3484-23-9

Basic information

• Product Name: 2-methyl-6-nitro-1H-Indole
• Synonyms: 2-methyl-6-nitro-1H-Indole;2-Methyl-6-nitroindole;1H-Indole, 2-Methyl-6-nitro-
• CAS NO: 3484-23-9
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17202
• Mol File: 3484-23-9.mol

Chemical Properties

• Melting Point: 113.5-114.5 °C
• Boiling Point: 365.6±22.0 °C(Predicted)
• Appearance: /
• Density: 1.355±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 15.34±0.30(Predicted)
• CAS DataBase Reference: 2-methyl-6-nitro-1H-Indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-6-nitro-1H-Indole(3484-23-9)
• EPA Substance Registry System: 2-methyl-6-nitro-1H-Indole(3484-23-9)

Safety Data

• Hazardous Substances Data: 3484-23-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-methyl-6-nitro-1H-Indole is used as a building block in organic synthesis for the creation of various biologically active molecules. Its structural features, including the presence of a nitro group, make it a versatile starting material for the synthesis of compounds with potential applications in different areas of chemistry.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-methyl-6-nitro-1H-Indole is utilized as a key component in the development of new drugs. Its unique structure and functional groups contribute to the design and synthesis of novel therapeutic agents, particularly in medicinal chemistry.
Used in Antimicrobial Applications:
2-methyl-6-nitro-1H-Indole has been studied for its potential antimicrobial properties. Its structural features may contribute to its effectiveness against certain types of bacteria, making it a candidate for further research and development in the field of antimicrobial agents.
Used in Anticancer Research:
Additionally, 2-methyl-6-nitro-1H-Indole has been investigated for its potential anticancer properties. Its structural characteristics may offer insights into the development of new cancer treatments, particularly through the synthesis of compounds that can target and inhibit cancer cell growth and proliferation.

Upstream product

• 51134-82-8 2-methyl-6-nitro-2,3-dihydro-1H-indole 
• 369-36-8 6-fluoro-3-nitroaniline 
• 67-64-1 acetone 
• 99-09-2 3-nitro-aniline 
• 2200-86-4 1-(2,4-dinitrophenyl)propan-2-one 
• 1388183-58-1 1-hydroxy-2-methyl-6-nitroindole 
• 99-65-0 meta-dinitrobenzene 

Downstream Products

• 1040206-39-0 1-(2,6-dichlorobenzyl)-2-methyl-6-nitro-1H-indole 
• 104436-17-1 4-(6-Butoxycarbonylamino-2-methyl-indol-1-ylmethyl)-3-methoxy-benzoic acid methyl ester 
• 104436-45-5 4-(6-Butoxycarbonylamino-2-methyl-indol-1-ylmethyl)-3-methoxy-benzoic acid 
• 102308-53-2 6-amino-2-methylindole 

Relevant articles and documents

Expedient synthesis of 1-hydroxy-4- and 1-hydroxy-6-nitroindoles

Reaction of -chloroalkyl ketones with 1,3-dinitrobenzenes provides 2,4-dinitrobenzyl ketones which when reduced with tin(II) chloride form 6-nitro derivatives of 1-hydroxyindoles. An alternative approach is the condensation of 2,4- and 2,6-dinitrotoluenes

Synthesis and pharmacological evaluation of peptide-mimetic protease-activated receptor-1 antagonists containing novel heterocyclic scaffolds

Protease-activated receptor-1 (PAR-1) is a G-coupled receptor activated by α-thrombin and other proteases. In this paper we describe the synthesis and the pharmacological evaluation of novel peptide-mimetic antagonists (compounds 1-16) characterized by th

INDOLE SULFONAMIDE MODULATORS OF PROGESTERONE RECEPTORS

Compounds of Formula (I), wherein n is 1 or 2, and R1, R2, R3, R4, R5, R6, R7, and R8 are as defined herein, their preparation, pharmaceutical compositions, and methods of use are disclosed.

Process for producing indole compound

There is provided a novel process for producing an indole derivative which comprises cyclizing 2-nitrobenzylcarbony compound in the presence of a catalyst comprising a Group VIII metal of the Periodic Table, characterized by conducting the cyclization in a gas atmosphere containing carbon monoxide. The process enables an indole compound to be selectively produced in a high yield from 2-nitrobenzylcarbonyl compound, and hardly yields an indoline compound as a reduction by-product that has been a problem in the catalytic hydrogenation method employing a noble metal catalyst. The indole derivative produced by the present process is useful for various fine chemical intermediates including compounds and physiologically active substances such as pharmaceuticals and agrochemicals.

Synthesis of 4- and 6-substituted nitroindoles

Enolizable ketones react with m-nitroaniline in the presence of strong base such as t-BuOK to give 4- and 6-substituted nitroindoles. The reaction proceeds via oxidative nucleophilic substitution of hydrogen in m-nitroaniline with enolate anions in positions ortho to the amino group giving anionic σH adducts that are additionally stabilized by intramolecular interaction between the amino and the carbonyl group. Spontaneous oxidation of the σH adducts followed by the Bayer type condensation of the produced ortho-aminonitrobenzyl ketones gives 4- and 6-substituted nitroindoles. The scope of this reaction and its basic mechanistic features are discussed.