6296-09-9

Basic information

• Product Name: (3Z)-3-[(4-methylphenyl)imino]-2-benzofuran-1(3H)-one
• CAS NO: 6296-09-9
• Molecular Formula: C₁₅H₁₁NO₂
• Molecular Weight: 237.2533
• Mol File: 6296-09-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 396.9°C at 760 mmHg
• Flash Point: 188.7°C
• Density: 1.2g/cm³
• Vapor Pressure: 1.66E-06mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: (3Z)-3-[(4-methylphenyl)imino]-2-benzofuran-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-3-[(4-methylphenyl)imino]-2-benzofuran-1(3H)-one(6296-09-9)
• EPA Substance Registry System: (3Z)-3-[(4-methylphenyl)imino]-2-benzofuran-1(3H)-one(6296-09-9)

Safety Data

• Hazardous Substances Data: 6296-09-9(Hazardous Substances Data)

Usage

General Description

The chemical (3Z)-3-[(4-methylphenyl)imino]-2-benzofuran-1(3H)-one is a compound with the molecular formula C16H13NO2. It is a benzofuran derivative with a benzene ring and a furan ring. The compound has a 3Z configuration, indicating the arrangement of its double bond. It contains a methylphenyl group and an imino moiety, giving it potential applications in pharmaceuticals and organic synthesis. Its distinct chemical structure makes it interesting for further research and potential industrial use.

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Relevant articles and documents

Synthetic strategy and antiviral evaluation of diamide containing heterocycles targeting dengue and yellow fever virus

High-Throughput screening of a subset of the CD3 chemical library (Centre for Drug Design and Discovery; KU Leuven) provided us with a lead compound 1, displaying low micromolar potency against dengue virus and yellow fever virus. Within a project aimed at discovering new inhibitors of flaviviruses, substitution of its central imidazole ring led to synthesis of variably substituted pyrazine dicarboxylamides and phthalic diamides, which were evaluated in cell-based assays for cytotoxicity and antiviral activity against the dengue virus (DENV) and yellow fever virus (YFV). Fourteen compounds inhibited DENV replication (EC50 ranging between 0.5 and 3.4 1/4M), with compounds 6b and 6d being the most potent inhibitors (EC50 0.5 1/4M) with selectivity indices (SI) > 235. Compound 7a likewise exhibited anti-DENV activity with an EC50 of 0.5 1/4M and an SI of >235. In addition, good antiviral activity of seven compounds in the series was also noted against the YFV with EC50 values ranging between 0.4 and 3.3 1/4M, with compound 6n being the most potent for this series with an EC50 0.4 1/4M and a selectivity index of >34. Finally, reversal of one of the central amide bonds as in series 13 proved deleterious to the inhibitory activity.

A NEW METHOD FOR THE SYNTHESIS OF N-ARYLPHTHALISOIMIDES

N-arylphthalisoimides have been synthesized in almost quantitative yields by the reaction, under very mild conditions, of 3,3-dichlorphthalide with aromatic amines.