70063-61-5

Basic information

• Product Name: 5-hydroxy-7-methoxynaphthalene-1,4-dione
• Synonyms: 1,4-Naphthalenedione, 5-hydroxy-7-methoxy-
• CAS NO: 70063-61-5
• Molecular Formula: C₁₁H₈O₄
• Molecular Weight: 204.1788
• Mol File: 70063-61-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 456.5°C at 760 mmHg
• Flash Point: 188.1°C
• Density: 1.408g/cm³
• Vapor Pressure: 5.95E-09mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 5-hydroxy-7-methoxynaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-7-methoxynaphthalene-1,4-dione(70063-61-5)
• EPA Substance Registry System: 5-hydroxy-7-methoxynaphthalene-1,4-dione(70063-61-5)

Safety Data

• Hazardous Substances Data: 70063-61-5(Hazardous Substances Data)

Upstream product

• 695-99-8 2-Chloro-1,4-benzoquinone 
• 116888-92-7 1-tert-butoxy-3-methoxy-1-(trimethylsilyloxy)buta-1,3-diene 

Downstream Products

• 22268-16-2 (1RS,2SR,3SR,4RS)-1,2,3,4-tetrahydro-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-9,10-anthraquinone 
• 116948-40-4 rac-altersolanol 
• 22225-63-4 1-hydroxy-3-methoxy-6-methylanthracene-9,10-dione 

Relevant articles and documents

rac-Altersolanol A and Related Tetrahydroanthraquinones, Total Synthesis and Cytotoxic Properties

A key step in the first synthesis of racemic altersolanol A (1a) is the regioselective Diels-Alder reaction of 5-acetoxy-7-methoxy-1,4-naphthoquinone (12) with 2-methyl-1-(trimethylsiloxy)-1,3-butadiene (13) to afford the adduct 14.The structure of 14 has been confirmed by X-ray measurements.The hydroxy groups of ring A are introduced by epoxidation of 14 to 20, rearrangement to the allylic alcohol 26, epoxidation to 31, and opening of the oxirane to rac-altersolanol A (1a).Similar products were obtained starting from juglone (15).Many of the intermediate epoxidesand also compounds 42-44 show remarkable cytotoxicity in cell cultures but all compounds were too toxic to be useful as anticancer agents.