1-(benzenesulfonyl)-1H-indole

• ChemBase编号: 92566
• 分子式: C14H11NO2S
• 平均质量: 257.30764
• 单一同位素质量: 257.0510496
• SMILES: n1(c2c(cccc2)cc1)S(=O)(=O)c1ccccc1
• Canonical SMILES: O=S(=O)(n1ccc2c1cccc2)c1ccccc1
• InChI: InChI=1S/C14H11NO2S/c16-18(17,13-7-2-1-3-8-13)15-11-10-12-6-4-5-9-14(12)15/h1-11H
• InChIKey: VDWLCYCWLIKWBV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(benzenesulfonyl)-1H-indole
• IUPAC传统名: 1-(benzenesulfonyl)indole
• 别名: 1-(苯基磺酰)吲哚; 1-(苯基磺酰基)吲哚; 1-(Benzenesulfonyl)indole; Benzenesulfonic acid indolide; NSC 237040; NSC 683530; 1-(Phenylsulfonyl)indole; 1-(Phenylsulphonyl)indole; 1-(PHENYLSULFONYL)INDOLE

登记号

• CAS号: 40899-71-6
• EC号: 000-000-0
• MDL号: MFCD00134318
• Beilstein号: 1286712
• PubChem SID: 24862680; 162079264
• PubChem CID: 315017

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.0013819
• LogD (pH = 7.4): 3.0013819
• Log P: 3.0013819
• 摩尔折射率: 70.1648 cm^3
• 极化性: 29.266722 Å^3
• 极化表面积: 39.07 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

• 熔点: 77-79°C; 78-80 °C(lit.); 78-80°C
• 沸点: 192°C/3mm

安全信息

• 保存注意事项: Irritant
• 德国WGK号: 3
• TSCA收录: 否

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C14H11NO2S

详细说明

Sigma Aldrich - 366633

包装
5 g in glass bottle
Application
Reactant for preparation of:
• Antiplasmodial agents1
• Antifungal agents2
• Anti HIV-1 agents3
• Agonists of the histamine H4 receptor4
• Antibacterial agents5
• Camalexin analogs6
• CDK inhibitors and cytotoxic agents7
• Histone Deacetylase inhibitors8

参考文献

• Protected indole derivative which can be lithiated selectively at the 2-position. Reaction with electrophiles, followed by cleavage of the N-sulfonyl group with NaOH, leads to 2-substituted indoles: J. Org. Chem., 38, 3324; 43, 4684 (1978); 45, 3382 (1980). Dilithiation can also take place, with the second metallation occurring at the o-position of the sulfonyl benzene ring: J. Heterocycl. Chem., 18, 807 (1981).