(2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)(2H4)phenyl]but-2-enamide

• ChemBase编号: 160809
• 分子式: C12H9F3N2O2
• 平均质量: 270.2072696
• 单一同位素质量: 270.0616122
• SMILES: c1c(ccc(c1)C(F)(F)F)NC(=O)/C(=C(/C)\O)/C#N
• Canonical SMILES: N#C/C(=C(/O)\C)/C(=O)Nc1ccc(cc1)C(F)(F)F
• InChI: InChI=1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
• InChIKey: UTNUDOFZCWSZMS-YFHOEESVSA-N

名称和登记号

名称

• IUPAC标准名: (2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)(^2H₄)phenyl]but-2-enamide
• IUPAC传统名: (2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)(^2H₄)phenyl]but-2-enamide
• 别名: A77 1726-d4; N-(4-Trifluoromethylphenyl)-2-cyano-3-hydroxycrotonamide-d4, 2-Cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]-2-beuteamide-d4, LEF-M-d4; Teriflunomide-d4

登记号

• CAS号: 1185240-22-5
• PubChem SID: 162254944
• PubChem CID: 71313485

理论计算性质

• Acid pKa: 5.483075
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.8294411
• LogD (pH = 7.4): 0.2272011
• Log P: 2.138883
• 摩尔折射率: 64.3928 cm^3
• 极化性: 22.244638 Å^3
• 极化表面积: 73.12 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Aqueous Alkali; DMSO
• 外观: Off-White Solid
• 熔点: 230-232°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A771727

The active metabolite of Leflunomide, a potent disease-modifying antirheumatic drug used in the treatment of rheumatoid arthritis. LEF-M interferes with dendritic cell function.

参考文献

• Kirsch, B.M., et al.: Arthritis Research and Therapy, 7, 3, R694, (2005)