83822-35-9

Usage

Chemical compound

2-AMINO-N-(4-METHYLPHENYL)-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE

Class of compounds

Benzothiophene

Derivative type

Amide

Substituents

Amino group, methylphenyl group

Potential pharmaceutical applications

Due to its structural features and properties

Safety

Should be handled and used in accordance with proper safety procedures and guidelines

Upstream product

• 106-49-0 p-toluidine 
• 6876-54-6 2-cyano-N-(4-methylphenyl)acetamide 
• 108-94-1 cyclohexanone 
• 89733-16-4 α-(N-p-tolylcarboxamide)-α-cyclohexylidene acetonitrile 

Downstream Products

• 197895-96-8 2-(2-Chloro-acetylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid p-tolylamide 
• 197895-98-0 2-Chloromethyl-3-p-tolyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 1246527-89-8 3-N-(4-methylphenyl)-4,5-tetramethylene thieno-[2,3-d][1,2,3]-triazin-4(3H)-one 
• 85930-54-7 N-(3-p-Tolylcarbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-malonamic acid ethyl ester 
• 85919-11-5 N-(3-p-Tolylcarbamoyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-oxalamic acid ethyl ester 

Relevant academic research and scientific papers

Barium aluminate nano-powders efficient catalyst for the synthesis of novel benzo[b]thiophene, thieno[2,3-c]thiopyran and thieno[2,3-c]pyridine derivatives

Uniform nanopowders of barium aluminate (BaAl2O4) can be synthesized by a facile solution reaction at room temperature using barium and aluminum salts and 2-aminoethanol as a precipitating agent. The asprepared sample showed a good reactivity in the synthesis of benzo[b]thiophene, thieno[2,3-c]thiopyran and thieno[2,3-c]pyridine derivatives. Comparatively the method is efficient and eco-friendly, and finally, a range of compounds with variable functionalities in excellent yield can be achieved.

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 of some 3-substituted amino-4,5-tetramethylene thieno[2,3-d][ 1,2,3]-triazin-4(3H)-ones as potential antimicrobial agents

A series of 3-Substituted amino-4,5-tetramethylene thieno[2,3-d] [1,2,3]-triazine-4(3H)-ones have been synthesized and characterized by UV,IR, 1H NMR, elemental and mass spectral analysis. The title compounds were evaluated for their antimicrobial activit

Microwave-assisted synthesis of 2-amino-thiophene-3-carboxylic derivatives under solvent-free conditions

Under microwave irradiation and solvent-free conditions, cyanoacetates (cyanoacetamides) react with ketones and sulphur in the presence of a small amount of morpholine to give 2-amino-thiophene-3-carboxylic derivatives. In particular, tetrahydro-benzo[b]thiophene-3-carboxylic acid N-aryl amides were synthesized in high yields of 84-95%. Copyright Taylor & Francis, Inc.

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