5-(benzyloxy)-6-methoxy-1H-indole

• ChemBase编号: 130578
• 分子式: C16H15NO2
• 平均质量: 253.2958
• 单一同位素质量: 253.11027873
• SMILES: COc1cc2c(cc[nH]2)cc1OCc1ccccc1
• Canonical SMILES: COc1cc2[nH]ccc2cc1OCc1ccccc1
• InChI: InChI=1S/C16H15NO2/c1-18-15-10-14-13(7-8-17-14)9-16(15)19-11-12-5-3-2-4-6-12/h2-10,17H,11H2,1H3
• InChIKey: XDLZHWUPJHWVFK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(benzyloxy)-6-methoxy-1H-indole
• IUPAC传统名: 5-(benzyloxy)-6-methoxy-1H-indole
• 别名: 5-苄氧基-6-甲氧基吲哚; NSC 92529; 5-Benzyloxy-6-methoxyindole; 6-Methoxy-5-(phenylmethoxy)-1H-indole; 5-Benzyloxy-6-methoxy-1H-indole; 5-Benzyloxy-6-methoxyindole

登记号

• CAS号: 4790-04-9
• MDL号: MFCD00037973
• PubChem SID: 162224856; 24891584
• PubChem CID: 260800

理论计算性质

• Acid pKa: 16.71476
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.4811385
• LogD (pH = 7.4): 3.4811385
• Log P: 3.4811385
• 摩尔折射率: 74.6835 cm^3
• 极化性: 30.205097 Å^3
• 极化表面积: 34.25 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Benzene; Chloroform; Dichloromethane; Ethyl Acetate
• 外观: Off-White to Pale Brown Solid
• 熔点: 93-94°C

安全信息

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

详细说明

Sigma Aldrich - B1376

包装
1 g in poly bottle
250 mg in poly bottle
Application
Reactant for preparation of:
• CB2 Cannabinoid receptor ligands1
• Potent antimitotic agents2
• Potent c-ABL inhibitors3
• Eumelanin pigment precursors

参考文献

• McBride, C., et al.: Bioorg. Med. Chem. Lett., 16, 3789 (2006)
• Frost, J., et al.: J. Med. Chem., 51, 1904 (2006)