16730-20-4

Basic information

• Product Name: 5-Nitroindole-2-carboxylic acid
• Synonyms: 2-Carboxy-5-nitro-1H-indole;1H-INDOLE-2-CARBOXYLIC ACID, 5-NITRO-;5-NITRO-1H-INDOLE-2-CARBOXYLIC ACID;5-NITROINDOLE-2-CARBOXYLIC ACID;5-NITROINDOLE-2-CARBOXYLICAICD
• CAS NO: 16730-20-4
• Molecular Formula: C₉H₆N₂O₄
• Molecular Weight: 206.15
• Product Categories: Indoles and derivatives;Indole;Organic acids;Indoles;Intermediates of Delavirdine;Boronic Acid;Heterocyclic Compounds;Indole/indoline/oxindole;Indole and Indoline
• Mol File: 16730-20-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 520.834 °C at 760 mmHg
• Flash Point: 268.791 °C
• Appearance: /Solid
• Density: 1.633 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.09±0.30(Predicted)
• CAS DataBase Reference: 5-Nitroindole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitroindole-2-carboxylic acid(16730-20-4)
• EPA Substance Registry System: 5-Nitroindole-2-carboxylic acid(16730-20-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 16730-20-4(Hazardous Substances Data)

Usage

General Description

5-Nitroindole-2-carboxylic acid, often abbreviated as 5-NICA, is a chemical compound with the molecular formula C9H6N2O5. It is a derivative of indole, which is a heterocyclic aromatic organic compound, meaning it contains a closed ring of carbon and nitrogen atoms. The presence of the nitro group, which consists of one nitrogen and two oxygen atoms, and the carboxylic acid group, characterizes and differentiates it within the family of indole compounds. It is typically available in a crystalline solid form and is used in various applications within the scientific and pharmaceutical fields. It's critical to handle it with caution due to its potential reactivity and toxicity.

Upstream product

• 16732-57-3 5-nitro-indole-2-carboxylic acid ethyl ester 
• 100-16-3 4-nitrophenylhydrazone 
• 157649-56-4 5-nitro-1H-indole-2-carboxylic acid methyl ester 
• 99-61-6 3-nitro-benzaldehyde 
• 98092-65-0 methyl 2-azido-3-(3-nitrophenyl)acrylate 
• 71056-94-5 1-methyl-5-nitro-1H-indol-2-carboxylic acid 
• 73647-04-8 ethyl 2-[2-(4-nitrophenyl)hydrazinylidene]propanoate 
• 63190-15-8 ethyl (Z)-2-(2-(4-nitrophenyl)hydrazineylidene)propanoate 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 157649-56-4 5-nitro-1H-indole-2-carboxylic acid methyl ester 
• 420136-75-0 (4-benzyl-piperidin-1-yl)-(5-nitro-1H-indol-2-yl)-methanone 
• 413577-00-1 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol 
• 71056-94-5 1-methyl-5-nitro-1H-indol-2-carboxylic acid 
• 501666-85-9 1-(1S)-(chloromethyl)-5-hydroxy-3-{5-[(5-(3-(acetylthio)propionyl)indol-2-ylcarbonyl)amino]indole-2-carbonyl}-1,2-dihydro-3H-benz[e]indole 
• 615538-49-3 1-(S)-(chloromethyl)-5-dibenzylphosphonoxy-3-{{5-[5-(3-methyldithiopropionyl)indol-2-ylcarbonylamino]indole-2-yl}-carbonyl}-1,2-dihydro-3H-benz[e]indole 
• 1354787-75-9 C₅₂H₄₉ClN₅O₇PS₂ 
• 615538-51-7 C₃₁H₂₄ClN₅O₃ 
• 136817-55-5 delavirdine 

Relevant articles and documents

Preparation of 5-substituted 2-carboxyindoles on solid support

The preparation of 5-substituted 2-carboxyindoles on solid support is reported. In the approach, the indole moiety is synthesized in solution phase, followed by nitro-group reduction, reductive amination and alkylation on solid support. The method provides a simple and convenient route for the preparation of 5-substituted 2-carboxyindoles with high purity and good yield. (C) 2000 Elsevier Science Ltd.

Indole-2-acetamide compound with anti-inflammatory effect, and application thereof in preparation of anti-inflammatory drugs

The invention discloses an indole-2-acetamide compound with an anti-inflammatory effect, and an application thereof in preparation of anti-inflammatory drugs. The indole-2-amide compound is represented by one of formula (I) to formula (III), and in the fo

Structural influence of indole C5-N-substitutents on the cytotoxicity of seco-duocarmycin analogs

A series of racemic indole C5-substituted seco-cyclopropylindoline compounds (2,3 and 5-7) were prepared by coupling 1-(tert-butyloxycarbonyl)-3- (chlorocarbonyl)indoline (seg-A) with 5,6,7-trimethoxy-, 5,6-dimethoxy-, 5-amino-, 5-methylsulfonylamino- and 5-(N,N-dimethylaminosulfonylamino) indole-2-carboxylic acid as seg-B in the presence of 1-ethyl-3-(3- dimethylaminopropyl) carbodiimide. The synthetic compounds (2,3 and 5-7) were tested for cytotoxic activity against human cancer cell lines (COLO 205, SK-MEL-2, A549, and JEG-3) using the MTT assay.