25107-59-9

Basic information

• Product Name: 1,2-Naphthalenedione, 4-[(4-methoxyphenyl)amino]-
• CAS NO: 25107-59-9
• Molecular Formula: C17H13NO3
• Molecular Weight: 279.295
• Mol File: 25107-59-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,2-Naphthalenedione, 4-[(4-methoxyphenyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Naphthalenedione, 4-[(4-methoxyphenyl)amino]-(25107-59-9)
• EPA Substance Registry System: 1,2-Naphthalenedione, 4-[(4-methoxyphenyl)amino]-(25107-59-9)

Safety Data

• Hazardous Substances Data: 25107-59-9(Hazardous Substances Data)

Upstream product

• 23673-39-4 4-diethylamino-1,2-naphthoquinone 
• 521-24-4 sodium 1,2-naphthoquinone-4-sulfonate 
• 104-94-9 4-methoxy-aniline 
• 25107-82-8 [4-(piperidin-1-yl)naphthalene-1,2-dione] 
• 116-63-2 1-amino-2-naphthol-4-sulfonic acid 

Downstream Products

• 1417543-39-5 C₁₇H₁₄N₂O₃ 
• 75139-97-8 2-Methoxy-4-[(E)-4-methoxy-phenylimino]-4H-naphthalen-1-one 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 

Relevant articles and documents

Discovery of naphtho[1,2-d]oxazole derivatives as potential anti-HCV agents through inducing heme oxygenase-1 expression

A number of naphtho[1,2-d]oxazole derivatives were synthesized and evaluated for their anti-HCV virus activity. Among them, compound 18 was the most active, exhibited approximately 21-folds more active anti-HCV activity (IC50 of 0.63 μM) than t

Synthesis of quinone imine and sulphur-containing compounds with antitumor and trypanocidal activities: Redox and biological implications

Ortho-Quinones represent a special class of redox active compounds associated with a spectrum of pronounced biological activities, including selective cytotoxicity and antimicrobial actions. The modification of the quinone ring by simple nitrogen and sulphur substitutions leads to several new classes of compounds with their own, distinct redox behaviour and equally distinct activities against cancer cell lines and Trypanosoma cruzi. Some of the compounds investigated show activity against T. cruzi at concentrations of 24.3 and 65.6 μM with a selectivity index of around 1. These results demonstrate that simple chemical modifications on the ortho-quinone ring system, in particular, by heteroatoms such as nitrogen and sulphur, transform these simple redox molecules into powerful cytotoxic agents with considerable "potential", not only in synthesis and electrochemistry, but also, in a broader sense, in health sciences. This journal is

Selective Inhibitors of Human Liver Carboxylesterase Based on a β-Lapachone Scaffold: Novel Reagents for Reaction Profiling

Carboxylesterases (CEs) are ubiquitous enzymes that are responsible for the metabolism of xenobiotics, including drugs such as irinotecan and oseltamivir. Inhibition of CEs significantly modulates the efficacy of such agents. We report here that β-lapachone is a potent, reversible CE inhibitor with Ki values in the nanomolar range. A series of amino and phenoxy analogues have been synthesized, and although the former are very poor inhibitors, the latter compounds are highly effective in modulating CE activity. Our data demonstrate that tautomerism of the amino derivatives to the imino forms likely accounts for their loss in biological activity. A series of N-methylated amino derivatives, which are unable to undergo such tautomerism, were equal in potency to the phenoxy analogues and demonstrated selectivity for the liver enzyme hCE1. These specific inhibitors, which are active in cell culture models, will be exceptionally useful reagents for reaction profiling of esterified drugs in complex biological samples.