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Y-320

Y-320
Names
Preferred IUPAC name
1-(4-Chlorophenyl)-N-{3-cyano-4-[4-(morpholin-4-yl)piperidin-1-yl]phenyl}-5-methyl-1H-pyrazole-4-carboxamide
Other names
AGN-PC-03MFTL; SureCN6052244; Y-320-5mg; Y-320-10mg; Y-320-25mg; Y-320-50mg; s7516; IL-17 Inhibitor
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C27H29ClN6O2/c1-19-25(18-30-34(19)24-5-2-21(28)3-6-24)27(35)31-22-4-7-26(20(16-22)17-29)33-10-8-23(9-11-33)32-12-14-36-15-13-32/h2-7,16,18,23H,8-15H2,1H3,(H,31,35)
    Key: BWZNJVZTAWBIFG-UHFFFAOYSA-N
  • InChI=1S/C27H29ClN6O2/c1-19-25(18-30-34(19)24-5-2-21(28)3-6-24)27(35)31-22-4-7-26(20(16-22)17-29)33-10-8-23(9-11-33)32-12-14-36-15-13-32/h2-7,16,18,23H,8-15H2,1H3,(H,31,35)
    Key: BWZNJVZTAWBIFG-UHFFFAOYSA-N
  • O=C(C1=C(C)N(C2=CC=C(Cl)C=C2)N=C1)NC(C=C3)=CC(C#N)=C3N(CC4)CCC4N5CCOCC5
Properties
C27H29ClN6O2
Molar mass 505.01116 g/mol
Density 1.347 g/cm3
Boiling point 631.225 °C (1,168.205 °F; 904.375 K) at 760 mmHg
Hazards
Flash point 335.553 °C (635.995 °F; 608.703 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Y-320 is an orally active immunomodulator, and inhibits IL-17 production by CD4 T cells stimulated with IL-15 with IC50 of 20 to 60 nM.[1]

Biological activity

In vitro

Y-320 also inhibits the production of IFN-γ and TNF-α by mouse CD4 T cells stimulated with IL-15, CXCL12, and anti-CD3 mAb.

In vivo

Y-320 (0.3-3 mg/kg p.o.) ameliorates collagen-induced arthritis (CIA) in mice with a reduction of IL-17 mRNA in arthritic joints, and also shows therapeutic effects on CIA in cynomolgus monkeys. Moreover, Y-320 shows a synergistic effect in combination with anti-TNF-α mAb on chronic-progressing CIA in mice.[2]

References

  1. ^ "Selleck Chemicals Y-320, IL-17 Inhibitor". 26 Sep 2014.
  2. ^ Ushio H, et al. (2013). "A new phenylpyrazoleanilide, y-320, inhibits interleukin 17 production and ameliorates collagen-induced arthritis in mice and cynomolgus monkeys". Pharmaceuticals. 7 (1): 1–17. doi:10.3390/ph7010001. PMC 3915191. PMID 24366113.

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