58472-26-7

Basic information

• Product Name: 2-hydroxy-7-methylnaphthalene-1,4-dione
• Synonyms: 2-hydroxy-7-methylnaphthalene-1,4-dione
• CAS NO: 58472-26-7
• Molecular Weight: 188.183
• Mol File: 58472-26-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-hydroxy-7-methylnaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-7-methylnaphthalene-1,4-dione(58472-26-7)
• EPA Substance Registry System: 2-hydroxy-7-methylnaphthalene-1,4-dione(58472-26-7)

Safety Data

• Hazardous Substances Data: 58472-26-7(Hazardous Substances Data)

Upstream product

• 27835-00-3 ethyl (4-methylbenzoyl)acetate 
• 4521-22-6 4-(4-methylphenyl)butyric acid 
• 22009-37-6 7-methyl-3,4-dihydro-2H-naphthalen-1-one 

Downstream Products

• 1312991-05-1 (R)-3-hydroxy-6-methyl-2-(2-nitro-1-phenylethyl)-1,4-naphthoquinone 
• 1312991-06-2 (R)-3-hydroxy-6-methyl-2-[1-(4-methylphenyl)-2-nitroethyl]-1,4-naphthoquinone 

Relevant articles and documents

Friedel-Crafts Coordinated Processes: Highly Selective Synthesis of Hydroxynaphthoquinones

Simple preparation of ethyl 3-hydroxy-1,4-naphthoquinone-2-carboxylates 2 including heterocyclic analogs is accomplished by C-regioselective bis-acylation of aromatic and heteroaromatic β-keto esters 1.Compounds 2 are readily hydrolyzed and decarboxylated to the corresponding 2-hydroxy-1,4-naphthoquinone derivatives 3.

Synthesis and antiallergic activity of 2 hydroxy 3 nitro 1,4 naphthoquinones

A selection of novel 2-hydroxy-3-nitro-1,4-naphthoquinones are shown to be potent inhibitors of rat passive cutaneous anaphylaxis (PCA) and to have highest potency with alkyl substitution at both C-6 and C-7. The most potent compounds were 7c and 7e which produced a 50% inhibition in the rat PCA test at doses of about 10 μM/kg following subcutaneous administration and showed activity after oral administration. Related 4-hydroxy-3-nitro-2(1H)-naphthalenones had no effect on rat PCA in doses up to 500 μM/kg.