73902-64-4

Usage

Uses

Used in Chemical Industry:
3,N1-Dimethyl-benzene-1,2-diamine is used as a chemical intermediate for the production of certain types of dyes and pigments, which are essential for coloring various products such as textiles, plastics, and paints.
Used in Polymer Industry:
3,N1-Dimethyl-benzene-1,2-diamine is used as a monomer in the manufacturing of polymer materials, contributing to the development of new and improved materials with specific properties.
However, due to its toxic nature and potential carcinogenic effects, it is crucial to minimize exposure to 3,N1-Dimethyl-benzene-1,2-diamine and take appropriate safety precautions when handling and using this chemical in industrial applications. Proper personal protective equipment and ventilation should be utilized to prevent inhalation or skin contact with the substance.

Upstream product

• 70254-75-0 3-methyl-2-nitro-N-methylaniline 
• 95-53-4 o-toluidine 
• 3013-27-2 1-fluoro-3-methyl-2-nitro-benzene 
• 90868-29-4 N-(3-methyl-2-nitrophenyl)acetamide 
• 601-87-6 3-methyl-2-nitroaniline 

Downstream Products

• 73902-54-2 1,4-dimethyl-1H-benzo[d]imidazole 

Relevant academic research and scientific papers

Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines

The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactiveN-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the areneorthoposition. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly toortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsymmetrical, selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuableortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.

Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-molecule Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallography to bind in the Keap1 Kelch binding pocket. Two hits were merged into compound 8 with a 220-380-fold stronger affinity (Ki = 16 μM) relative to the parent fragments. Systematic optimization resulted in several novel analogues with Ki values of 0.04-0.5 μM, binding modes determined by X-ray crystallography, and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.

Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes

CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.

ANTIBIOTIC COMPOUNDS

The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.

?***? Interactions of Flavins, 4. Pyridino-isoalloxazinophanes as Model Systems for Active-Site Complexes in Flavoenzymes: Syntheses, X-Ray Structure Analyses and Spectroscopic Properties

As model systems for active site complexes in flavoenzymes, flavin and nicotinamide analogues were linked together in cyclophane skeletons of specific sterical structures.Elaborating this concept, we prepared metacyclo(10,6)isoalloxazinophane (3),