3366-61-8

Usage

Uses

Used in Dye and Pigment Production Industry:
N-acetylbenzidine is used as a key intermediate in the synthesis of azo dyes for [application reason] its ability to impart vibrant colors to various materials. The dyes produced using N-acetylbenzidine are widely used in textiles, plastics, and printing inks, among other applications.
Used in Regulatory Compliance and Safety Measures:
Due to its potential carcinogenic properties, N-acetylbenzidine is used as a subject of regulatory compliance and safety measures in industries involved in dye and pigment production. Strict regulations and guidelines are implemented to minimize worker exposure and prevent environmental contamination, ensuring the health and safety of both workers and the environment.

Upstream product

• 108-24-7 acetic anhydride 
• 92-87-5 p,p'-diaminobiphenyl 
• 64-19-7 acetic acid 
• 22293-38-5 1-acetyl-1,2-diphenylhydrazine 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 4075-79-0 4-phenylacetanilide 
• 13171-43-2 4'-hydroxy-4-acetylaminobiphenyl 
• 1426065-06-6 sodium 4-((4'-acetamido-[1,1'-biphenyl]-4-yl)amino)-1-amino-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate 
• 109867-29-0 4-acetylamino-4'-[methyl-(toluene-4-sulfonyl)-amino]-biphenyl 
• 1835-72-9 N,N'-bis-(4'-amino-biphenyl-4-yl)-thiourea 
• 113751-87-4 N-(4'-dimethylamino-biphenyl-4-yl)-N-methyl-toluene-4-sulfonamide 
• 102660-62-8 N-(4'-dimethylamino-biphenyl-4-yl)-toluene-4-sulfonamide 
• 110146-19-5 N-(4'-amino-biphenyl-4-yl)-toluene-4-sulfonamide 
• 132401-40-2 1-<4-(4-acetaminophenyl)phenylhydrazono>-1-<(N-methyl-N-phenyl)amino>-2-propanone 
• 132401-48-0 2-<4-(4-acetamino)phenyl>phenylazo-1,3-dimethylindole 
• 137117-00-1 N-<4'-(3-phenyl-4,5-dihydropyrazol-1-yl)biphenyl-4-yl>acetamide 
• 137117-01-2 N-<4'-(3-phenylpyrazol-1-yl)biphenyl-4-yl>acetamide 
• 861800-10-4 N,N'-bis-(4'-acetylamino-biphenyl-4-yl)-thiourea 

Relevant academic research and scientific papers

Reactive nitrogen oxygen species metabolize N-acetylbenzidine

A close association has been reported for certain types of cancers influenced by aromatic amines and infection/inflammation. Reactive nitric oxygen species (RNOS), components of the inflammatory response, are bactericidal and tumoricidal, and contribute to the deleterious effects attributed to inflammation on normal tissues. This study assessed the possible transformation of the aromatic amine N-acetylbenzidine (ABZ) by RBOS. RNOS were generated by various conditions to react with ABZ, and samples were evaluated by HPLC. Conditions which generate nitrogen dioxide radical (NO2- + myeloperoxidase + H2O2, ONOO-, and NO2- + HOCI) produced primarily a single new product termed 3′-nitro-ABZ. The myeloperoxidase-catalyzed reaction with 0.3 mM NO2- was completely inhibited by 1 mM cyanide, and not effected by 100 mM chloride with or without 1 mM taurine. In contrast, conditions which generate N2O3, such as spermine NONOate, did not produce 3′-nitro-ABZ, but rather two compounds termed 4′-OH-AABP and AABP. 1H NMR and mass spectrometry identified 3′-nitro-ABZ as 3′-nitro-N-acetylbenzidine, 4′-OH-AABP as 4′-OH-4-acetylaminobiphenyl, and AABP as 4-acetylaminobiphenyl. Human polymorphonuclear neutrophils incubated with [3H]-ABZ and stimulated with β-phorbol 12-myristate 13-acetate produced 3′-nitro-ABZ in the presence of NO2- (0.1-1 mM). Neutrophil 3′-nitro-ABZ formation was verified by mass spectrometry and was consistent with myeloperoxidase oxidation of NO2-. The results demonstrate that ABZ forms unique products in the presence of nitrosating and nitrating RNOS, which could influence the carcinogenic process and serve as biomarkers for these reactive species.