57543-70-1

Basic information

• Product Name: 7-METHOXY-2H-CHROMENE-3-CARBONITRILE
• Synonyms: 7-METHOXY-2H-CHROMENE-3-CARBONITRILE;2H-1-Benzopyran-3-carbonitrile, 7-methoxy-
• CAS NO: 57543-70-1
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Mol File: 57543-70-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 7-METHOXY-2H-CHROMENE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-2H-CHROMENE-3-CARBONITRILE(57543-70-1)
• EPA Substance Registry System: 7-METHOXY-2H-CHROMENE-3-CARBONITRILE(57543-70-1)

Safety Data

• Hazardous Substances Data: 57543-70-1(Hazardous Substances Data)

Usage

General Description

7-Methoxy-2H-chromene-3-carbonitrile is a chemical compound with the molecular formula C11H7NO3. It is a chromene derivative with a methoxy group attached to the 7th position of the chromene ring and a nitrile group at the 3rd position. 7-METHOXY-2H-CHROMENE-3-CARBONITRILE has potential applications in the fields of organic synthesis and medicinal chemistry, as it possesses interesting biological properties. Its structure and reactivity make it a suitable candidate for the development of new drugs or pharmaceutical products. Additionally, its chromene core makes it a promising candidate for the development of fluorescent probes or other materials for biochemical assays. Overall, 7-Methoxy-2H-chromene-3-carbonitrile is a versatile compound with potential applications in various industries.

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

Upstream product

• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 108-46-3 recorcinol 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 107-13-1 acrylonitrile 

Downstream Products

• 57543-60-9 acide methoxy-7 2H chromene carboxylique-3 
• 1195865-08-7 (Z)-3-ethoxymethyl-7-methoxy-2-phenylimino-2H-chromene 
• 76322-24-2 7-methoxychroman-3-one 

Relevant articles and documents

A spectroscopic insight into the interaction of chromene 1,2,4-oxadiazole-based compounds with bovine serum albumin

Four synthesized 2H-chromene-based 1,2,4-oxadiazole compounds (6a-6d) were studied for binding with bovine serum albumin (BSA) by different spectroscopic and thermodynamic analyses. A molecular docking program was used to find out the possible binding sites and binding affinity of 2H-chromene based 1,2,4-oxadiazole compounds with bovine serum albumin (BSA). The intrinsic fluorescence of BSA was quenched by these compounds through static quenching mechanism, and the estimated binding constant (Kb) value was found to be 1.5 × 103–10 × 103. The conformational changes of BSA were monitored by circular dichroism analysis, and it was observed that BSA is structurally stable in the presence of these compounds. The thermodynamic results indicated that the interaction process is spontaneous and the binding between oxadiazole compounds and BSA is mainly driven by hydrogen bonding and van der Waals forces. This study would be helpful to understand the biological benefits of oxadiazole-based compounds as well as the nature of interactions with biomolecules. Graphic abstract: [Figure not available: see fulltext.].

One pot, three component 1,3 dipolar cycloaddition: Regio and diastereoselective synthesis of spiropyrrolidinyl indenoquinoxaline derivatives

A competent and highly discriminating one-pot synthesis of highly diversified novel functionalized indenoquinoxalone grafted spiropyrrolidine linked chromene-3-carbonitrile conjugates accumulating three pharmocophoric cores, heterocyclic indenoquinoxalone, pyrrolidines and chromene-3-carbonitrile in a single molecular framework by means of 1,3-dipolar cycloaddition reaction between indenoquinoxalone, proline/benzyl amine and chromene-3-carbonitrile in ethanol under classical and microwave conditions is described. The three component 1,3-dipolar cycloaddition reaction proceeds via in situ generation of azomethine ylides by the decarboxylative condensation of indenoquinoxalone with proline/benzyl amine and their selectivity towards the endo cyclic double bonds of dipolarophile (chromene-3-carbonitrile) leading to the formation of highly functionalised regio- and diastereoselective molecular hybrids. This methodology exemplifies the green chemistry protocol such as mild reaction conditions, high yields, one-pot procedure and operational simplicity.

Rational design and synthesis of novel 2-(substituted-2H-chromen-3-yl)-5-aryl-1H-imidazole derivatives as an anti-angiogenesis and anti-cancer agent

Based on earlier proven pharmacophore analogues of cancer a novel 2-(substituted-2H-chromen-3-yl)-5-aryl-1H-imidazoles (13-16) were rationally designed and synthesized by the reaction of chromene-3-carboxylic acids (10a-d) with substituted acyl bromides in the presence of TEA followed by refluxing with NH4OAc in toluene. Compounds 13-16 were screened in vitro for the inhibition of KRAS/Wnt and their anti-angiogenesis properties. Compound 16f has been identified as a potent anti-angiogenesis molecule, which can be considered as a new lead structure. The molecular docking analysis displayed the higher binding affinity of 16f with KRAS, Wnt and VEGF.