58125-40-9

Basic information

• Product Name: 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE
• Synonyms: AKOS USSH-4110500;AKOS 90766;2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE;2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHEN-2-YL)-ACETAMIDE;ART-CHEM-BB B015567;AURORA 12484;2-Chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothien-2-yl)acetamide;2-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)ethanamide
• CAS NO: 58125-40-9
• Molecular Formula: C₁₁H₁₁ClN₂OS
• Molecular Weight: 254.74
• Mol File: 58125-40-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 177-179°C
• Boiling Point: 497°C at 760 mmHg
• Flash Point: 254.4°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 5.15E-10mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE(58125-40-9)
• EPA Substance Registry System: 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE(58125-40-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 58125-40-9(Hazardous Substances Data)

Usage

General Description

2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE is a chemical compound that belongs to the class of acetamides. It contains a chlorine atom and a cyano group, as well as a tetrahydrobenzothiophene ring structure. 2-CHLORO-N-(3-CYANO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHEN-2-YL)ACETAMIDE may have potential applications in pharmaceutical research and drug development due to its structural features and properties. Further research and testing would be necessary to fully understand its potential uses and effects.

InChI:InChI=1/C11H11ClN2OS/c12-5-10(15)14-11-8(6-13)7-3-1-2-4-9(7)16-11/h1-5H2,(H,14,15)

Upstream product

• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 79-04-9 chloroacetyl chloride 
• 108-94-1 cyclohexanone 

Relevant articles and documents

Synthesis and cytotoxicity of fused thiophene and pyrazole derivatives derived from 2-N-acetyl-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene

Abstract The reaction of 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene with chloroacetyl chloride gave the 2-chloroacetamido derivative 3. The latter reacted with hydrazine hydrate to give the hydrazine derivative 5 which was used to form the hydraz

Discovery of novel tetrahydrobenzo[b]thiophene-3-carbonitriles as histone deacetylase inhibitors

The discovery and development of isoform-selective histone deacetylase (HDAC) inhibitor is a challenging task because of the sequence homology among HDAC enzymes. In the present work, novel tetrahydro benzo[b]thiophene-3-carbonitrile based benzamides were designed, synthesized, and evaluated as HDAC inhibitors. Pharmacophore modeling was our main design strategy, and two novel series of tetrahydro benzo[b]thiophene-3-carbonitrile derivatives with piperidine linker (series 1) and piperazine linker (series 2) were identified as HDAC inhibitors. Among all the synthesised compounds, 9h with 4-(aminomethyl) piperidine linker and 14n with piperazine linker demonstrated good activity against human HDAC1 and HDAC6, respectively. Both the compounds also exhibited good antiproliferative activity against several human cancer cell lines. Both these compounds (9h and 14n) also induced cell cycle arrest and apoptosis in U937 and MDA-MB-231 cancer cells. Overall, for the first time, this research discovered potent isoform-selective HDAC inhibitors using cyclic linker instead of the aliphatic chain and aromatic ring system, which were reported in known HDAC inhibitors.

Substituted chloroacetamides as potential cancer stem cell inhibitors: Synthesis and biological evaluation

Cancer kills, irrespective of geographical and cultural origin. Novel modalities for treating cancer are desperately needed. Cancer stem cells (CSCs), main culprits behind chemoresistance and tumor relapse, are one of the few logical choices. Herein, we r