126875-69-2

Basic information

• Product Name: N-Acetoxy-4-methoxyaniline
• Synonyms: N-Acetoxy-4-methoxyaniline
• CAS NO: 126875-69-2
• Molecular Weight: 181.191
• Mol File: 126875-69-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-Acetoxy-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetoxy-4-methoxyaniline(126875-69-2)
• EPA Substance Registry System: N-Acetoxy-4-methoxyaniline(126875-69-2)

Safety Data

• Hazardous Substances Data: 126875-69-2(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 616-38-6 carbonic acid dimethyl ester 
• 631-57-2 Acetyl cyanide 
• 4546-20-7 p-methoxyphenylhydroxylamine 

Downstream Products

• 106501-77-3 N-(4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)acetamide 

Relevant articles and documents

N-ACETOXY-4-METHOXYANILINE, A MODEL COMPOUND FOR THE ULTIMATE CARCINOGEN OF THE PHENACETIN RELATED 4-ETHOXYANILINE

We prepared and trapped in situ with N-methylaniline and deoxyguanosine (dG) the three N-acyloxy-4-methoxyanilines 7a-c.Furthermore, we synthesized N-acetoxy-4-methoxyaniline 7a and reacted it with dG.Especially 7a is a model for the ultimate carcinogen o

N-Aryl-O-(α-aminoacyl)hydroxylamines: Model Reactions with Deoxyguanosine, Guanosine and 5'-Guanosinemonophosphate for the Activation of Monocyclic Aromatic Amines (e.g. Phenacetin) into Ultimate Carcinogens

In in vitro model reactions of the activation of monocyclic aromatic amines by α-amino acids it is shown that α-aminohydroxamic acids 8 and 9 rearrange base-catalyzed to N-(α-aminoacyloxy)arylamines 10 and 11 which react with bionucleophiles such as deoxyguanosine (dG) (12), guanosine (G) (13) and 5'-guanosinemonophosphate (5'-GMP) (14) to form adducts.We describe the regioselective formation of the C-8 adducts of 4-chloroaniline (15), aniline (16), 4-methylaniline (17), and 4-methoxyaniline (18), respectively, , and also of N-(guanosine-8-yl)-4-methylaniline (21) and 8-(4-methylanilino)-5'-guanosinemonophosphate (22).Similar reactions of the N-(acetoxy)arylamines 20, which are very likely to be "ultimate" carcinogens of aromatic amines, lead to the same C-8 adducts 15-18, 21, and 22 in comparable yields.These in vitro reactions thus show that the N-(α-aminoacyloxy)arylamines 10 and 11 react like the N-(acetoxy)anilines 20 as "ultimate" carcinogens.Therefore, the activation of aromatic hydroxylamines by O-α-aminoacylation is of similar quality as by O-acetylation.