55700-01-1

Usage

Derivative of naphthoquinone

Naphthoquinone-based structure 2-(benzyloxy)naphthalene-1,4-dione is derived from naphthoquinone, which is a basic structure consisting of two fused aromatic rings with a ketone group at both ends.

Benzyl group attachment

Oxygen atom A benzyl group (a phenylmethyl group) is attached to one of the oxygen atoms in the naphthoquinone structure, contributing to the compound's unique properties.

Organic synthesis

Precursor in organic reactions 2-(benzyloxy)naphthalene-1,4-dione is used as a starting material in various organic synthesis processes, allowing for the creation of a wide range of chemical compounds.

Pharmaceutical and dye production

Precursor for pharmaceuticals and dyes 2-(benzyloxy)naphthalene-1,4-dione serves as a precursor in the production of various pharmaceuticals and dyes, making it an important substance in the chemical industry.

Antioxidant properties

Strong antioxidant activity 2-(benzyloxy)naphthalene-1,4-dione exhibits strong antioxidant properties, which can help neutralize harmful free radicals and protect cells from oxidative damage.

Oxidative stress-related diseases

Potential treatment The compound is being studied for its potential use in the treatment of diseases related to oxidative stress, such as neurodegenerative disorders and cardiovascular diseases.

Organic electronic devices

Unique electron-accepting properties 2-(benzyloxy)naphthalene-1,4-dione has shown promise as a material for organic electronic devices due to its unique electron-accepting properties, which can be useful in applications such as organic solar cells and organic field-effect transistors.

Upstream product

• 100-39-0 benzyl bromide 
• 36417-25-1 2-hydroxy-1,4-naphthoquinone silver salt 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 620-05-3 iodomethylbenzene 
• 3587-60-8 Benzyloxymethyl chloride 
• 5392-12-1 2-methoxy-1-naphthaldehyde 
• 93-04-9 2-Methoxynaphthalene 
• 135-19-3 β-naphthol 
• 2348-82-5 2-methoxy-1,4-naphthoquinone 
• 70477-38-2 3,4-Dimethoxy-1-naphthol 
• 613-62-7 2-benzyloxynaphthalene 

Downstream Products

• 88381-82-2 4-Benzyloxy-1,2-dimethoxynaphthalin 
• 88381-79-7 2-Benzyloxy-1,4-dimethoxynaphthalin 

Relevant academic research and scientific papers

Unusual O-alkylation of 2-hydroxy-1,4-naphthoquinone utilizing alkoxymethyl chlorides

A new type of O-alkylation of 2-hydroxy-1,4-naphthoquinone with alkoxymethyl chlorides is described. The reaction course can be controlled by the choice of base and yields Oalkylated or O-alkoxymethylated products in high yield with high selectivity.

Synthesis of 2-alkoxy 1,4-naphthoquinone derivatives as antiplatelet, antiinflammatory, and antiallergic agents

In our continuing search for novel antiplatelet, antiallergic, and antiinflammatory agents, 2-alkoxy derivatives of 1,4-naphthoquinone were prepared. Some of these compounds showed significant antiplatelet, antiallergic, and antiinflammatory activities. A

COMPOUNDS FOR THE TREATMENT OF NEUROLOGICAL OR MITOCHONDRIAL DISEASES

Compounds and methods are provided for the treatment of neurological or mitochondrial diseases, including epilepsy. In some embodiments, the compounds are substituted 1,4- naphthoquinones.

Synthesis of pharmacologically important naphthoquinones and anticancer activity of 2-benzyllawsone through DNA topoisomerase-II inhibition

Naphthoquinones are naturally occurring biologically active entities. Practical de novo syntheses of three naphthoquinones i.e. lawsone (1), lapachol (2), and β-lapachone (3b) have been achieved from commercially available starting materials. The conversion of lapachol (2) to β-lapachone (3b) was achieved through p-TSA/Iodine/BF3-etherate mediated regioselective cyclisation. Further, 2-alkyl and 2-benzyllawsone derivatives have been prepared as possible anticancer agents. Four derivatives exhibited significant anticancer activity and the best analogue i.e. compound 21a exhibited potential anticancer activity (IC50?=?5.2?μM) against FaDu cell line. Compound 21a induced apoptosis through activation of caspase pathway and exerted cell cycle arrest at S phase in FaDU cells. It also exhibited significant topoisomerase-II inhibition activity. Compound 21a was found to be safe in Swiss albino mice up to 1000?mg/kg oral dose.

Unusual, chemoselective etherification of 2-hydroxy-1,4-naphthoquinone derivatives utilizing alkoxymethyl chlorides: Scope, mechanism and application to the synthesis of biologically active natural product (±)-lantalucratin C

A novel etherification of 2-hydroxy-1,4-naphthoquinone derivatives with alkoxyalkyl chlorides and hydride bases is described. Precise study of the conditions and substrate scope suggested that the reaction occurs specifically in the molecule having a 2-hydroxy-1,4-benzoquinone skeleton. A chemoselective O-methylation reaction was achieved to afford a synthetically important intermediate, which offered easy access to a natural product possessing anti-tumor activity.