16252-53-2

Basic information

• Product Name: (2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one
• CAS NO: 16252-53-2
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.2219
• Mol File: 16252-53-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 383.4°C at 760 mmHg
• Flash Point: 152.1°C
• Density: 1.317g/cm³
• Vapor Pressure: 1.46E-06mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: (2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one(16252-53-2)
• EPA Substance Registry System: (2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one(16252-53-2)

Safety Data

• Hazardous Substances Data: 16252-53-2(Hazardous Substances Data)

Usage

General Description

(2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one is a chemical compound that belongs to the family of naphthalenones. It is a yellow solid compound with a molecular formula C12H12O3 and a molecular weight of 204.22 g/mol. (2E)-2-(hydroxymethylidene)-6-methoxy-3,4-dihydronaphthalen-1(2H)-one is known for its potential biological activities and is currently being researched for its pharmacological properties. It has been identified as a potential anti-inflammatory and antioxidant agent, and has shown promising results in various studies. Additionally, it has been evaluated for its potential application in the development of new drugs for the treatment of various diseases.

Upstream product

• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 62324-90-7 7-methoxy-4,5-dihydro-naphtho[2,1-d]isoxazole 
• 1402041-08-0 6-methoxy-2-methyl-3-(4-trifluoromethylbenzyl)naphthalene-1,4-dione 
• 1402041-10-4 3-(3,5-dimethoxybenzyl)-6-methoxy-2-methylnaphthalene-1,4-dione 
• 1402041-09-1 3-(2,5-dimethoxybenzyl)-6-methoxy-2-methylnaphthalene-1,4-dione 
• 52927-22-7 6-cyano-2-naphthol 
• 67886-70-8 2-cyano-6-methoxynaphthalene 
• 2472-02-8 (±)-6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carbaldehyde 
• 57595-75-2 7-methoxy-2-phenyl-4,5-dihydro-2H-benzo[g]indazole 
• 1402041-07-9 3-(4-bromobenzyl)-6-methoxy-2-methylnaphthalene-1,4-dione 
• 518360-20-8 2-(7-Methoxy-4,5-dihydrobenzo[g]indazol-1-yl)-1-methylethylamine 
• 74039-98-8 2-cyano-6-methoxy-2-methyl-1-tetralone 
• 27752-24-5 6-methoxy-2-methyl-3,4-dihydronaphthalen-1(2H)-one 
• 117661-44-6 7-methoxy-2-nitro-naphto<1,2-b>furan 
• 119047-56-2 1ζ-acetoxy-6-methoxy-2-(p-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydronaphthalene 

Relevant articles and documents

Probing Intramolecular Electron Transfer in Redox Tag Processes

Herein, we show that redox tag-guided intermolecular formal [2 + 2] cycloaddition can be used as a probe to investigate intramolecular single-electron transfer (SET) mechanisms. The efficacy of intramolecular SET can be evaluated in association with concomitant carbon-carbon bond formation and/or cleavage, leading to cycloaddition or cross-metathesis. Experimental and theoretical results suggest that the intramolecular SET is under both thermodynamic and kinetic control and can also occur through bonds, not only through space.

A Platform of Regioselective Methodologies to Access Polysubstituted 2-Methyl-1,4-naphthoquinone Derivatives: Scope and Limitations

A platform of synthetic methodologies has been established to access a focused library of polysubstituted 3-benzylmenadione derivatives functionalized on the aromatic ring of the naphthoquinone core. Two main routes were explored: 1) The naphthol route, starting from either an α-tetralone or a propiophenone, and 2) the regioselective Diels-Alder reaction, starting from various dienes and two 2-bromo-5(or 6)-methyl-1,4-benzoquinones. 6-Substituted 2-methylnaphthols were synthesized by using a xanthate-mediated free-radical addition/cyclization sequence for the construction of the 6-substituted menadione subunit. Furthermore, an efficient and simple new pathway that allows the formation of 6- or 7-substituted 3-(substituted-benzyl)menadione regioisomers from a common commercial scaffold has also been developed by the naphthol route, advantageous with regard to step economy. Our synthetic methodologies exemplified by 34 compounds have allowed structure-activity relationships to be deduced for use as the basis for the development of new antimalarial redox-active polysubstituted benzylmenadione derivatives.

TOTAL SYNTHESIS OF REDOX-ACTIVE 1.4-NAPHTHOQUINONES AND THEIR METABOLITES AND THEIR THERAPEUTIC USE AS ANTIMALARIAL AND SCHISTOMICIDAL AGENTS

Naphthoquinones, azanaphthoquinones and benxanthones, their process of synthesis and their use as antimalarial or antischistosomal agents.