC(CCC(O)=O)=CS1)=O)=C2)N(CC3CCCCC3)C4=C2CCCCCC4
InChI
  • InChI=1S/C25H33N3O4S/c29-22(30)13-12-19-16-33-25(26-19)27-23(31)20-14-18-10-6-1-2-7-11-21(18)28(24(20)32)15-17-8-4-3-5-9-17/h14,16-17H,1-13,15H2,(H,29,30)(H,26,27,31)
  • Key:SYBONVBDFTYUQP-UHFFFAOYSA-N

S-444,823 is a drug developed by Shionogi which is a cannabinoid agonist.[1] It was developed as an antipruritic, and has moderate selectivity for the CB2 subtype, having a CB2 affinity of 18nM, and 32x selectivity over the CB1 receptor. In animal studies it showed analgesic effects and strongly reduced itching responses, but without producing side effects such as sedation and catalepsy that are seen with centrally acting CB1 agonists.[2]

See also

  • JTE 7-31
  • RQ-00202730
  • S-777,469

References

  1. ^ Arimura A. Novel Use of Cannabinoid Receptor Agonist. Patent WO 2005/016351
  2. ^ Odan M, Ishizuka N, Hiramatsu Y, Inagaki M, Hashizume H, Fujii Y, et al. (April 2012). "Discovery of S-444823, a potent CB1/CB2 dual agonist as an antipruritic agent". Bioorganic & Medicinal Chemistry Letters. 22 (8): 2898–901. doi:10.1016/j.bmcl.2012.02.050. PMID 22421019.
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