1220891-22-4

Basic information

• Product Name: 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one
• Synonyms: 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one
• CAS NO: 1220891-22-4
• Molecular Formula: C10H10O3
• Molecular Weight: 178
• Mol File: 1220891-22-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one(1220891-22-4)
• EPA Substance Registry System: 3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one(1220891-22-4)

Safety Data

• Hazardous Substances Data: 1220891-22-4(Hazardous Substances Data)

Usage

General Description

3,4-Dihydro-3,4-dihydroxynaphthalen-1(2H)-one is a chemical compound that falls under the category of naphthalenes, a class of organic compounds characterized by a fused two-ring aromatic structure comparable to naphthalene's main skeleton. As a chemical, it exhibits hydroxy and ketone group characteristics due to the presence of hydroxyl and carbonyl functional groups in its structure. However, detailed and specific information regarding its properties, production methods, uses and safety measures is currently limited and not widely reported in the literature.

Upstream product

• 23190-43-4 (-)-(1S,2S)-trans-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene 

Relevant articles and documents

Unprecedented role of hydronaphthoquinone tautomers in biosynthesis

Quinones and hydroquinones are among the most common cellular cofactors, redox mediators, and natural products. Here, we report on the reduction of 2-hydroxynaphthoquinones to the stable 1,4-diketo tautomeric form of hydronaphthoquinones and their further reduction by fungal tetrahydroxynaphthalene reductase. The very high diastereomeric and enantiomeric excess, together with the high yield of cis-3,4-dihydroxy-1-tetralone, exclude an intermediary hydronaphthoquinone. Labeling experiments with NADPH and NADPD corroborated the formation of an unexpected 1,4-diketo tautomeric form of 2-hydroxyhydronaphthoquinone as a stable intermediate. Similar 1,4-diketo tautomers of hydronaphthoquinones were established as products of the NADPH-dependent enzymatic reduction of other 1,4-naphthoquinones, and as substrates for different members of the superfamily of short-chain dehydrogenases. We propose an essential role of hydroquinone diketo tautomers in biosynthesis and detoxification processes.