3-amino-5-(thiophen-3-yl)thiophene-2-carboxamide

• ChemBase编号: 177644
• 分子式: C9H8N2OS2
• 平均质量: 224.30262
• 单一同位素质量: 224.00780489
• SMILES: c1cscc1c1sc(c(c1)N)C(=O)N
• Canonical SMILES: NC(=O)c1sc(cc1N)c1cscc1
• InChI: InChI=1S/C9H8N2OS2/c10-6-3-7(5-1-2-13-4-5)14-8(6)9(11)12/h1-4H,10H2,(H2,11,12)
• InChIKey: BMUACLADCKCNKZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-amino-5-(thiophen-3-yl)thiophene-2-carboxamide
• IUPAC传统名: 3-amino-5-(thiophen-3-yl)thiophene-2-carboxamide
• 别名: 5-(Thien-3-yl)-3-aminothiophene-2-carboxamide; 4-Amino-[2,3'-bithiophene]-5-carboxamide; SC-514

登记号

• CAS号: 354812-17-2
• PubChem SID: 164233554
• PubChem CID: 2807869

理论计算性质

• Acid pKa: 15.250212
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 1.9822149
• LogD (pH = 7.4): 1.9822149
• Log P: 1.9822149
• 摩尔折射率: 58.7528 cm^3
• 极化性: 22.575272 Å^3
• 极化表面积: 69.11 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: Yellow Solid
• 熔点: 209-211°C

药理学性质

• 作用靶点: IKK; IκB

产品相关信息

• 成盐信息: Free Base

详细说明

Toronto Research Chemicals - S199900

A cell-permeable (thienothienyl)amino-acetamide compound that displays anti-inflammatory properties. Acts as a potent, reversible, ATP-competitive, and highly selective inhibitor of IKK-2 (IC50 ~3-12 μM for IKK-2 homodimer, IKK-1/IKK-2 heterodimer, and IKK-2). Its specificity has been confirmed using a panel of 31 other kinases, including IKK isoforms IKK-1, IKK-i, and TBK-1 (IC50 > 200 μM). Shown to specifically block NF-kB-dependent gene expression, but not MAP kinase pathways, in stimulated synovial fibroblasts RASF.

参考文献

• Kishore, N., et al.: J. Biol. Chem., 278, 32861 (2003)