70060-13-8

Basic information

• Product Name: 5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID
• Synonyms: 5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID;5-FLUOROBENZOTHIOPHENE-2-CARBOXYLIC ACID;2-Carboxy-5-fluoro-1-benzothiophene;2-Carboxy-5-fluoro-1-benzothiophene, 5-Fluoro-1-benzothiophene-2-carboxylic acid
• CAS NO: 70060-13-8
• Molecular Formula: C₉H₅FO₂S
• Molecular Weight: 196.2
• Mol File: 70060-13-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 240-243
• Boiling Point: 379.4 °C at 760 mmHg
• Flash Point: 183.2 °C
• Appearance: /
• Density: 1.511 g/cm³
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Refractive Index: 1.686
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.31±0.30(Predicted)
• CAS DataBase Reference: 5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(70060-13-8)
• EPA Substance Registry System: 5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(70060-13-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 70060-13-8(Hazardous Substances Data)

Usage

General Description

5-FLUORO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID is a chemical compound with the molecular formula C9H5FO2S. It is a derivative of benzo[b]thiophene, a heterocyclic compound containing a benzene ring fused to a thiophene ring. The presence of a carboxylic acid group in the molecule indicates that it is a carboxylic acid derivative. This chemical is commonly used in the pharmaceutical industry as a building block for the synthesis of various organic compounds, particularly in the development of new drugs and pharmaceutical products. Its unique structure and properties make it valuable for medicinal chemistry research and drug discovery efforts.

InChI:InChI=1/C9H5FO2S/c10-6-1-2-7-5(3-6)4-8(13-7)9(11)12/h1-4H,(H,11,12)

Upstream product

• 154630-32-7 methyl 5-fluorobenzo[b]thiophene-2-carboxylate 
• 13771-69-2 ethyl 5-fluorobenzo[b]thiophene-2-carboxylate 
• 2646-90-4 2,5-difluorobenzaldehyde 

Downstream Products

• 70060-12-7 5-fluorobenzo[b]thiophene 
• 1279713-83-5 (R)-2-(5-fluorobenzo[b]thiophene-2-carboxamido)-3-phenylpropanoic acid 
• 1049008-07-2 (S)-2-(5-fluorobenzo[b]thiophene-2-carboxamido)-3-phenylpropanoic acid 
• 212078-65-4 1-(5-fluorobenzo[b]thiophen-2-yl)-3-(1-triphenylmethyl-1H-imidazol-4-yl)-propan-1-ol 
• 698367-29-2 5-fluorobenzo[b]thiophene-2-carboxaldehyde 

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.

MODULATORS OF TLR3/DSRNA COMPLEX AND USES THEREOF

The present invention provides compounds and compositions that can modulate formation of Toll-like receptor 3 (TLR3) and double-stranded RNA (dsRNA) complex, and methods for using the same. In particular, some aspects of the invention provide compounds of the formula (I) compositions comprising and methods for using the same, where n, Ar1, Ar2, X1, X2, X3, Z1, and Z2 are those defined herein.