7473-18-9

Basic information

• Product Name: 2-ethoxynaphthalene-1,4-dione
• Synonyms: 1,4-naphthalenedione, 2-ethoxy-; 2-Methylmethoxy-1,4-naphthoquinone
• CAS NO: 7473-18-9
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.206
• Mol File: 7473-18-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 350.5°C at 760 mmHg
• Flash Point: 156.9°C
• Density: 1.23g/cm³
• Vapor Pressure: 4.37E-05mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: 2-ethoxynaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethoxynaphthalene-1,4-dione(7473-18-9)
• EPA Substance Registry System: 2-ethoxynaphthalene-1,4-dione(7473-18-9)

Safety Data

• Hazardous Substances Data: 7473-18-9(Hazardous Substances Data)

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 36417-25-1 2-hydroxy-1,4-naphthoquinone silver salt 
• 75-03-6 ethyl iodide 
• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 574-00-5 1,2-Dihydroxynaphthalene 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 130-15-4 [1,4]naphthoquinone 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 87-66-1 2-hydroxyresorcinol 
• 2066-93-5 3,4-dioxo-3,4-dihydro-naphthalene-1-sulfonic acid 
• 3188-13-4 ethyl chloromethyl ether 

Downstream Products

• 59641-32-6 2-chloro-3-(ethoxy)-1,4-naphthoquinone 
• 57182-49-7 2-(p-toluidino)-1,4-naphthoquinone 
• 6628-97-3 2-(phenylamino)naphthoquinone 
• 21720-68-3 2-(phenylamino)-4-(phenylimino)-1(4H)-naphthalenone 
• 94015-53-9 atovaquone 

Relevant articles and documents

Synthesis, biological evaluation, and correlation of cytotoxicity versus redox potential of 1,4-naphthoquinone derivatives

A series of 1,4-naphthoquinone derivatives of lawsone (1), 6-hydroxy-1,4-naphthoquinone (2), and juglone (3) were synthesized by alkylation, acylation, and sulfonylation reactions. The yields of lawsone derivatives 1a-1k (type A), 6-hydroxy-1,4-naphthoqui

Lawsone, Juglone, and β-Lapachone Derivatives with Enhanced Mitochondrial-Based Toxicity

Naphthoquinones are among the most active natural products obtained from plants and microorganisms. Naphthoquinones exert their biological activities through pleiotropic mechanisms that include reactivity against cell nucleophiles, generation of reactive oxygen species (ROS), and inhibition of proteins. Here, we report a mechanistic antiproliferative study performed in the yeast Saccharomyces cerevisiae for several derivatives of three important natural naphthoquinones: lawsone, juglone, and β-lapachone. We have found that (i) the free hydroxyl group of lawsone and juglone modulates toxicity; (ii) lawsone and juglone derivatives differ in their mechanisms of action, with ROS generation being more important for the former; and (iii) a subset of derivatives possess the capability to disrupt mitochondrial function, with β-lapachones being the most potent compounds in this respect. In addition, we have cross-compared yeast results with antibacterial and antitumor activities. We discuss the relationship between the mechanistic findings, the antiproliferative activities, and the physicochemical properties of the naphthoquinones.

COMPOSITIONS AND METHODS FOR TREATMENT OF PROSTATE CARCINOMA

Disclosed herein are 1,4-naphthoquinone analogs, pharmaceutical compositions that include one or more of such 1,4-naphthoquinone analogs, and methods of treating and/or ameliorating diseases and/or conditions associated with a cancer, such as prostate can