146137-88-4

Basic information

• Product Name: 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 4-METHOXY-1-BENZOTHIOPHENE-2-CARBOXYLATE;Benzo[b]thiophene-2-carboxylic acid, 4-Methoxy-, Methyl ester;Methyl 4-Methoxybenzo[b]thiophene-2-carboxylate
• CAS NO: 146137-88-4
• Molecular Formula: C11H10O3S
• Molecular Weight: 222.26
• Mol File: 146137-88-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 345°C at 760 mmHg
• Flash Point: 162.4°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 6.36E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(146137-88-4)
• EPA Substance Registry System: 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER(146137-88-4)

Safety Data

• Hazardous Substances Data: 146137-88-4(Hazardous Substances Data)

Usage

General Description

4-Methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester is a chemical compound with the molecular formula C11H10O3S. It is an ester derivative of 4-methoxybenzothiophene carboxylic acid and is commonly used in organic synthesis and medicinal chemistry. 4-METHOXY-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER is known for its aromatic and heterocyclic properties, making it an important building block for the synthesis of various pharmaceuticals and agrochemicals. Its methyl ester form enhances its stability and makes it suitable for use in chemical reactions and as a precursor for the synthesis of other organic compounds. Additionally, this compound has shown potential for its biological activities and may be of interest in the development of new drugs.

InChI:InChI=1/C11H10O3S/c1-13-8-4-3-5-9-7(8)6-10(15-9)11(12)14-2/h3-6H,1-2H3

Upstream product

• 2365-48-2 Methyl thioglycolate 
• 146137-74-8 2-fluoro-6-methoxybenzaldehyde 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 366-99-4 3-fluoro-4-methoxyaniline 

Downstream Products

• 476199-14-1 4-methoxybenzo[b]thiophene-2-carboxylic acid 

Relevant articles and documents

Design, synthesis, and biological evaluation of benzo[b]thiophene 1,1-dioxide derivatives as potent STAT3 inhibitors

As a member of the signal transducer and activator of transcription (STAT) family, STAT3 plays a critical role in several biological pathways such as cell proliferation, migration, survival, and differentiation. Due to abnormal continuous activation in tumors, inhibition of STAT3 has emerged as an attractive approach for the treatment of various cancer cells. Herein, we report a series of novel STAT3 inhibitors based on benzo[b]thiophene 1,1-dioxide scaffold and evaluated their anticancer potency. Among them, compound 8b exhibited the best activity against cancer cells. Compound 8b induced apoptosis and blocked the cell cycle. Meanwhile, 8b reduced intracellular ROS content and caused the loss of mitochondrial membrane potential. Further research revealed that 8b significantly blocked STAT3 phosphorylation and STAT3-dependent dual-luciferase reporter gene experiments showed that compound 8b has a marked inhibition of STAT3-mediated Firefly luciferase activity. Molecular modeling studies revealed compound 8b occupied the pocket well with the SH2 domain in a favorable conformation.

4-Substituted (benzo[b]thiophene-2-carbonyl)guanidines as novel Na +/H+ exchanger isoform-1 (NHE-1) inhibitors

A series of 4-substituted (benzo[b]thiophene-2-carbonyl)guanidines was synthesized and evaluated for the NHE-1 inhibitory activity and cardioprotective efficacy both in vitro and in vivo. Several analogs exhibited a strong inhibition on NHE-1, and which was generally well correlated with their cardioprotective efficacy. Especially the 4-nitro 20 and cyano 50 compounds excellently improved the cardiac function and reduced infarct size against ischemia/reperfusion injury.

UROKINASE INHIBITORS

Disclosed are benzothiophene and thienothiophene derivatives useful for inhibiting urokinase activity.