89733-16-4

Basic information

• Product Name: Acetamide, 2-cyano-2-cyclohexylidene-N-(4-methylphenyl)-
• CAS NO: 89733-16-4
• Molecular Formula: C16H18N2O
• Molecular Weight: 254.332
• Mol File: 89733-16-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Acetamide, 2-cyano-2-cyclohexylidene-N-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, 2-cyano-2-cyclohexylidene-N-(4-methylphenyl)-(89733-16-4)
• EPA Substance Registry System: Acetamide, 2-cyano-2-cyclohexylidene-N-(4-methylphenyl)-(89733-16-4)

Safety Data

• Hazardous Substances Data: 89733-16-4(Hazardous Substances Data)

Upstream product

• 6876-54-6 2-cyano-N-(4-methylphenyl)acetamide 
• 108-94-1 cyclohexanone 
• 106-49-0 p-toluidine 

Downstream Products

• 62821-70-9 3-p-tolyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 197895-98-0 2-Chloromethyl-3-p-tolyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 197895-96-8 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid p-tolylamide 
• 83822-35-9 2-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid p-tolyl-amide 

Relevant articles and documents

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.

Synthesis and evaluation of 2-chloromethyl-3-N-substituted arylthieno (2,3-d)pyrimidin-4-ones and derivatives for central nervous system depressant activity

2-Chloromethyl 3-N-substituted arylthieno (2,3-d)pyrimidin-4-ones and derivatives were synthesized by reacting 2-amino-3-carboxanilido-4,5,6,7-tetrahydrobenzo(b)thiophenes (I(abc)) with chloroacetyl chloride in dioxane and by cyclizing the open chain 3-su