57543-69-8

Basic information

• Product Name: 8-METHOXY-2H-CHROMENE-3-CARBONITRILE
• Synonyms: 8-METHOXY-2H-CHROMENE-3-CARBONITRILE;2-(BENZYLOXY)-1-BROMO-6-METHOXYNAPHTHALENE
• CAS NO: 57543-69-8
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Mol File: 57543-69-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 105-106°
• Boiling Point: 344.4°Cat760mmHg
• Flash Point: 141.8°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 6.61E-05mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: 8-METHOXY-2H-CHROMENE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHOXY-2H-CHROMENE-3-CARBONITRILE(57543-69-8)
• EPA Substance Registry System: 8-METHOXY-2H-CHROMENE-3-CARBONITRILE(57543-69-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 57543-69-8(Hazardous Substances Data)

Usage

General Description

8-Methoxy-2H-chromene-3-carbonitrile is a chemical compound often used in various forms of chemical research. This organic compound belongs to the class of organic compounds known as benzopyrans, which are characterized by a benzene ring fused to a pyran ring. Not much information is available regarding its eclectic properties or practical uses. As with all chemical compounds, it should be handled and stored carefully to prevent unnecessary exposure and maintain its integrity for use in experimentation or other applications. The safety and potential hazards associated with its use are typically detailed in Material Safety Data Sheets provided by the supplier.

InChI:InChI=1/C11H9NO2/c1-13-10-4-2-3-9-5-8(6-12)7-14-11(9)10/h2-5H,7H2,1H3

Upstream product

• 57543-38-1 8-methoxy-2H-chromene-3-carbaldehyde 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 107-13-1 acrylonitrile 

Downstream Products

• 1195865-10-1 (Z)-3-ethoxymethyl-8-methoxy-2-phenylimino-2H-chromene 
• 57543-38-1 8-methoxy-2H-chromene-3-carbaldehyde 

Relevant articles and documents

Synthesis, characterization, and antifungal activity of novel chromene oxadiazole based dithiocarbamates

A series of novel conjugated chromene oxadiazole-based dithiocarbamate (5a–i) derivatives have been synthesized from oxadiazole (4a–c) intermediates with carbon disulfide. The structures of all the newly synthesized compounds were established by IR, NMR, and Mass spectral analysis. The synthesized derivatives were screened for their antifungal activity against Aspergillus niger fungal strain and the results showed that some of the derivatives were found to exhibit good antifungal activity.

Design and Synthesis of Novel 2-Substituted-Benzyl-5-(2-Methylbenzofuran-3-yl)-2H-Tetrazoles: Anti-Proliferative Activity

Abstract: A new series of 2,5-regioselective benzofuran-tetrazole hybrids (XIIIa–XIIIp) were synthesised from 2H-chromene-3-carbonitriles (IXa), (IXb) in multi steps approach under mild reaction conditions in good yields and evaluated their anti-proliferative activity against HCT116 and Miapaca2 cell lines. Wherein compounds (XIIIe) (IC50: 3.19 μM) and (XIIIm) (IC50: 2.25 μM) were displayed highest anti-proliferative activity in both cell lines. Molecular docking and SAR studies revealed the in vitro results with target Proto-oncogene tyrosine kinase Src protein.

Microwave-Assisted Rapid and Efficient Synthesis of New Series of Chromene-Based 1,2,4-Oxadiazole Derivatives and Evaluation of Antibacterial Activity with Molecular Docking Investigation

A new series of novel chromene-based oxadiazole derivatives were synthesized from a variety of chromene-based amidoximes with readily available carboxylic acids under conventional oil bath heating as well as under microwave irradiation. The use of commercially available EDCI and HOBt as coupling reagents in DMF combined with microwave heating resulted in high yields and purities of the product 1,2,4-oxadiazoles in an expeditious manner. This methodology is successfully applied to synthesize 18 numbers of new 2H-chromene-substituted 1,2,4-oxadiazole derivatives in good to high yields. The structure of the product was ascertained by X-ray crystallographic analysis. All the synthesized compounds were evaluated for their in vitro antibacterial activity against two different pathogenic bacterial strains, that is, Escherichia coli (MTCC614) and Klebsiella pneumoniae (MTCC4031). The obtained results from in vitro antimicrobial assays indicated that 6g and 6h exhibited good antibacterial activity nearer to the standard drug, gentamicin. The molecular docking studies showed that compounds 6g and 6h show hydrogen bonding interaction with the bacterial target DNA gyrase of E.?coli.