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S-777,469

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
S-777,469
Clinical data
ATC code
  • none
Identifiers
  • 1-[[6-ethyl-1-[(4-fluorophenyl)methyl]-5-methyl-2-oxopyridine-3-carbonyl]amino]cyclohexane-1-carboxylic acid
CAS Number
PubChemCID
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC23H27FN2O4
Molar mass414.477 g·mol−1
3D model (JSmol)
  • CCC1=C(C=C(C(=O)N1CC2=CC=C(C=C2)F)C(=O)NC3(CCCCC3)C(=O)O)C
  • InChI=1S/C23H27FN2O4/c1-3-19-15(2)13-18(20(27)25-23(22(29)30)11-5-4-6-12-23)21(28)26(19)14-16-7-9-17(24)10-8-16/h7-10,13H,3-6,11-12,14H2,1-2H3,(H,25,27)(H,29,30)
  • Key:JIYXOJFSPOFZPY-UHFFFAOYSA-N

S-777,469 is a drug developed byShionogi which is acannabinoid receptor agonist, with 128x selectivity for theCB2 subtype, having a CB2 affinity of 36nM, and aCB1 affinity over 4600nM.

Inanimal studies it showedantipruritic effects, and passed Phase IIhuman trials for the treatment ofatopic dermatitis, but development was ultimately not continued further.[1][2][3][4]

See also

[edit]

References

[edit]
  1. ^Odan M, Ishizuka N, Hiramatsu Y, Inagaki M, Hashizume H, Fujii Y, et al. (April 2012). "Discovery of S-777469: an orally available CB2 agonist as an antipruritic agent".Bioorganic & Medicinal Chemistry Letters.22 (8):2803–6.doi:10.1016/j.bmcl.2012.02.072.PMID 22444677.
  2. ^Haruna T, Soga M, Morioka Y, Hikita I, Imura K, Furue Y, et al. (2015). "S-777469, a novel cannabinoid type 2 receptor agonist, suppresses itch-associated scratching behavior in rodents through inhibition of itch signal transmission".Pharmacology.95 (1–2):95–103.doi:10.1159/000371890.PMID 25721168.S2CID 41617054.
  3. ^Haruna T, Soga M, Morioka Y, Imura K, Furue Y, Yamamoto M, et al. (2017). "The Inhibitory Effect of S-777469, a Cannabinoid Type 2 Receptor Agonist, on Skin Inflammation in Mice".Pharmacology.99 (5–6):259–267.doi:10.1159/000455916.PMID 28214870.S2CID 31692497.
  4. ^Bow EW, Rimoldi JM (2016)."The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation".Perspectives in Medicinal Chemistry.8:17–39.doi:10.4137/PMC.S32171.PMC 4927043.PMID 27398024.
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