115933-30-7

Basic information

• Product Name: 5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXYLI&
• Synonyms: 2-Carboxy-5-(4-fluorophenyl)thiophene, 1-(5-Carboxythien-2-yl)-4-fluorobenzene, 5-(4-Fluorophenyl)-2-thenoic acid;5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXYLI&
• CAS NO: 115933-30-7
• Molecular Formula: C₁₁H₇FO₂S
• Molecular Weight: 222.238
• Product Categories: Heterocyclic Building Blocks;Thiophenes;Heterocyclic Compounds;Building Blocks
• Mol File: 115933-30-7.mol

Chemical Properties

• Melting Point: 250-254 °C(lit.)
• Boiling Point: 389.6°Cat760mmHg
• Flash Point: 189.4°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 9.09E-07mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: 3.46±0.10(Predicted)
• CAS DataBase Reference: 5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXYLI&(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXYLI&(115933-30-7)
• EPA Substance Registry System: 5-(4-FLUOROPHENYL)THIOPHENE-2-CARBOXYLI&(115933-30-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-24/25-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 115933-30-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-Fluorophenyl)thiophene-2-carboxylic acid is used as a key intermediate in the synthesis of various pharmaceuticals for the treatment of different diseases. Its carboxylic acid group and fluorophenyl substituent provide opportunities for further chemical modifications and functionalization, enhancing the drug's efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, 5-(4-Fluorophenyl)thiophene-2-carboxylic acid is used as a building block for the development of new agrochemicals, such as pesticides and herbicides. Its unique structure and functional groups contribute to the design of novel compounds with improved activity and selectivity against target pests and weeds.
Used in Organic Synthesis:
5-(4-Fluorophenyl)thiophene-2-carboxylic acid is used as a versatile building block in organic synthesis for the preparation of other functionalized thiophene derivatives. These derivatives have a wide range of applications in various chemical and biological fields, including the development of new materials, catalysts, and sensors.
Used in Medicinal Chemistry Research:
In medicinal chemistry research, 5-(4-Fluorophenyl)thiophene-2-carboxylic acid is employed as a starting material for the design and synthesis of new drug candidates. Its unique structural features and functional groups enable the development of compounds with novel mechanisms of action and improved pharmacological properties, such as increased potency, selectivity, and reduced side effects.
Used in the Synthesis of Functionalized Thiophene Derivatives:
5-(4-Fluorophenyl)thiophene-2-carboxylic acid is used as a precursor in the synthesis of other functionalized thiophene derivatives, which have diverse applications in chemical and biological research. These derivatives can be further modified and optimized to develop new compounds with specific properties and functions, such as novel ligands, catalysts, or biologically active molecules.

InChI:InChI=1/C11H7FO2S/c12-8-3-1-7(2-4-8)9-5-6-10(15-9)11(13)14/h1-6H,(H,13,14)

Upstream product

• 5751-83-7 ethyl 5-bromothiophene-2-carboxylate 
• 1765-93-1 4-fluoroboronic acid 
• 848095-02-3 ethyl 5-(4-flurophenyl)thiophene-2-carboxylate 
• 249504-38-9 5-(4-fluorophenyl)thiophene-2-carboxaldehyde 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 1407546-30-8 2-chloro-2-(4-fluorophenyl)acetaldehyde 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 58861-48-6 2-(4-fluorophenyl)thiophene 
• 124-38-9 carbon dioxide 
• 333793-04-7 2-methoxycarbonyl-5-(4-fluorophenyl)thiophene 

Downstream Products

• 918487-45-3 5-(4-fluorophenyl)thiophene-2-carbonyl chloride 
• 1132832-75-7 (5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone 
• 1030825-20-7 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide 
• 58861-48-6 2-(4-fluorophenyl)thiophene 
• 1435685-84-9 5-(4-fluorophenyl)-N-(4-(4-(2-methoxyphenyl)-1,4-diazepan-1-yl)butyl)thiophene-2-carboxamide 

