244126-64-5

Basic information

• Product Name: 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid
• Synonyms: 5-(TRIFLUOROMETHYL)BENZOTHIOPHENE-2-CARBOXYLIC ACID;5-(Trifluoromethyl)-1-benzothiophene-2-carboxylic acid, 2-Carboxy-5-(trifluoromethyl)benzo[b]thiophene;Benzo[b]thiophene-2-carboxylic acid, 5-(trifluoromethyl)-
• CAS NO: 244126-64-5
• Molecular Formula: C10H5F3O2S
• Molecular Weight: 246.21
• Mol File: 244126-64-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 192-194
• Boiling Point: 369.6°Cat760mmHg
• Flash Point: 177.3°C
• Appearance: /
• Density: 1.547g/cm³
• Vapor Pressure: 4.07E-06mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.27±0.30(Predicted)
• CAS DataBase Reference: 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid(244126-64-5)
• EPA Substance Registry System: 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid(244126-64-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 244126-64-5(Hazardous Substances Data)

Usage

Description

5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid is an organic compound characterized by its unique molecular structure, which features a trifluoromethyl group attached to a benzo[b]thiophene core with a carboxylic acid functional group. 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid is known for its potential applications in various industries due to its distinct chemical properties.

Uses

Used in Pharmaceutical Industry:
5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid is used as a highly potent urotensin-II receptor antagonist for the development of therapeutic agents targeting various cardiovascular and neurological disorders. Its ability to effectively block the urotensin-II receptor makes it a promising candidate for the treatment of conditions such as hypertension, heart failure, and pulmonary arterial hypertension.
Additionally, due to its antagonistic properties, 5-(Trifluoromethyl)-benzo[b]thiophene-2-carboxylic acid may also be utilized in the research and development of drugs aimed at treating other diseases where the urotensin-II receptor plays a significant role, such as certain types of cancer and neurodegenerative diseases.

InChI:InChI=1/C10H5F3O2S/c11-10(12,13)6-1-2-7-5(3-6)4-8(16-7)9(14)15/h1-4H,(H,14,15)

Upstream product

• 146137-78-2 2-fluoro-5-trifluoromethylbenzaldehyde 
• 146137-92-0 methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate 

Relevant articles and documents

Design, synthesis, and biological activity evaluation of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives as broad-spectrum antifungal agents

To discover antifungal compounds with broad-spectrum and stable metabolism, a series of 2-(benzo[b]thiophen-2-yl)-4-phenyl-4,5-dihydrooxazole derivatives was designed and synthesized. Compounds A30-A34 exhibited excellent broad-spectrum antifungal activity against Candida albicans with MIC values in the range of 0.03–0.5 μg/mL, and against Cryptococcus neoformans and Aspergillus fumigatus with MIC values in the range of 0.25–2 μg/mL. In addition, compounds A31 and A33 showed high metabolic stability in human liver microsomes in vitro, with the half-life of 80.5 min and 69.4 min, respectively. Moreover, compounds A31 and A33 showed weak or almost no inhibitory effect on the CYP3A4 and CYP2D6. The pharmacokinetic evaluation in SD rats showed that compound A31 had suitable pharmacokinetic properties and was worthy of further study.

Benzo[b]thiophene-2-carboxamide derivatives as potent urotensin-II receptor antagonists

Members of a series of benzo[b]thiophene-2-carboxamide derivatives, possessing an N-(1-(3-bromo-4-(piperidin-4-yloxy)benzyl)piperidin-4-yl) group, were synthesized and evaluated as urotensin-II receptor antagonists. The results show that these substances have potent UT binding affinities. Observations made in a systematic SAR investigation of the effects of a variety of substituents (R1and R2) at the 5- and 6-positions in the benzo[b]thiophene-2-carboxamide moiety on UT binding affinities led to identification of the 5-cyano analog 7f as a highly potent UT antagonist with an IC50value of 25?nM. Despite having a good metabolic stability, 7f is a potent inhibitor of CYP isozyme and displays an unsuitable PK profile.

METHOD FOR PROMOTING PLANT GROWTH

Disclosed is a method for promoting the growth of a plant, comprising treating the plant with an effective amount of a compound represented by the following formula (1):, wherein any one of R1, R2, R3 and R4 represents a trifluoromethyl group, and the others represent a hydrogen atom, or an agriculturally acceptable salt thereof.