13801-00-8

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dimethyl-6-nitro-1H-indole is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its presence in the indole ring structure makes it a valuable building block in the development of new drugs.
Used in Agrochemical Industry:
2,3-Dimethyl-6-nitro-1H-indole is used as a chemical intermediate in the production of agrochemicals. Its potential biological activities, such as anti-tuberculosis and antibacterial properties, contribute to the development of effective agricultural products.
Used in Research and Development:
2,3-Dimethyl-6-nitro-1H-indole is used as a research compound in drug discovery and agrochemical development. Its unique chemical structure and potential biological activities make it an important tool for scientists in exploring new therapeutic and agricultural applications.
Safety Precautions:
It is important to handle 2,3-Dimethyl-6-nitro-1H-indole with care due to its potential hazards. Proper safety measures and handling procedures should be followed when working with this chemical compound to ensure the safety of researchers and the environment.

InChI:InChI=1/C10H10N2O2/c1-6-7(2)11-10-5-8(12(13)14)3-4-9(6)10/h3-5,11H,1-2H3

Upstream product

• 619-27-2 3-nitrophenylhydrazine 
• 1240659-46-4 2,3-dimethyl-2-(4-nitrophenyl)-2H-azirine 
• 99-09-2 3-nitro-aniline 
• 78-93-3 butanone 
• 18492-23-4 butan-2-one-(3-nitro-phenylhydrazone) 
• 412274-22-7 1-acetyl-2,3-dimethyl-6-nitro-indole 

Downstream Products

• 104436-43-3 4-(6-Butoxycarbonylamino-2,3-dimethyl-indol-1-ylmethyl)-3-methoxy-benzoic acid 
• 104436-16-0 4-(6-Butoxycarbonylamino-2,3-dimethyl-indol-1-ylmethyl)-3-methoxy-benzoic acid methyl ester 
• 56515-58-3 1-(2-amino-4-nitro-phenyl)-ethanone 
• 100-19-6 (4-nitrophenyl)ethanone 

Relevant academic research and scientific papers

HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions in need of inhibition of heparan sulfate biosynthesis.

Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2 H-azirines: Synthesis of 2,3-disubstituted indoles

A general method for the synthesis of 2,3-disubstituted indoles is described. The key feature of this method is the amination of aromatic C-H bonds via FeCl2-catalyzed ring opening of 2H-azirines. The method tolerates a variety of functional groups such as Br, F, NO2, OMe, CF3, OTBS, alkenes, and OPiv. The method can also be extended to synthesize azaindoles.

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.

A novel method of indole ring system construction: One-pot synthesis of 4- and 6-nitroindole derivatives via base promoted reaction between 3- nitroaniline and ketones

Base promoted condensation of ketones RCOCH2R' with 3-nitroaniline results in formation of the corresponding 4- and 6-nitro-2-R-3-R'-indoles. This multistep process apparently includes oxidative nucleophilic substitution of hydrogen in the arom