40277-49-4

Usage

Uses

Used in Pharmaceutical Industry:
(4-Oxo-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d]pyrimidin-3-yl)-acetic acid ethyl ester is used as a therapeutic agent for its potential to inhibit certain enzymes and receptors. This activity makes it a promising candidate for the treatment of various diseases and conditions.
Used in Research Applications:
(4-Oxo-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d]pyrimidin-3-yl)-acetic acid ethyl ester is used as a research tool for studying biological pathways and mechanisms. Its ability to inhibit certain enzymes and receptors allows researchers to gain insights into the underlying processes of various diseases and conditions, potentially leading to the development of new therapeutic strategies.

InChI:InChI=1/C14H16N2O3S/c1-2-19-11(17)7-16-8-15-13-12(14(16)18)9-5-3-4-6-10(9)20-13/h8H,2-7H2,1H3

Upstream product

• 105-39-5 chloroacetic acid ethyl ester 
• 14346-24-8 5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 105-36-2 ethyl bromoacetate 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 108-94-1 cyclohexanone 
• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 

Downstream Products

• 370846-67-6 N'-[(2-hydroxyphenyl)methylene]-(4-oxo-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)acetohydrazone 
• 1345512-55-1 N'-[(3-fluoro-4-chlorophenyl)methylene]-(4-oxo-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)acetohydrazone 
• 1345512-58-4 N'-[(4-trifluoromethylphenyl)methylene]-(4-oxo-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)acetohydrazone 
• 40277-46-1 2-(4-oxo-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-3(4H)-yl)acetic acid 

Relevant academic research and scientific papers

Discovery of new apoptosis-inducing agents for breast cancer based on ethyl 2-amino-4,5,6,7-tetra hydrobenzo[b]thiophene-3-carboxylate: Synthesis, in vitro, and in vivo activity evaluation

A multicomponent synthesis was empolyed for the synthesis of ethyl 2-amino-4,5,6,7- tetrahydrobenzo[b]thiophene-3-carboxylate 1. An interesting cyclization was obtained when the amino-ester 1 reacted with ethyl isothiocyanate to give the benzo[4,5]thieno[

Synthesis, Antibacterial Activity, and Docking Studies of 1,2,3-triazole-tagged Thieno[2,3-d]pyrimidinone Derivatives

Novel (1-(substituted phenyl)-1H-1,2,3-triazol-4-yl)methyl-2-(4-oxo-5,6,7,8-tetrahydrobenzo[1,2]thieno[2,3-d]pyrimidin-3(4H)-yl)acetate derivatives were synthesized. All the compounds showed significant antibacterial activity against Gram-negative (Escherichia coli and Klebsiella pneumonia) and Gram-positive (Bacillus subtilis and Bacillus cereus) bacteria. Particularly, (1-(3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl-2-(4-oxo-5,6,7,8-tetrahydrobenzo[1, 2]thieno[2,3-d]pyrimidin-3(4H)-yl)acetate was found to be most potent against E.?coli, K.?pneumonia, and B.?subtilis with MIC 25?μg/ml. Molecular docking was also performed on purine riboswitch of B.?subtilis and thiamine pyrophosphate riboswitch of E.?coli.

A facile synthesis of some novel fused [1,2,4]triazolo[3,4-b][1,3,4] thiadiazol derivatives

A series of novel 3-[6-(4-substituted phenyl)-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazol-3-ylmethyl]-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H) -one derivatives (7a-7h) have been synthesized from 2-amino-4,5,6,7- tetrahydrobenzo[b]thiophene-3-carbonitrile (1) through a multi-step reaction sequence. The key intermediate (6) on condensation with various substituted aromatic carboxylic acids in the presence of phosphorus oxychloride afforded the series of title compounds (7a-7h). The structures of all newly synthesized compounds were established on the basis of their IR, 1H-NMR, 13C-NMR and liquid chromatography mass spectrometry spectral data.

Synthesis and antioxidant activity of 1,2,4-triazole linked thieno[2,3-d]pyrimidine derivatives

A series of Schiff bases derivatives novel 3-(4- substitutedbenzylideneamino-5-mercapto-4H-[1,2,4]triazol-3- ylmethyl)-5,6,7,8- tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one derivatives (7a-k) have been synthesized from compound (1) through a multi

Synthesis and anti-tumor activities of N′-benzylidene-2-(4- oxothieno[2,3-d]pyrimidin-3(4H)-yl)acetohydrazone derivatives

A compound with a cyclic thienopyrimidine moiety and an aceto-hydrazone moiety in its chemical structure was discovered in a cell-based screening to have noticeable cytotoxicity on several tumor cell lines. A total of 38 derivatives of this compound were

SYNTHESIS AND EFFECT OF GAMMA RADIATION ON SOME SULFUR CONTAINING 3-SUBSTITUTED-4-OXO-2,4,5,6,7,8-HEXAHYDROBENZO THIENO-PYRIMIDINES OF BIOLOGICAL INTEREST

Condensation of 4-oxo-3,4,5,6,7,8-hexahydrobenzo thieno -pyrimidine (I) with allyl bromide or ethyl chloroacetate gave (IIa, b).Interaction of the ester derivative IIb with hydrazine hydrate furnished the hydrazide derivative III which was used as starting material for the synthesis of pyrazoles, oxadiazoles, thiosemicarbazide and hydrazone derivatives IV, V, VI, VII, VIII, IX, and XI respectively.Cyclodehydration of thiosemicarbazide derivative IX with sodium hydroxide resulted in the formation of N-phenyl-mercaptotriazole derivative X.The thiazolidenones (XIIa-d) were obtained through the interaction of the hydrazone derivatives XI with mercaptoacetic acid.The obtained compounds have been characterized on the basis of their spectral (IR, PMR and Mass) data and elemental analysis.Most of these compounds have been found to exhibit good antibacterial and antifungal activities.The stability of some biologically active compounds towards gamma radiation have been investigated.Key words: Synthesis of thienopyrimidones, biological activity, gamma-radiation.