1189394-66-8

Basic information

• Product Name: 2-(4-bromobenzoyl)-3-methylnaphthalene-1,4-dione
• Synonyms: 2-(4-bromobenzoyl)-3-methylnaphthalene-1,4-dione
• CAS NO: 1189394-66-8
• Molecular Weight: 355.188
• Mol File: 1189394-66-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(4-bromobenzoyl)-3-methylnaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-bromobenzoyl)-3-methylnaphthalene-1,4-dione(1189394-66-8)
• EPA Substance Registry System: 2-(4-bromobenzoyl)-3-methylnaphthalene-1,4-dione(1189394-66-8)

Safety Data

• Hazardous Substances Data: 1189394-66-8(Hazardous Substances Data)

Upstream product

• 586-76-5 4-Bromobenzoic acid 
• 53772-19-3 1,4-dimethoxy-2-methylnaphthalene 
• 58-27-5 menadione 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 1189394-00-0 2-(4-bromobenzyl)-3-methylnaphthalene-1,4-dione 

Relevant articles and documents

A Mild and Versatile Friedel–Crafts Methodology for the Diversity-Oriented Synthesis of Redox-Active 3-Benzoylmenadiones with Tunable Redox Potentials

A series of highly diversified 3-aroylmenadiones was prepared by a new Friedel–Crafts acylation variant/oxidative demethylation strategy. A mild and versatile acylation was performed between 1,4-dimethoxy-2-methylnaphthalene and various activated/deactivated benzoic and heteroaromatic carboxylic acids, in the presence of mixed trifluoroacetic anhydride and triflic acid, at room temperature and in air. The 1,4-dimethoxy-2-methylnaphthalene-derived benzophenones were isolated in high yield, and submitted to oxidative demethylation with cerium ammonium nitrate to produce 3-benzoylmenadiones. All 1,4-naphthoquinone derivatives were investigated as redox-active electrophores by cyclic voltammetry. The electrochemical data recorded for 3-acylated menadiones are characterized by a second redox process, the potentials of which cover a wide range of values (500 mV). These data emphasize the ability of the generated structural diversity at the 3-aroyl chain of these electrophores to fine-tune their corresponding redox potentials. These properties are of significance in the context of antimalarial drug development and understanding of the mechanism of bioactivation/action.

Glutathione reductase-catalyzed cascade of redox reactions to bioactivate potent antimalarial 1,4-naphthoquinones - A new strategy to combat malarial parasites

Our work on targeting redox equilibria of malarial parasites propagating in red blood cells has led to the selection of six 1,4-naphthoquinones, which are active at nanomolar concentrations against the human pathogen Plasmodium falciparum in culture and a