3694-51-7

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Diamino-3,5-dinitrobenzene is used as a reactant for the synthetic preparation of arylaminoquinoxalines, which are compounds with potential anticancer activities. These arylaminoquinoxalines are tested on human cancer cell lines to determine their effectiveness in combating cancer.
Additionally, 1,2-Diamino-3,5-dinitrobenzene plays a role in the development of compounds that inhibit human and bacterial dihydrofolate reductases and thymidylate synthases. These enzymes are essential for DNA synthesis and are often targeted in cancer therapy, making the compound a valuable asset in the creation of novel anticancer drugs.

Upstream product

• 489-98-5 picramide 
• 116529-41-0 2-bromo-3,5-dinitro-aniline 
• 3524-08-1 4,6-dinitrobenzofuroxan 
• 3955-45-1 4,6-dinitro-2,1,3-benzoselenadiazole 
• 88-88-0 2,4,6-trinitrochlorobenzene 
• 618-87-1 3, 5-dinitroaniline 
• 861057-08-1 N,N'-(3,5-dinitro-o-phenylene)-bis-acetamide 
• 7664-41-7 ammonia 

Downstream Products

• 861057-08-1 N,N'-(3,5-dinitro-o-phenylene)-bis-acetamide 
• 31995-62-7 4,6-dinitro-1H-benzotriazole 
• 50892-85-8 2-amino-2',3,4',5,6'-pentanitrodiphenylamine 
• 1010857-56-3 6,8-dinitro-3-phenylquinoxalin-2(1H)one 
• 1010857-55-2 5,7-dinitro-3-phenylquinoxalin-2(1H)one 
• 50892-86-9 4,6-dinitro-1-(2',4',6'-trinitrophenyl)benzotriazole 
• 140665-21-0 2-methyl-4,6-dinitro-1-(2',4',6'-trinitrophenyl)benzimidazole 
• 140665-20-9 4,6-dinitro-1-(2',4',6'-trinitrophenyl)benzimidazole 
• 52016-54-3 5,7-dinitro-2-phenyl-1H-benzimidazole 

Relevant academic research and scientific papers

Synthesis of N-(5,7-diamino-3-phenyl-quinoxalin-2-yl)-3,4,5-substituted anilines and N-[4[(5,7-diamino-3-phenylquinoxalin-2-yl)amino]benzoyl]-l-glutamic acid diethyl ester: Evaluation of in vitro anti-cancer and anti-folate activities

Several diamino quinoxalines were designed, synthesized and evaluated as anti-tumor agents. Two compounds showed the most potent cytotoxic activities against the leukemia CCRF-CEM cell line (GI50 50 = 0.03 μM), respectively, with comparable/better activities than Methotrexate (MTX). Docking calculations of the complexes of hDHFR with the most active compounds identified the binding mode of the described molecules with respect to MTX.

A useful methodology for the synthesis of 2-methyl-4-nitrobenzimidazoles

Cyclocondensation of 3-nitro-1,2-benzenediamines 2 with 2,4-pentanedione provides a convenient route for the preparation of 2-methyl-4-nitrobenzimidazoles 3. A discrepancy in the literature regarding the 5-chloro-, 5-methoxy- and 5-methyl derivatives of the title compounds is discussed.

Synthesis and Explosive Properties of Benzotriazoles

Treatment of nitro-substituted 2-aminodiphenylamines in acetic acid with either nitric acid or nitrous acid yielded nitro-substituted 1-phenylbenzotriazoles, which may be further nitrated with nitric or mixed acid.These materials have been examined as pot