61416-92-0

Basic information

• Product Name: 1,4-Naphthalenedione, 2-acetyl-3-(phenylamino)-
• CAS NO: 61416-92-0
• Molecular Formula: C18H13NO3
• Molecular Weight: 291.306
• Mol File: 61416-92-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-Naphthalenedione, 2-acetyl-3-(phenylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Naphthalenedione, 2-acetyl-3-(phenylamino)-(61416-92-0)
• EPA Substance Registry System: 1,4-Naphthalenedione, 2-acetyl-3-(phenylamino)-(61416-92-0)

Safety Data

• Hazardous Substances Data: 61416-92-0(Hazardous Substances Data)

Upstream product

• 5813-57-0 2-acetyl-1,4-naphthoquinone 
• 62-53-3 aniline 
• 40420-48-2 2-acetylnaphthalene-1,4-diol 

Relevant articles and documents

Synthetic approaches and: In vitro cytotoxic evaluation of 2-acyl-3-(3,4,5-trimethoxyanilino)-1,4-naphthoquinones

2-Acyl-1,4-naphthoquinones react with 3,4,5-trimethoxyaniline, under aerobic conditions, to give benzophenanthridinequinone, benzocarbazole and 2-acyl-3-(3,4,5-trimethoxyanilino)-1,4-naphthoquinone derivatives. The formation of the heterocyclic compounds is discussed in terms of the ring closure of C-C Michael type adduct intermediates through two alternative N-C-bond formations. The propensity of the substrates to undergo preferential C-C instead of C-N bond formation and the further heterocyclization of the C-C Michael type adduct intermediates is rationalized by using product stability parameters assessed by DFT calculations. Preliminary results are reported on a convenient access towards 2-acyl-3-(3,4,5-trimethoxyanilino)-1,4-naphthoquinones from 2-acylnaphthoquinones and their cytotoxic activities on cancer cells.