21676-88-0

Usage

Uses

Used in Pharmaceutical Industry:
4-Phenylthiophene-2-carboxylic acid is used as a chemical intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and medications. Its stable and inert nature allows for its use in complex chemical reactions without compromising the integrity of the final product.
Used in Chemical Synthesis:
4-Phenylthiophene-2-carboxylic acid is used as a building block in the synthesis of various other compounds, including those with potential applications in different industries. Its ability to undergo reactions under certain conditions makes it a valuable component in the creation of new chemical entities.

InChI:InChI=1/C11H8O2S/c12-11(13)10-6-9(7-14-10)8-4-2-1-3-5-8/h1-7H,(H,12,13)

Upstream product

• 22252-92-2 3-hydroxy-2-phenylacrylonitrile 
• 82437-64-7 methyl 3-amino-4-phenyl-2-thiophenecarboxylate 
• 124-38-9 carbon dioxide 
• 2404-87-7 3-phenylthiophene 
• 16694-18-1 4-bromo-thiophene-2-carboxylic acid 
• 98-80-6 phenylboronic acid 
• 26170-87-6 4-phenylthiophene-2-carbaldehyde 
• 1383628-99-6 tert-butyl 4-(phenyl)thiophene-2-carboxylate 
• 140-29-4 phenylacetonitrile 
• 4432-64-8 hydroxymethylenephenylacetaldehyde 
• 1026365-83-2 (1-Methoxycarbonylmethylsulfanyl-3-oxo-2-phenyl-propylsulfanyl)-acetic acid methyl ester 
• 21676-90-4 methyl 4-phenylthiophene-2-carboxylate 

Downstream Products

• 1160852-59-4 C₂₅H₂₅ClO₄S 
• 917873-61-1 3-(3,5-dimethyl-4-oxiranylmethoxy-phenyl)-1-(4-phenyl-5-propyl-thiophen-2-yl)-propan-1-one 
• 917873-35-9 3-(3,5-dimethyl-4-oxiranylmethoxy-phenyl)-1-(5-ethyl-4-phenyl-thiophen-2-yl)-propan-1-one 
• 917873-45-1 4-[3-(5-ethyl-4-phenyl-thiophen-2-yl)-3-oxo-propenyl]-benzaldehyde 
• 917873-58-6 1-(4-phenyl-5-propyl-thiophen-2-yl)-ethanone 
• 917873-29-1 1-(5-ethyl-4-phenyl-thiophen-2-yl)-ethanone 

Relevant academic research and scientific papers

Synthesis and Pharmacological Evaluation of 1-Phenyl-3-Thiophenylurea Derivatives as Cannabinoid Type-1 Receptor Allosteric Modulators

We previously reported diarylurea derivatives as cannabinoid type-1 receptor (CB1) allosteric modulators, which were effective in attenuating cocaine-seeking behavior. Herein, we extended the structure-activity relationships of PSNCBAM-1 (2) at the central phenyl ring directly connected to the urea moiety. Replacement with a thiophene ring led to 11 with improved or comparable potencies in calcium mobilization, [35S]GTPγS binding, and cAMP assays, whereas substitution with nonaromatic rings led to significant attenuation of the modulatory activity. These compounds had no inverse agonism in [35S]GTPγS binding, a characteristic that is often thought to contribute to adverse psychiatric effects. While 11 had good metabolic stability in rat liver microsomes, it showed modest solubility and blood-brain barrier permeability. Compound 11 showed an insignificant attenuation of cocaine seeking behavior in rats, most likely due to its limited CNS penetration, suggesting that pharmacokinetics and distribution play a role in translating the in vitro efficacy to in vivo behavior.

Furan- and thiophene-2-carbonyl amino acid derivatives activate hypoxia-inducible factor via inhibition of factor inhibiting hypoxia-inducible factor-1

Induction of a series of anti-hypoxic proteins protects cells during exposure to hypoxic conditions. Hypoxia-inducible factor-α (HIF-α) is a major transcription factor that orchestrates this protective effect. To activate HIF exogenously, without exposing

Selective nitrile inhibitors to modulate the proteolytic synergism of cathepsins S and F

A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.

Synthese d'amino-3 thiophenes a partir d'aryl- et d'hetaryl-acetonitrile (1)

Applying Fiesselman's condensation to α-hydroxymethylene nitriles the authors describe a synthesis of substituted aminothiophenes.