6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid

• ChemBase编号: 92165
• 分子式: C17H15NO4
• 平均质量: 297.3053
• 单一同位素质量: 297.10010797
• SMILES: [nH]1c2c(cc(c(c2)OCc2ccccc2)OC)cc1C(=O)O
• Canonical SMILES: COc1cc2cc([nH]c2cc1OCc1ccccc1)C(=O)O
• InChI: InChI=1S/C17H15NO4/c1-21-15-8-12-7-14(17(19)20)18-13(12)9-16(15)22-10-11-5-3-2-4-6-11/h2-9,18H,10H2,1H3,(H,19,20)
• InChIKey: JMOOGCFXFNKYCS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid
• IUPAC传统名: 6-(benzyloxy)-5-methoxy-1H-indole-2-carboxylic acid
• 别名: 6-苄氧基-5-甲氧基-2-羧基吲哚; NSC 92530; 6-Benzyloxy-5-methoxy-2-carboxyindole; 5-Methoxy-6-(phenylmethoxy)-1H-indole-2-carboxylic Acid; 6-Benzyloxy-5-methoxyindole-2-carboxylic acid

登记号

• CAS号: 2495-92-3
• MDL号: MFCD00055977
• PubChem SID: 162078863; 24891571
• PubChem CID: 260801

理论计算性质

• Acid pKa: 3.6033747
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.1666203
• LogD (pH = 7.4): -0.2831353
• Log P: 3.0587225
• 摩尔折射率: 81.8172 cm^3
• 极化性: 32.487427 Å^3
• 极化表面积: 71.55 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Clear Yellow Solution in Pyridine @ 50mg/ml.
• 外观: Tan Crystals; tan powder
• 熔点: 230-232(dec.)°C; 230-232°C dec.

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Irritant
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... SRD5A1(6715), SRD5A2(6716)

产品相关信息

• 纯度: ≥99%

详细说明

Sigma Aldrich - B1251

包装
500 mg in poly bottle
Application

• Reactant for preparation of indolecarboxamides with antitumor activity in human lung cancer1
• Reactant for preparation of benzophenone- and indolecarboxylic acids as potent type-2 specific inhibitors of human steroid 5α-reductase2

参考文献

• J. Heterocyclic Chem., 2, 387 (1965)