4-nitro-1H-indole

• ChemBase编号: 12050
• 分子式: C8H6N2O2
• 平均质量: 162.14544
• 单一同位素质量: 162.04292744
• SMILES: c1c[nH]c2c1c(ccc2)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cccc2c1cc[nH]2
• InChI: InChI=1S/C8H6N2O2/c11-10(12)8-3-1-2-7-6(8)4-5-9-7/h1-5,9H
• InChIKey: LAVZKLJDKGRZJG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-nitro-1H-indole
• IUPAC传统名: 4-nitro-1H-indole
• 别名: 4-硝基吲哚; 4-Nitroindole; 4-Nitro-1H-indole 97%; 4-Nitroindole; 4-nitro-1H-indole; 4-Nitro-1H-indole

登记号

• CAS号: 4769-97-5
• MDL号: MFCD00010056
• Beilstein号: 136022
• PubChem SID: 160975357; 24856183
• PubChem CID: 145766

理论计算性质

• Acid pKa: 13.255104
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.011992
• LogD (pH = 7.4): 2.0119915
• Log P: 2.011992
• 摩尔折射率: 43.465 cm^3
• 极化性: 17.394144 Å^3
• 极化表面积: 58.93 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

• 溶解度: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• 外观: Yellow Crystalline Solid
• 熔点: 202-207°C; 205-207 °C(lit.); 205-207°C; 205-207°C; 206 - 207°C
• 疏水性(logP): 2.235

安全信息

• 保存注意事项: Irritant; IRRITANT, IRRITANT-HARMFUL
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6N2O2

详细说明

Sigma Aldrich - 269964

包装
1 g in glass bottle
500 mg in glass bottle
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Meridianin derivatives as protein kinase (PKC) inhibitors and vitro antiproliferative agents2
• Anti-angiogenic agents3
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes4
• Biologically active indoles5
• CGRP receptor antagonists6
• Nucleosides7
• CB2 cannabinoid receptor ligands8

Toronto Research Chemicals - N496275

4-Nitroindole is an intermediate for the preparation of indole compounds useful in treatment of pain, inflammation.

参考文献

• Leclerc, S., et al.: J. Biol. Chem., 276, 251 (2001)
• Meijer, L., et al.: Chem. Biol., 10, 1255 (2001)
• Alonso, M., et al.: Curr. Med. Chem., 11, 755 (2001)