175599-97-0

Basic information

• Product Name: 3-Thiophenecarboxylic acid, 2-[[[(4-chlorophenyl)amino]thioxomethyl]amino]-4,5-dimethyl-, ethyl ester
• CAS NO: 175599-97-0
• Molecular Formula: C16H17ClN2O2S2
• Molecular Weight: 368.908
• Mol File: 175599-97-0.mol

Chemical Properties

• CAS DataBase Reference: 3-Thiophenecarboxylic acid, 2-[[[(4-chlorophenyl)amino]thioxomethyl]amino]-4,5-dimethyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Thiophenecarboxylic acid, 2-[[[(4-chlorophenyl)amino]thioxomethyl]amino]-4,5-dimethyl-, ethyl ester(175599-97-0)
• EPA Substance Registry System: 3-Thiophenecarboxylic acid, 2-[[[(4-chlorophenyl)amino]thioxomethyl]amino]-4,5-dimethyl-, ethyl ester(175599-97-0)

Safety Data

• Hazardous Substances Data: 175599-97-0(Hazardous Substances Data)

Upstream product

• 2131-55-7 4-Chlorophenyl isothiocyanate 
• 4815-24-1 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester 
• 85716-85-4 ethyl 2-isothiocyanato-4,5-dimethylthiophene-3-carboxylate 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 468096-31-3 3-(4-chlorophenyl)-5,6-dimethyl-2-[(2-piperidin-1-ylethyl)thio]thieno[2,3-d]pyrimidin-4(3H)-one 
• 468096-23-3 3-(4-chlorophenyl)-2-{[2-(diethylamino)ethyl]thio}-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 
• 126105-97-3 3-(4-chlorophenyl)-2-mercapto-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 
• 175600-09-6 3-Amino-2-(4-chloro-phenylamino)-5,6-dimethyl-3H-thieno[2,3-d]pyrimidin-4-one 

Relevant articles and documents

Synthesis and spasmolytic action of 2-substituted thienopyrimidin-4-one derivatives

In the search for novel compounds to treat disorders of smooth muscle function, efforts have focused on some 2-substituted thieno[2,3-d]pyrimidin-4-one derivatives that show interesting spasmolytic action. Our laboratories have developed a new series of quaternary salts of 2-substituted thieno[2,3-d]pyrimidin-4-one and thieno[3,2-d]pyrimidin-4-one isomers with therapeutic potential. These substances were prepared starting from simple derivatives of thiophene. Their spasmolytic activity was evaluated on transmurally stimulated guinea-pig ileum. The most active compounds (IC50 1.12-2.71 μM) 7f-7h, 12d and 12f had the terminal piperidino nucleus in the thioalkyl chain and lacked two methyl groups in the thiophene ring. Their relaxant activity on the isolated ileum was potential (approx. 20-25%) by phosphodiesterase inhibitors. Compounds 7f-h, 12d and 12f were less effective in inhibiting contractions of the guinea-pig ileum induced by acetylcholine (IC50 26.7-41.4 μM) or histamine (IC50 41.5-63.4 μM) and had a moderate binding activity to muscarinic receptors in membrane homogenates from the rat heart (M2 sites; pKi values between 5.55±0.08 and 5.14±0.12; n = 3) and submaxillary gland (M3 sites; pKi values between 6.15±0.07 and 5.76±0.08; n = 3). Action involving soluble guanylyl cyclase or any potential binding to guinea-pig ventricular L-type calcium channels was not considered likely. It is concluded that at least two different mechanisms of action contribute to their spasmolytic activity.

Synthesis of aminothienopyrimidine and thienotriazolopyrimidine derivatives as potential anticonvulsant agents

New aminothienopyrimidines and derivatives of the new thienotriazolopyrimidine ring system were synthesized to investigate their anticonvulsant activity. The tricyclic compounds 6a, c, e, f, m, o and p and two bicyclic derivatives 4f and 4o were tested. The pharmacological screening results are reported and discussed.