309721-14-0

Basic information

• Product Name: 2-AMINO-N-(2-METHYLPHENYL)-5,6,7,8-TETRAHYDRO-4H-CYCLOHEPTA[B]THIOPHENE-3-CARBOXAMIDE
• Synonyms: 2-AMINO-N-(2-METHYLPHENYL)-5,6,7,8-TETRAHYDRO-4H-CYCLOHEPTA[B]THIOPHENE-3-CARBOXAMIDE
• CAS NO: 309721-14-0
• Molecular Formula: C17H20N2OS
• Molecular Weight: 300.43
• Mol File: 309721-14-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMINO-N-(2-METHYLPHENYL)-5,6,7,8-TETRAHYDRO-4H-CYCLOHEPTA[B]THIOPHENE-3-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-N-(2-METHYLPHENYL)-5,6,7,8-TETRAHYDRO-4H-CYCLOHEPTA[B]THIOPHENE-3-CARBOXAMIDE(309721-14-0)
• EPA Substance Registry System: 2-AMINO-N-(2-METHYLPHENYL)-5,6,7,8-TETRAHYDRO-4H-CYCLOHEPTA[B]THIOPHENE-3-CARBOXAMIDE(309721-14-0)

Safety Data

• Hazardous Substances Data: 309721-14-0(Hazardous Substances Data)

Usage

Cyclic amide derivative

The compound has a cyclic structure (ring) with an amide group (C=O) bonded to a nitrogen atom.

Thiophene ring

A five-membered heterocyclic ring with one sulfur atom in the ring, contributing to the compound's unique chemical properties.

Amino group

The presence of an amino group (-NH2) in the compound, which can participate in various chemical reactions and contributes to its reactivity.

Potential building block for synthesis

The compound can be used as a starting material for the synthesis of other organic compounds due to its reactive functional groups.

Applications in pharmaceutical research

The compound may be useful in the development of new drugs and therapeutic agents, given its unique structure and reactivity.

Further investigation needed

The specific properties and potential uses of the compound would require additional research and study in laboratory settings to be fully understood.

Upstream product

• 95-53-4 o-toluidine 
• 59736-34-4 N-(2-methylphenyl)-2-cyanoacetamide 

Relevant articles and documents

SUBSTITUTED 2-ACYLAMINO-CYCLOAKYLTHIOPHENE-3-CARBOXYLIC ACID ARYLAMIDES AS INHIBITORS OF CALCIUM-ACTIVATED CHLORIDE CHANNEL TMEM16A

Provided herein are inhibitors of transmembrane protein 16A (TMEM 16A), a Ca2+-activated CI" channel expressed widely in mammalian epithelia, as well as in vascular smooth muscle and some tumors and electrically excitable cells. TMEM16A inhibit

Substituted 2-Acylaminocycloalkylthiophene-3-carboxylic Acid Arylamides as Inhibitors of the Calcium-Activated Chloride Channel Transmembrane Protein 16A (TMEM16A)

Transmembrane protein 16A (TMEM16A), also called anoctamin 1 (ANO1), is a calcium-activated chloride channel expressed widely mammalian cells, including epithelia, vascular smooth muscle tissue, electrically excitable cells, and some tumors. TMEM16A inhibitors have been proposed for treatment of disorders of epithelial fluid and mucus secretion, hypertension, asthma, and possibly cancer. Herein we report, by screening, the discovery of 2-acylaminocycloalkylthiophene-3-carboxylic acid arylamides (AACTs) as inhibitors of TMEM16A and analysis of 48 synthesized analogs (10ab-10bw) of the original AACT compound (10aa). Structure-activity studies indicated the importance of benzene substituted as 2- or 4-methyl, or 4-fluoro, and defined the significance of thiophene substituents and size of the cycloalkylthiophene core. The most potent compound (10bm), which contains an unusual bromodifluoroacetamide at the thiophene 2-position, had IC50 of ～30 nM, ～3.6-fold more potent than the most potent previously reported TMEM16A inhibitor 4 (Ani9), and >10-fold improved metabolic stability. Direct and reversible inhibition of TMEM16A by 10bm was demonstrated by patch-clamp analysis. AACTs may be useful as pharmacological tools to study TMEM16A function and as potential drug development candidates.