80387-79-7

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-Nitrophenyl)thiophene-2-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(4-Nitrophenyl)thiophene-2-carboxylic acid serves as a building block for the creation of novel agrochemicals, potentially enhancing crop protection and yield.
Used in Organic Electronic Devices:
5-(4-Nitrophenyl)thiophene-2-carboxylic acid is utilized in the development of organic electronic devices due to its electronic properties, contributing to the advancement of flexible electronics and other related technologies.
Used in Materials Science:
5-(4-NITROPHENYL)THIOPHENE-2-CARBOXYLIC& is employed in materials science for the synthesis of functional materials with tailored properties, such as conductivity, stability, and responsiveness to external stimuli.
Used in Organic Synthesis:
5-(4-Nitrophenyl)thiophene-2-carboxylic acid is used as a versatile intermediate in organic synthesis, enabling the production of a variety of organic compounds through reduction reactions and other chemical transformations.

InChI:InChI=1/C11H7NO4S/c13-11(14)10-6-5-9(17-10)7-1-3-8(4-2-7)12(15)16/h1-6H,(H,13,14)

Upstream product

• 1052113-14-0 [5-(4-Nitro-phenyl)-thiophen-2-yl]-oxo-acetic acid ethyl ester 
• 59156-21-7 2-(4-nitrophenyl)thiophene 
• 61100-12-7 methyl 5-(4-nitrophenyl)thiophene-2-carboxylate 
• 62224-19-5 5-bromo-2-thiophenecarboxylic acid methyl ester 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 

Downstream Products

• 80387-65-1 5-<4-(acetylamino)phenyl>-2-(methoxycarbonyl)thiophene 
• 80387-66-2 5-(4-Amino-phenyl)-thiophene-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis, characterization, and biological evaluation of new derivatives targeting MbtI as antitubercular agents

Tuberculosis (TB) causes millions of deaths every year, ranking as one of the most dangerous infectious diseases worldwide. Because several pathogenic strains of Mycobacterium tuberculosis (Mtb) have developed resistance against most of the established anti-TB drugs, new therapeutic options are urgently needed. An attractive target for the development of new antitubercular agents is the salicylate synthase MbtI, an essential enzyme for the mycobacterial siderophore biochemical machinery, absent in human cells. A set of analogues of I and II, two of the most potent MbtI inhibitors identified to date, was synthesized, characterized, and tested to elucidate the structural requirements for achieving an efficient MbtI inhibition and a potent antitubercular activity with this class of compounds. The structure-activity relationships (SAR) here discussed evidenced the importance of the furan as part of the pharmacophore and led to the preparation of six new compounds (IV-IX), which gave us the opportunity to examine a hitherto unexplored position of the phenyl ring. Among them emerged 5-(3-cyano-5-(trifluoromethyl)phenyl)furan-2-carboxylic acid (IV), endowed with comparable inhibitory properties to the previous leads, but a better antitubercular activity, which is a key issue in MbtI inhibitor research. Therefore, compound IV offers promising prospects for future studies on the development of novel agents against mycobacterial infections.

New Rearrangements of Arylhydrazones in Polyphosphoric Acid: Extension to the Thiophene and Indole Series. 5

The behavior toward polyphosphoric acid of arylhydrazones of a few heterocyclic carbonyl compounds of the thiophene and indole series is described.The phenylhydrazone and 2,6-dimethylphenylhydrazone of ethyl α-thienylglyoxylate gave ethyl 4- and 5-(4-aminoaryl)-α-thienylglyoxylate, arising from two different sigmatropic rearrangements.The N,3,5-trimethylphenylhydrazone of 2-methylindole-3-carboxaldehyde afforded the 4--2-methylindole-3-carboxaldehyde resulting from a sigmatropic rearrangement, while the 2,6-dimethylphenylhydrazone of the same carbonyl compound unexpectedly gave the 3-(4-amino-3,5-dimethylphenyl)-2-methylindole-3-carboxaldehyde generated through a sigmatropic reaction.Chemical evidences are given for the assigned structures.