4-(benzyloxy)-1H-indole

• ChemBase编号: 11796
• 分子式: C15H13NO
• 平均质量: 223.26982
• 单一同位素质量: 223.09971404
• SMILES: [nH]1ccc2c(cccc12)OCc1ccccc1
• Canonical SMILES: c1ccc(cc1)COc1cccc2c1cc[nH]2
• InChI: InChI=1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2
• InChIKey: LJFVSIDBFJPKLD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(benzyloxy)-1H-indole
• IUPAC传统名: 4-(benzyloxy)-1H-indole
• 别名: 4-苄氧基吲哚; 4-苯甲氧基吲哚; 4-(benzyloxy)-1H-indole; NSC 92539; 4-Benzyloxyindole; 4-Benzyloxyindole; 4-(Benzyloxy)-indole; 4-(Phenylmethoxy)-1H-indole; 4-Benzyloxy-1H-indole

登记号

• CAS号: 20289-26-3
• EC号: 243-690-0
• MDL号: MFCD00047200
• Beilstein号: 183150
• PubChem SID: 24854794; 160975103
• PubChem CID: 88465

理论计算性质

• Acid pKa: 16.638346
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 3.6388097
• LogD (pH = 7.4): 3.6388097
• Log P: 3.6388097
• 摩尔折射率: 68.2203 cm^3
• 极化性: 27.744276 Å^3
• 极化表面积: 25.02 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dimethyl Sulfoxide; Ethyl Acetate
• 外观: Off-White Crystalline Solid with Few Darker
• 熔点: 57-61 °C(lit.); 57-61°C; 58-60°C; 59-61°C; 59-61°C

安全信息

• 保存注意事项: IRRITANT; Irritant/Light Sensitive/Store under Argon/Keep Cold
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: 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

产品相关信息

• 纯度: 98%; 99%
• Empirical Formula (Hill Notation): C15H13NO

详细说明

Sigma Aldrich - 246212

包装
1 g in glass bottle
Application

• Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition1
• Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research2
• Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer3
• Reactant for preparation of HCV inhibitors4
• Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands5
• Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers6

Toronto Research Chemicals - B285944

Indole derivative as substrate-binding; N297Q and I300V mutants of cytochrome P 450 2A6 display expansion of substrate specificity of cytochrome P 450 2A6 to oxidize substituted indoles.

参考文献

• Gotoh, O., et al.: J. Biol. Chem., 267, 83 (1992)
• Guengerich, F., et al.: Chem. Res. Toxicol., 14, 611 (1992)
• Kim, D., et al.: Biochemistry, 43, 981 (1992)