5131-58-8

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Nitro-1,3-phenylenediamine is used as a chemical reagent for the synthesis of various pharmaceuticals, particularly in the development of potent and selective Chk-1 inhibitors. These inhibitors play a crucial role in the treatment of different types of cancers, making 4-Nitro-1,3-phenylenediamine an essential component in the fight against the disease.
Used in Cancer Treatment:
In the field of oncology, 4-Nitro-1,3-phenylenediamine is utilized in the synthesis of Chk-1 inhibitors, which are vital for the treatment of various cancers. These inhibitors target specific proteins involved in cell cycle regulation, thereby preventing the uncontrolled growth of cancer cells and offering a potential therapeutic approach to cancer treatment.
Used in Chemical Research:
As a general chemical reagent, 4-Nitro-1,3-phenylenediamine also finds application in chemical research and development. Its unique properties allow it to be used in various experimental setups, contributing to the advancement of knowledge in the field of chemistry and related disciplines.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Nitro-1,3-phenylenediamine is an amine/organonitrate. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for 4-Nitro-1,3-phenylenediamine are not available, but 4-Nitro-1,3-phenylenediamine is probably combustible.

InChI:InChI=1/C6H7N3O2/c7-4-1-2-6(9(10)11)5(8)3-4/h1-3H,7-8H2

Upstream product

• 33458-98-9 2-chloro-4,5-dinitrobenzoic acid 
• 619-18-1 2,5-dinitroaniline 
• 55850-21-0 N,N'-bis(3-methylbenzenesulfonyl)m-phenylenediamine 
• 10268-78-7 1,3-diacetylaminobenzene 
• 53449-14-2 7-chloro-6-nitro-4(3H)-quinazolinone 
• 7647-01-0 hydrogenchloride 
• 67764-33-4 cyclopentyl nitrite 
• 108-45-2 m-phenylenediamine 
• 7664-41-7 ammonia 
• 551-91-7 5-amino-2-nitro-benzenesulfonic acid 
• 110-86-1 pyridine 
• 7783-06-4 hydrogen sulfide 
• 619-16-9 1-chloro-2,5-dinitrobenzene 
• 19861-62-2 2,4-dichloro-5-nitrobenzoic acid 

Downstream Products

• 17990-92-0 6-nitro-2-phenyl-2H-benzotriazol-5-ylamine 
• 66136-64-9 acetic acid-(3-amino-4-nitro-anilide) 
• 35266-30-9 (3-Amino-4-nitro-phenyl)-carbamic acid isopropyl ester 
• 65884-94-8 2-(3-Amino-4-nitro-phenyl)-isoindole-1,3-dione 
• 107586-74-3 1,3-diamino-2-thiocyanato-4-nitrobenzene 
• 755028-66-1 methyl 2-[(5-amino-2-nitrophenyl)amino]-4-chlorobenzoate 
• 16292-86-7 2-hydroxy-4-amino-1-nitrobenzene 
• 611-07-4 5-chloro-2-nitrophenol 
• 745813-05-2 (2,5-diamino-phenyl)-arsonic acid 
• 860727-66-8 (5-acetylamino-2-nitro-phenyl)-arsonic acid 
• 148619-85-6 N,N'-(4-nitro-m-phenylene)-bis-carbamic acid dimethyl ester 
• 40828-20-4 1-Amino-3-(cyanoacetylamino)-4-nitrobenzene 
• 945535-02-4 (3-amino-4-nitro-phenyl)-carbamic acid ethyl ester 
• 1169932-65-3 N,N'-disalicylidene-1,3-diamino-4-nitrobenzene 

Relevant academic research and scientific papers

Method of producing 4-nitro-m-phenylenediamine sulfate

A method of manufacture of 4-nitro-m-phenylenediamine sulfate is taught. The resultant compound is useful in the dyeing of keratinic fibers, particularly, human hair. It exhibits reduced toxicity and potential for damage to such fibers, and is easier to remove than are other known compounds.

Triazinyl reactive dyestuffs in which triazinyl group is further substituted with a beta-chloroethylsulfonyl- or vinylsulfonylbutyrylamino moiety

Reactive dyes of the formula STR1 in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthrone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C1-4 -alkyl, X is a substituent which is detachable as an anion, B is a radical of the formula STR2 R1 and R2, independently of each other, are hydrogen or substituted or unsubstituted C1-4 -alkyl or phenyl, A is a substituted or unsubstituted aliphatic or aromatic bridge member, Y is a --CO--Z or --SO2 --Z radical, Z is an aliphatic, aromatic or heterocyclic reactive radical, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and in high dyeing yield produce dyeings and prints having good fastness properties.

Possible Anthelmintic Agents: Syntheses of Various Imidazoquinazolinone Carbamates

Two of the three possible imidazoquinazolinone-2-carbamates representing angular and linear heterocyclic systems, have been synthesised and evaluated for their anthelmintic activity.During the course of the synthesis of ethyl or methyl 7-alkylimidazoquinazolin-8-one-2-carbamate, it is observed that the reaction of 3-alkyl-7-chloro-6-nitroquinazolin-4-ones with butanol saturated with aq.NH3, furnishes a number of ring-opened products which have been characterised on the basis of elemental analyses, IR, PMR and mass spectral data.The same reaction when carried out with dry NH3, furnishes the desired amino-nitro derivatives.UV and IR spectra of the linear and angular imidazoquinazolinones have also been compared.