335274-90-3

Upstream product

• 74-88-4 methyl iodide 
• 155054-30-1 2-[(hydrazinothioxomethyl)amino]-5-phenyl-3-thiophenecarboxylic acid ethyl ester 
• 85716-86-5 2-isothiocyanato-5-phenyl-3-thiophenecarboxylic acid ethyl ester 
• 4815-34-3 ethyl 2-amino-5-phenylthiophene-3-carboxylate 

Downstream Products

• 639825-32-4 N-(methylsulfonyl)-N-[2-(methylthio)-4-oxo-6-phenylthieno[2,3-d]pyrimidin-4(3H)-yl]methanesulfonamide 
• 103344-17-8 2-(methylthio)-6-phenyl-8H-[1,3,4]thiadiazolo[3,2-a]thieno[2,3-d]pyrimidin-8-one 

Relevant academic research and scientific papers

Synthesis of Potential Selective COX-2 Enzyme Inhibitors Derived from Ethyl Ester of 2-Isothiocyanato-5-phenyl-3-thiophenecarboxylic Acid

Derivatives containing the thieno[2,3-d]pyrimidin-4-one system, potential selective COX-2 inhibitors, were prepared starting from ethyl ester of 2-isothiocyanato-5-phenyl-3-thiophenecarboxylic acid (2); their structural elucidation is also reported.

Erratum: Design, synthesis and binding properties of novel and selective 5-HT3and 5-HT4 receptor ligands, Modica M., Santagati M., Guccione S., Russo F., Cagnotto A., Goegan M., Mennini, T., European Journal of Medicinal Chemistry, Volume 35, Issue 12, 2000, Pages 1065-1079

This work reports the synthesis and the binding tests on the 5-HT3and 5-HT4receptors of new thienopyrimidopiperazine and piperazinylacylaminodimethylthiophene derivatives, in order to identify potent and selective ligands for each receptor. The 3-amino-2-(4-benzyl-1-piperazinyl)-5,6-dimethyl-thieno[2,3-d]pyrimidin-4 (3H)-one derivative 28 showed the highest affinity and selectivity for the 5-HT3over the 5-HT4receptor (5-HT3Ki= 3.92 nM, 5-HT4not active), whereas the 2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butanoylamino]-4,5-dimethyl-3- thiophenecarboxylic acid ethyl ester (41) showed the highest affinity and selectivity for the 5-HT4over the 5-HT3receptor (5-HT4Ki= 81.3 nM, 5-HT3not active). Conformational analyses were carried out on the compounds of the piperazinylacylaminodimethylthiophene series (39-42) taking compound 41 as the template.

Design, synthesis and binding properties of novel and selective 5-HT3 and 5-HT4 receptor ligands

This work reports the synthesis and the binding tests on the 5-HT3 and 5-HT4 receptors of new thienopyrimidopiperazine and piperazinylacylaminodimethylthiophene derivatives, in order to identify potent and selective ligands for each receptor. The compound with higher affinity and selectivity for the 5-HT3 over the 5-HT4 receptor was the 3-amino-2-(4-benzyl-l-piperazinyl)-5,6-dimethyl-thieno[2,3-d]pyrimidin-4(3H)- one 28 (5-HT3 Ki = 3.92 nM, 5-HT4 not active), the compound with higher affinity and selectivity for the 5-HT4 over the 5-HT3 receptor was the 2-[4-[4-(2-pyrimidinyl)-l-piperazinyl]butanoylamino]-4,5-dimethyl-3-thiophene carboxylic acid ethyl ester 41 (5-HT4Ki= 81.3 nM, 5-HT3 not active). Conformational analyses were carried out on the compounds of the piperazinylacylaminodimethylthiophene series (39-42) taking compound 41 as the template.