103317-32-4

Basic information

• Product Name: 2-(2-bromophenyl)ethanethioamide
• Synonyms: 2-(2-bromophenyl)ethanethioamide
• CAS NO: 103317-32-4
• Molecular Formula: C₈H₈BrNS
• Molecular Weight: 230.12482
• Product Categories: Phenyls & Phenyl-Het
• Mol File: 103317-32-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-bromophenyl)ethanethioamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-bromophenyl)ethanethioamide(103317-32-4)
• EPA Substance Registry System: 2-(2-bromophenyl)ethanethioamide(103317-32-4)

Safety Data

• Hazardous Substances Data: 103317-32-4(Hazardous Substances Data)

Usage

Structure

A thioamide derivative with a bromophenyl group attached to the second carbon in the ethanethioamide chain

Type of compound

Chemical compound

Uses

Various chemical and pharmaceutical applications, including as an intermediate in the synthesis of other organic compounds and as a starting material for the preparation of biologically active molecules

Potential applications

Medicinal chemistry (requires further research to understand its properties and potential uses)

Upstream product

• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 18698-97-0 ortho-bromophenylacetic acid 
• 55116-09-1 2-bromophenylacetyl chloride 
• 65999-53-3 2-(2-bromophenyl)acetamide 

Downstream Products

• 870862-18-3 C₁₈H₁₃BrFNO₂S 
• 4521-30-6 benzo[b]thiophen-2-amine 
• 1351479-04-3 C₁₃H₁₂BrNO₂S 

Relevant articles and documents

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

The BF3·OEt2-assisted conversion of nitriles into thioamides with Lawesson's reagent

A method for the thiolysis of nitriles by applying Lawesson's reagent and facilitated by the addition of boron trifluoride-diethyl ether complex is reported. The method opens an easy access to primary thioamides. Aromatic, benzylic, and aliphatic nitriles were converted into the corresponding thioamides in high to quantitative yields (even in unfavorable cases, e.g., ortho-substitut-ed benzonitriles). The reaction was performed in 1,2-dimethoxyethane-tetrahydrofuran or toluene-diethyl ether solvent mixtures at 20-50°C, and exhibited considerable selectivity in the case of multifunctional nitrile substrates, such as cyanomethyl N-acetylphenylalaninate, benzoylacetonitrile, 4-cyanobenzamide, 4-acetylbenzonitrile, or pent-3-enenitrile. Georg Thieme Verlag Stuttgart.