Relevant articles and documents

Synthesis of carbohydrazides and carboxamides as anti-tubercular agents

A novel series of furan/thiophene carbohydrazides and carboxamides were synthesized and evaluated for anti-TB and cytotoxic activities. All the synthesized compounds were characterized using 1H and 13C NMR and mass spectral technique

Broadening antifungal spectrum and improving metabolic stablity based on a scaffold strategy: Design, synthesis, and evaluation of novel 4-phenyl-4,5-dihydrooxazole derivatives as potent fungistatic and fungicidal reagents

5-phenylthiophene derivatives exhibited excellent antifungal activity against Candida albicans, Candida tropicalis and Cryptococcus neoformans. However, optimal compound 7 was inactive against Aspergillus fumigatus and unstable in human liver microsomes in vitro with a half-life of 18.6 min. To discover antifungal agents with a broad spectrum and improve the metabolic properties of the compounds, the scaffold hopping strategy was adopted and a series of 4-phenyl-4,5-dihydrooxazole derivatives were designed and synthesized. It was especially encouraging that compound 22a displayed significant antifungal activities against eight susceptible strains and seven FLC-resistant strains. Furthermore, the potent compound 22a could prevent the formation of fungalbiofilms and displayed satisfactory fungicidal activity. In addition, the metabolic stability of compound 22a was improved significantly, with the half-life of 70.5 min. Compound 22a was almost nontoxic to mammalian A549, MCF-7, HepG2, and 293T cells. Moreover, pharmacokinetic studies in SD rats showed that compound 22a exhibited pharmacokinetic properties with a bioavailability of 15.22% and a half-life of 4.44 h, indicating that compound 22a is worthy of further study.

Synthetic method of 2-(4-fluorophenyl) thiophene

The invention discloses a synthetic method of 2-(4-fluorophenyl) thiophene. The synthetic method comprises the following steps: 1), performing Vilsmeier-Haack reaction on 4-fluoroacetophenone under the action of solid triphosgene and N,N-dimethylfomamide to obtain 2-chloro-2-(4-fluorophenyl) acetaldehyde; 2), performing ring-closing reaction between 2-chloro-2-(4-fluorophenyl) acetaldehyde and ethyl thioglycolate under the action of alkali to obtain 5-(4-fluorophenyl) thiophene-2-carboxylic acid ethyl ester; 3), performing esterolysis on 5-(4-fluorophenyl) thiophene-2-carboxylic acid ethyl ester under the action of alkali to obtain 5-(4-fluorophenyl) thiophene-2-formic acid; and 4), preparing 2-(4-fluorophenyl) thiophene from 5-(4-fluorophenyl) thiophene-2-formic acid under the catalysis of copper powder. The invention provides a synthetic method with low-price and easily-available raw materials and mild reaction conditions for synthesis of 2-(4-fluorophenyl) thiophene, the entire reaction has no special requirements on equipment and reaction conditions, and the yield of a product is relatively high; and the synthetic method is simple and convenient to operate, can ensure the safety of operators, and has a good market prospect.

Synthesis of 2-arylmethyl-5-aryl-thiophene

The present invention provides a new synthetic process for the production of 2-arylmethyl-5-aryl-thiophene, an intermediate in the synthesis of C-aryl glycosides.

NOVEL NEUROTRYPSIN INHIBITORS

The invention relates to novel acylamino-hydroxy-benzamides of formula (I), wherein R1 is phenyl substituted by phenyl, phenoxy, phenylamino or heteroaryl, all optionally further substituted; bicyclic aryl, monocyclic heteroaryl substituted by

Amide compounds

The present invention is a compound and pharmaceutical composition comprising a compound of formula (I): wherein R1is a 4-(lower) alkyl-imidazol-1-yl or a 4,5-di(lower) alkyl-imidazol-1-yl group, R2is a hydrogen atom or a lower alkyl