37033-97-9

Basic information

• Product Name: alpha-(Phenylmethylene)-2-thiopheneacetonitrile
• Synonyms: alpha-(Phenylmethylene)-2-thiopheneacetonitrile; 3-phenyl-2-thiophen-2-ylprop-2-enenitrile
• CAS NO: 37033-97-9
• Molecular Formula: C13H9NS
• Molecular Weight: 0
• Mol File: 37033-97-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 341.4°C at 760 mmHg
• Flash Point: 160.2°C
• Appearance: /
• Density: 1.204g/cm³
• Vapor Pressure: 8.09E-05mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: alpha-(Phenylmethylene)-2-thiopheneacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-(Phenylmethylene)-2-thiopheneacetonitrile(37033-97-9)
• EPA Substance Registry System: alpha-(Phenylmethylene)-2-thiopheneacetonitrile(37033-97-9)

Safety Data

• Hazardous Substances Data: 37033-97-9(Hazardous Substances Data)

Usage

Physical State

Yellow solid

Molecular Weight

227.29 \, \textg/mol

Applications

Commonly used in organic synthesis
Building block for pharmaceuticals, agrochemicals, and other organic compounds

Chemical Structure

Contains a thiophene ring and a nitrile group

Versatility

Acts as a versatile intermediate in various chemical reactions and transformations

Biological Activities

Possesses potential biological activities
Subject of interest in medicinal chemistry research

Safety Considerations

Should be handled with caution
May have hazardous properties
Proper safety procedures should be followed when handling and using this compound

InChI:InChI=1/C13H9NS/c14-10-12(13-7-4-8-15-13)9-11-5-2-1-3-6-11/h1-9H

Upstream product

• 20893-30-5 2-cyanomethylthiophene 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 100-53-8 phenylmethanethiol 
• 765-50-4 2-Chloromethylthiophene 

Relevant articles and documents

Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions

Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.

Antiproliferative activity and mode of action analysis of novel amino and amido substituted phenantrene and naphtho[2,1-b]thiophene derivatives

Herein we present and describe the design and synthesis of novel phenantrene derivatives substituted with either amino or amido side chains and their biological activity. Antiproliferative activities were assessed in vitro on a panel of human cancer cell lines. Tested compounds showed moderate activity against cancer cells in comparison with 5-fluorouracile. Among all tested compounds, some compounds substituted with cyano groups showed a pronounced and selective activity in the nanomolar range of inhibitory concentrations against HeLa and HepG2. The strongest selective activity against HeLa cells was observed for acrylonitriles 8 and 11 and their cyclic analogues 15 and 17 substituted with two cyano groups with a corresponding IC50 = 0.33, 0.21, 0.65 and 0.45 μM, respectively. Compounds 11 showed the most pronounced selectivity being almost non cytotoxic to normal fibroblasts. Additionally, mode of biological action analysis was performed in silico and in vitro by Western blot analysis of HIF-1-α relative expression for compounds 8 and 11.

Benzannelated Analogs of Phenanthro- and thiophene: Synthesis and Structural Characterization by Two-Dimensional NMR and X-Ray Techniques

Syntheses of benzophenanthrothiophene, benzophenanthrothiophene and their 1-methyl analogs are reported as potential constituents of solvent refined coal liquids and for mutagenicity testing.The attempted synthesis of the 13-methyl