N-{1-[2-(morpholin-4-yl)ethyl]-1H-1,3-benzodiazol-2-yl}-3-nitrobenzamide

• ChemBase编号: 153916
• 分子式: C20H21N5O4
• 平均质量: 395.41184
• 单一同位素质量: 395.15935418
• SMILES: c1ccc2c(c1)nc(n2CCN1CCOCC1)NC(=O)c1cccc(c1)[N+](=O)[O-]
• Canonical SMILES: O=C(c1cccc(c1)[N+](=O)[O-])Nc1nc2c(n1CCN1CCOCC1)cccc2
• InChI: InChI=1S/C20H21N5O4/c26-19(15-4-3-5-16(14-15)25(27)28)22-20-21-17-6-1-2-7-18(17)24(20)9-8-23-10-12-29-13-11-23/h1-7,14H,8-13H2,(H,21,22,26)
• InChIKey: QTCFYQHZJIIHBS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-{1-[2-(morpholin-4-yl)ethyl]-1H-1,3-benzodiazol-2-yl}-3-nitrobenzamide
• IUPAC传统名: N-{1-[2-(morpholin-4-yl)ethyl]-1,3-benzodiazol-2-yl}-3-nitrobenzamide
• 别名: 1-(2-(4-Morpholinyl)ethyl)-2-(3-nitrobenzoylamino)benzimidazole; N-(2-Morpholinylethyl)-2-(3-nitrobenzoylamido)-benzimidazole; IRAK-1/4 Inhibitor I

登记号

• MDL号: MFCD09752602
• PubChem SID: 162248055
• PubChem CID: 11983295

理论计算性质

• Acid pKa: 10.590189
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 1.8160918
• LogD (pH = 7.4): 2.927229
• Log P: 2.999443
• 摩尔折射率: 109.2903 cm^3
• 极化性: 41.581303 Å^3
• 极化表面积: 105.21 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥5 mg/mL
• 外观: off-white to light yellow solid

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-36/37/38
• 安全公开号: 26-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H21N5O4

详细说明

Sigma Aldrich - I5409

Biochem/physiol Actions
IRAK-1/4 Inhibitor I is a novel benzimidazole that is a potent inhibitor of interleukin-1 receptor-associated kinases 1/4 (IRAK 1/4). IC50 values were 300 nM and 200 nM for IRAK-1 and -4, respectively, and >10,000 nM for a panel of 27 other kinases tested.