6960-42-5

Basic information

• Product Name: 7-Nitroindole
• Synonyms: TIMTEC-BB SBB003947;7-nitro-indol;7-NITROINDOLE;7-NITRO-1H-INDOLE;7-Nitroindole,97%;7-Nitroindole ,98%;7-Nitroindole,99%;7-N
• CAS NO: 6960-42-5
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• EINECS: -0
• Product Categories: blocks;IndolesOxindoles;NitroCompounds;Indoles and derivatives;IndoleDerivative;Pyrroles & Indoles;Indole;Indoles;Simple Indoles;Pyrroles & Indoles;Building Blocks;Heterocyclic Building Blocks;Heterocycle-Indole series
• Mol File: 6960-42-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 94-98 °C(lit.)
• Boiling Point: 288.82°C (rough estimate)
• Flash Point: 173.1 °C
• Appearance: yellow crystalline powder
• Density: 1.3264 (rough estimate)
• Vapor Pressure: 3.98E-05mmHg at 25°C
• Refractive Index: 1.5770 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.96±0.30(Predicted)
• Water Solubility: slightly soluble
• BRN: 130874
• CAS DataBase Reference: 7-Nitroindole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Nitroindole(6960-42-5)
• EPA Substance Registry System: 7-Nitroindole(6960-42-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 68
• Safety Statements: 36/37-45
• WGK Germany: 3
• RTECS: NM1169000
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 6960-42-5(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

Uses

Different sources of media describe the Uses of 6960-42-5 differently. You can refer to the following data:
1. 7-Nitroindole is a reagent used in chemical synthesis. It has been used in the synthesis of protein kinase and inosine monophosphate inhibitors, beta3 agonists and CCK-1 receptor modulators. 7-Nitroindole has also been used as a photochemical precursor of the 2'-deoxyribonolactone analog.
2. 7-Nitroindole is a useful reactant for the preparation of various compounds and inhibitors.
3. Reactant for preparation of:Protein kinase inhibitorsPotential fructose 1,6-bisphosphatase inhibitorsFactor Xa inhibitorsAntagonist of the mineralocorticoid receptorAntitumor sulfonamidesInosine monophosphate dehydrogenase (IMPDH) inhibitorsSubtype-selective cyclooxygenase (COX) inhibitorsThrombin protease-activated receptor (PAR-1) ligands

Application

Reactant for preparation of:Protein kinase inhibitorsPotential fructose 1,6-bisphosphatase inhibitorsFactor Xa inhibitorsAntagonist of the mineralocorticoid receptorAntitumor sulfonamidesInosine monophosphate dehydrogenase (IMPDH) inhibitorsSubtype-selective cyclooxygenase (COX) inhibitorsThrombin protease-activated receptor (PAR-1) ligands

Synthesis Reference(s)

Canadian Journal of Chemistry, 42, p. 1235, 1964 DOI: 10.1139/v64-189

InChI:InChI=1/C8H6N2O2/c11-10(12)7-3-1-2-6-4-5-9-8(6)7/h1-5,9H

Upstream product

• 75-07-0 acetaldehyde 
• 88-74-4 2-nitro-aniline 
• 112656-95-8 7-nitroindoline-2,3-dione 
• 6293-87-4 o-nitrophenylhydrazine hydrochloride 
• 53924-05-3 7-chloro-1H-indole 
• 127-17-3 2-oxo-propionic acid 
• 3034-19-3 (2-nitrophenyl)hydrazine 
• 292853-66-8 2-(2-(2-nitrophenyl)hydrazono)propionic acid ethyl ester 
• 6960-46-9 ethyl 7-nitroindole-2-carboxylate 
• 1826-67-1 vinyl magnesium bromide 
• 528-29-0 1,2-Dinitrobenzene 
• 6960-45-8 7-nitro-1H-indole-2-carboxylic acid 
• 1360891-19-5 7-nitro-1H-indole-3-carboxylic acid 

Downstream Products

• 165669-21-6 3-acetyl-7-nitro-1H-indole 
• 397864-11-8 3-bromo-7-nitro-1H-indole 
• 10553-14-7 7-nitro-1H-indole-3-carboxaldehyde 
• 1088706-25-5 C₁₇H₁₆N₂O₃ 
• 1088706-35-7 C₁₈H₁₈N₂O₃ 
• 1088706-39-1 C₁₄H₁₆N₂O₂ 
• 1207289-89-1 1-(7-nitro-1H-indol-3-yl)-3-phenyl-2-p-tolyl-1,2-dihydroisoquinoline 
• 1260119-60-5 7-nitro-3-(diphenylsulfonio)indolide 
• 1357376-12-5 C₂₇H₂₈ClN₅O₄ 
• 1357376-13-6 C₂₈H₃₂N₆O₄ 
• 1357376-16-9 C₂₆H₂₅N₅O₅ 
• 1357375-19-9 C₂₆H₂₇N₅O₇ 
• 1357375-20-2 C₂₆H₂₇N₅O₇ 
• 1357375-18-8 C₂₆H₂₇N₅O₇ 

Relevant articles and documents

Method for catalytically synthesizing indole derivative by using ferrous complex

The invention relates to a method for catalytically synthesizing an indole derivative by using a ferrous complex, which comprises the following step: by taking arylamine and acetaldehyde as raw materials and a ferrous complex containing a meta-carboboryl methylpyridine structure as a catalyst, conducting reacting at room temperature to prepare the indole derivative. Compared with the prior art, the method utilizes the ferrous complex to efficiently catalyze the reaction of arylamine and acetaldehyde at room temperature to prepare the indole derivative, the reaction condition is mild, the substrate range is wide, and the method has high catalytic activity and yield.

Decarboxylation of indole-3-carboxylic acids under metal-free conditions

Two reaction systems have been developed for the decarboxylation of indole-3-carboxylic acids. The decarboxylation can be achieved smoothly under K2CO3-catalyzed or acetonitrile-promoted basic conditions. It provided an efficient and simple method for the transformation of indole-3-carboxylic acids and the corresponding indoles were isolated with good to excellent yields. From the experimental facts, we put forward the possible reaction mechanism.

Sweet anion receptors: Recognition of chiral carboxylate anions by d-glucuronic-acid-decorated diindolylmethane

Anion receptors containing glucuronic acid were synthesized, and their anion binding ability studied. Chirality of anionic guests derived from mandelic acid and amino acids can be distinguished not only in terms of stability constants but also by signific