3685-48-1

Usage

Uses

Used in Pharmaceutical Industry:
3-Thiophenepropionic acid is used as a key building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications. Its anti-inflammatory and antioxidant properties make it particularly valuable in the creation of medications aimed at treating inflammatory and oxidative stress-related conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Thiophenepropionic acid serves as an essential intermediate in the production of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in protecting crops from pests and diseases, thereby contributing to increased agricultural productivity.
Used in Specialty Chemicals Production:
3-Thiophenepropionic acid is utilized as an intermediate in the manufacture of fragrances, dyes, and other specialty chemicals. Its unique chemical structure allows for the creation of a wide range of products with specific properties, catering to various industrial needs.
Used in Research and Development:
Due to its potential therapeutic applications and chemical properties, 3-Thiophenepropionic acid is also used in research and development settings. Scientists and researchers explore its capabilities in various fields, including medicinal chemistry, material science, and synthetic organic chemistry, to discover new applications and improve existing ones.

InChI:InChI=1/C7H9NO2S/c8-6(7(9)10)3-5-1-2-11-4-5/h1-2,4,6H,3,8H2,(H,9,10)/t6-/m0/s1

Upstream product

• 380301-92-8 acetylamino-[3]thienylmethyl-malonic acid diethyl ester 
• 34846-44-1 3-Bromomethylthiophene 
• 53255-74-6 3-(thiophen-3-yl)-2-thioxopropanoic acid 
• 71637-34-8 3-hydroxymethyl-thiophene 
• 2746-23-8 3-(chloromethyl)thiophene 
• 498-62-4 3-thiophene carboxaldehyde 
• 811860-66-9 (rac)-2-formylamino-3-thiophen-3-yl-propionic acid 
• 811860-61-4 2-(hydroxyimino)-3-(thiophen-3-yl)propanoic acid 

Downstream Products

• 22574-47-6 D-2-amino-3-thiophen-3-yl-propionic acid 
• 1195-52-4 trans-3-(3-thienyl)acrylic acid 
• 220497-90-5 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-thiophen-3-yl-propionic acid 

Relevant academic research and scientific papers

The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley

Acrylic acids and alanines substituted with heteroaryl groups at the β-position were synthesized and spectroscopically characterized (UV, HRMS, 1H NMR, and 13C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammonia lyase (PAL), the latter compounds are inhibitors. Exceptions are thiophen-3-yl-alanine, a moderate substrate and furan-3-yl-alanine, which is inert. Possible reasons for these exceptions are discussed. Starting from racemic het eroaryl-2-alanines their D-enantiomers were prepared by using a stereodestructive procedure. From the heteroaryl-2- acrylates, the L-enantiomers of the heteroaryl-2-alanines were prepared at high ammonia concentration. These results can be best explained by a Friedel - Crafts-type electrophilic attack at the aromatic part of the substrates as the initial step of the PAL reaction.

Improved preparation of racemic 2-amino-3-(heteroaryl)propanoic acids and related compounds containing a furan or thiophene nucleus

Racemic 2-amino-3-(heteroaryl)propanoic acids (1), mostly with a furan or thiophene nucleus as a heteroaryl group, were synthesized in 48-94% yield by the reduction of 3-(heteroaryl)-2-(hydroxyimino)propanoic acids (5) with zinc dust and formic acid in the presence of a catalytic amount of iron dust at 60°C for 2 h. Under these conditions, unfavorable hydrogenolysis of bromine on the thiophene nucleus does not occur. Traditional Nformylation of the prepared 3-(heteroaryl)alanine (1) with a mixture of formic acid and acetic anhydride afforded 2-(formylamino)-3-(heteroaryl)propanoic acids (6) in 51-95% yield.

Inhibitors of interleukin-1β converting enzyme

The present invention relates to novel classes of compounds which are inhibitors of interleukin-1β converting enzyme. The ICE inhibitors of this invention are characterized by specific structural and physicochemical features. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting ICE activity and consequently, may be advantageously used as agents against interleukin-1 mediated diseases, including inflammatory diseases, autoimmune diseases and neurodegenerative diseases. This invention also relates to methods for inhibiting ICE activity and methods for treating interleukin-1 mediated diseases using the compounds and compositions of this invention.