| Identification | Back Directory | [Name]
SAR-20347 | [CAS]
1450881-55-6 | [Synonyms]
CS-2527
CPDD1211
SAR-20347
SAR-20347;SAR 20347;SAR20347
2-(2-chloro-6-fluorophenyl)-5-((4-(morpholine-4-carbonyl)phenyl)amino)oxazole-4-carboxamide
4-Oxazolecarboxamide, 2-(2-chloro-6-fluorophenyl)-5-[[4-(4-morpholinylcarbonyl)phenyl]amino]-
2-(2-chloro-6-fluorophenyl)-5-({4-[(morpholin-4-yl)carbonyl]phenyl}amino)-1,3-oxazole-4-carboxylic acid amide | [Molecular Formula]
C21H18ClFN4O4 | [MDL Number]
MFCD28502117 | [MOL File]
1450881-55-6.mol | [Molecular Weight]
444.84 |
| Chemical Properties | Back Directory | [Boiling point ]
698.3±65.0 °C(Predicted) | [density ]
1.445±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO:94.5(Max Conc. mg/mL);212.43(Max Conc. mM) | [form ]
A solid | [pka]
13.97±0.50(Predicted) | [color ]
Light yellow to yellow | [InChI]
1S/C21H18ClFN4O4/c22-14-2-1-3-15(23)16(14)19-26-17(18(24)28)20(31-19)25-13-6-4-12(5-7-13)21(29)27-8-10-30-11-9-27/h1-7,25H,8-11H2,(H2,24,28) | [InChIKey]
HEDPDFHTQKEORT-UHFFFAOYSA-N | [SMILES]
Fc1c(c(ccc1)Cl)c2nc(c([o]2)Nc3ccc(cc3)C(=O)N4CCOCC4)C(=O)N |
| Hazard Information | Back Directory | [Uses]
SAR-20347 is a small molecule inhibitor with specificity for JAK1 and tyrosine kinase 2 (TYK2). | [Biochem/physiol Actions]
SAR-20347 is an orally active, ATP-competitive, TYK2- and JAK1-selective tyrosine kinase inhibitor (IC50 = 13 nM/TYK2 & 59 nM/JAK1 vs. 0.88 μM/JAK2 & 1.44 μM/JAK3 with 10 μM ATP) that effectively inhibits cellular TYK2- (IL12-induced pSTAT4 IC50 = 107 nM/CD4+ cells, 126 nM/NK-92) and JAK1- (IL6-induced pSTAT3 IC50 = 345 nM/TF-1, 407 nM/CD14+ cells) mediated signaling with little affinity toward 72 other kinases. SAR-20347 suppresses IL22-induced serum amyloid A (by 44%; 50 mg/kg p.o. 30 min prior to 10 μg IL22 i.p.) and alleviates imiquimod-induced psoriasis-like dermatitis (30 min prior and 5 h post daily 62.5 mg 5% imiquimod cream) in mice in vivo. | [in vivo]
60 mg/kg SAR-20347 inhibits the production of IFN-γ in the serum by 91% compare to vehicle-treated animals, demonstrating that SAR-20347 can inhibit TYK2 signaling in vivo. SAR-20347 treatment significantly reduces IL-17 production as measured by average signal intensity, consistent with the gene expression analysis[1]. | [IC 50]
Tyk2: 0.6 nM (IC50); JAK1: 23 nM (IC50); JAK2: 26 nM (IC50); JAK3: 41 nM (IC50) | [storage]
Store at -20°C |
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