1H-indole-5-carboxamide

• ChemBase编号: 140859
• 分子式: C9H8N2O
• 平均质量: 160.17262
• 单一同位素质量: 160.06366289
• SMILES: c1cc2c(cc[nH]2)cc1C(=O)N
• Canonical SMILES: NC(=O)c1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C9H8N2O/c10-9(12)7-1-2-8-6(5-7)3-4-11-8/h1-5,11H,(H2,10,12)
• InChIKey: GQMYQEAXTITUAE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1H-indole-5-carboxamide
• IUPAC传统名: indole-5-carboxamide
• 别名: 5-(氨基羰基)-1H-吲哚; 5-氨基甲酰吲哚; 5-羧酰氨基吲哚; 1H-吲哚-5-甲酰胺; 5-(Aminocarbonyl)-1H-indole; 5-Carbamoylindole; 5-Carboxamidoindole; 1H-Indole-5-carboxamide; indole-5-carboxamide; SD-169; SD 169; 1H-Indole-5-carboxamide

登记号

• CAS号: 1670-87-7
• MDL号: MFCD07779486
• PubChem SID: 24885716; 162235097; 24724600
• PubChem CID: 14973220

理论计算性质

• Acid pKa: 14.530005
• 质子受体: 1
• 质子供体: 2
• LogD (pH = 5.5): 0.922648
• LogD (pH = 7.4): 0.92264813
• Log P: 0.92264813
• 摩尔折射率: 46.2229 cm^3
• 极化性: 18.373056 Å^3
• 极化表面积: 58.88 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ~18 mg/mL; H2O: <2 mg/mL
• 外观: white solid
• 熔点: 159-163 °C

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC); 97%
• Empirical Formula (Hill Notation): C9H8N2O

详细说明

Sigma Aldrich - S0572

Biochem/physiol Actions
SD-169 is an orally active, ATP-competitve, p38α-selective Mitogen-Activated Protein Kinase (MAPK) inhibitor. SD-169 demonstrates 38-fold potency against p38α MAP kinase (IC50 = 3.2 nM) than p38β MAP kinase (IC50 = 122 nM).

Sigma Aldrich - 682497

包装
1 g in glass bottle
Application

• Used for preparation of potential fructose bisphosphatase inhibitors1
• Reactant for preparation of (indolylamino)thienopyridine-carbonitriles using substitution and Suzuki cross-coupling as potential protein kinase Cθ inhibitors2
• Reactant for preparation of 5-substituted 3-(1′,2′,5′,6′-tetrahydropyridin-3′-yl) indoles as serotonin receptor binding agents3

Toronto Research Chemicals - I615500

1H-Indole-5-carboxamide (SD-169) is a p38α MAPK-selective inhibitor. 1H-Indole-5-carboxamide (SD-169) prevents the development and progression of diabetes in nonobese diabetic (NOD) mice by inhibiting T cell infiltration and activation.

参考文献

• Medicherla, S. et al.: J. Pharmacol. Exp. Therap., 318, 99 (2006)