59898-65-6

Basic information

• Product Name: 2-mercapto-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one
• Synonyms: 2-mercapto-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one
• CAS NO: 59898-65-6
• Molecular Weight: 302.421
• Mol File: 59898-65-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-mercapto-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-mercapto-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one(59898-65-6)
• EPA Substance Registry System: 2-mercapto-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one(59898-65-6)

Safety Data

• Hazardous Substances Data: 59898-65-6(Hazardous Substances Data)

Upstream product

• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 4651-94-9 2-amino-4,5-dimethylthiophene-3-carbonitrile 
• 4815-24-1 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester 
• 59898-47-4 ethyl 4,5-dimethyl-2-({[(4-methylphenyl)amino]carbonothioyl}amino)thiophene-3-carboxylate 

Downstream Products

• 468096-32-4 5,6-dimethyl-3-(4-methylphenyl)-2-[(2-piperidin-1-ylethyl)thio]thieno[2,3-d]pyrimidin-4(3H)-one 
• 468096-24-4 2-{[2-(diethylamino)ethyl]thio}-5,6-dimethyl-3-(4-methylphenyl)thieno[2,3-d]pyrimidin-4(3H)-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 3 substituted thieno[2,3 d]pyrimidin 4(3H) one 2 mercaptoacetic acids and their ethyl esters for pharmacological screening

3 Substituted thieno[2,3 d]pyrimidin 4(3H) one 2 mercaptoacetic acids and their ethyl esters were synthesized from 2 mercaptothieno[2,3 d]pyrimidin 4 (3H) ones, which were obtained by cyclization of thienylthioureas in acidic medium. Analgesic, anti inflammatory, and anticonvulsant activities were found in some of these compounds. Significant antimicrobial activity was exhibited by thienylthioureas.