38201-60-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Mercapto-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and potential biological activities make it a valuable compound for the development of new drugs targeting specific diseases and conditions.
Used in Anticancer Applications:
2-Mercapto-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one is used as a potent inhibitor of protein kinases for its potential anticancer properties. It has been studied for its ability to inhibit the activity of protein kinases, which are often dysregulated in cancer cells, leading to uncontrolled cell growth and proliferation.
Used in Antiviral Applications:
2-Mercapto-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one is used as a potential antiviral agent due to its ability to inhibit protein kinases that play a crucial role in viral replication and infection. By targeting these protein kinases, 2-MERCAPTO-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE may help in the development of new antiviral drugs to combat viral diseases.
Used in Medicinal Chemistry Research:
2-Mercapto-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one is used as a subject of interest in medicinal chemistry research. Its unique structure and potential biological activities make it a valuable compound for studying the mechanisms of action of protein kinase inhibitors and their role in various diseases and conditions. This research can contribute to the development of new drugs and therapies for a wide range of diseases.

InChI:InChI=1/C10H10N2OS2/c13-8-7-5-3-1-2-4-6(5)15-9(7)12-10(14)11-8/h1-4H2,(H2,11,12,13,14)

Upstream product

• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 333-20-0 potassium thioacyanate 
• 463-71-8 thiophosgene 
• 4815-28-5 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 127749-75-1 4-anilino-2-thioxothieno<2.3-d>pyrimidine 
• 328289-03-8 2-((ethoxycarbonylamino)carbothioyl)amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 105544-62-5 N-(3-carboethoxy-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-N-thiourea 
• 132167-25-0 3-(4-Ethoxy-phenyl)-4-imino-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 
• 132424-57-8 1-(4-Chloro-phenyl)-3-(3-cyano-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-thiourea 
• 132167-24-9 4-Imino-3-m-tolyl-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 
• 127749-73-9 N-phenyl-N'-[3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene-2-yl]thiourea 
• 126105-74-6 4-Imino-3-(4-methoxy-phenyl)-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 
• 126105-73-5 3-(4-Chloro-phenyl)-4-imino-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 
• 126105-72-4 4-Imino-3-p-tolyl-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 

Downstream Products

• 1228041-24-4 1-(4-chlorophenyl)-6,7,8,9-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,2,4]triazolo[3,4-b]-pyrimidin-5-one 
• 1228041-25-5 1-(3-nitrophenyl)-6,7,8,9-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,2,4]triazolo[3,4-b]-pyrimidin-5-one 
• 54968-59-1 (6,7-tetramethylene-1-oxo-1,2-dihydrothieno[2,3-d]pyrimidin-3-ylsulfanyl)acetic acid ethyl ester 
• 1177417-36-5 3-benzoyl-1-(3-chlorophenyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-18-3 ethyl 1-(3-chlorophenyl)-5-oxo-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-3-carboxylate 
• 1177417-22-9 ethyl 1-(4-nitrophenyl)-5-oxo-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-3-carboxylate 
• 1177417-42-3 3-benzoyl-1-(4-nitrophenyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-09-2 3-acetyl-1-(4-chlorophenyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-32-1 3-benzoyl-1-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-38-7 3-benzoyl-1-(4-chlorophenyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-30-9 1-(4-nitrophenyl)-3-(N-phenylcarbamoyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-47-8 C₂₀H₁₉N₃O₃S₂ 
• 1177417-08-1 3-acetyl-1-(4-tolyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 
• 1177417-12-7 3-acetyl-1-(4-nitrophenyl)-6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1,2,4-triazolo[4,5-a]pyrimidin-5-one 

Relevant academic research and scientific papers

Synthesis and antimicrobial evaluation of thieno[2,3-d]-pyrimidine, thieno[2',3':4,5]pyrimido[1,2-a][1,3,5]triazine, thieno[2,3-d]-1,3-thiazine and 1,2,4-triazole systems

The reaction of lauroyl isothiocyanate with ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate gave ethyl 2-(3-dodecanoylthioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 3. Compound 3 could serve as a main building block in synth

Studies on synthesis and reactions of some new five and six-membered heterocycles bearing 5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-ones skeleton

Thienopyrimidine derivatives are well-known in various pharmaceutical and biomedical domains. In this work, a series of efficacious and novel strategies for the synthesis of thienopyrimidines starting from 2-amino-3-carboethoxy-4,5,6,7-tetrahydrobenzo[b]thiophene has been developed. The regioselectivity of these synthetic strategies was investigated using density functional theory computation and spectroscopic analysis. In addition, the chemical structures of the new thienopyrimidines and their reaction mechanisms, as well as the biological activity of selected compounds were studied.

Synthesis, characterization and biological studies of some novel thieno[2,3-d]pyrimidines

Several 2-unsubstituted thieno[2,3-d]pyrimidines have been prepared from 2-aminothiophene-3-carboxylic acid esters and their carbonitrile analogs. Some triazolothienopyrimidine and 2-thioxothienopyrimidine representatives have also been synthesized using

Substituted 2-Aminothiopen-derivatives: A potential new class of GluR6-Antagonists

In the course of search for new therapeutic agents against epilepsy new inhibitors for the kainate receptor subtypes GluR5 and GluR6 were synthesized. We were able to synthesize new substituted thieno[2,3-d]pyrimidines 3a,b, 4a,b, 5a,b as well as thiophene-3-carboxamides 2a-d and a multitude of substituted 4-methyl-5-phenylthiophene-3-carboxylic acids. All compounds described herein were tested for their antagonistic effect towards the kainate receptor subtypes GluR5 and GluR6. The highest activity was observed for ethyl 2-amino-4-methyl-5-phenylthiophene-3-carboxylate 1c with an IC50 = 0.75 μM at the GluR6 receptor.

A facile one-pot synthesis of 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1, 2,4-triazolo[4,5-a]pyrimidin-5-ones

The reaction of 2-mercapto-6,7,8,9-tetrahydro-3H-benzo[4,5]thieno[2,3-d] pyrimidin-4-one or its 2-methylthio derivative with hydrazonoyl halides, in the presence of triethylamine, yielded 6,7,8,9-tetrahydrobenzo[4,5]thieno[2,3-d]-1, 2,4-triazolo[4,5-a]pyr

The Dimroth rearrangement: Synthesis and interconversion of isomeric triazolothienopyrimidines

Triazolo-thieno[3,2-e]pyrimidines obtained by cyclisation of 4-hydrazino-2-(methylthio)thieno[2,3-d]pyrimidine with formic acid, acetic acid, cyanogen bromide and carbon disulfide, and by oxidation of the derived aldehyde hydrazones, are found to be the triazolo[4,3-c] isomers. These [4,3-c] compounds resist isomerisation in acid, but they undergo Dimroth rearrangement to the [1,5-c] isomers under basic conditions. The crystal structure of one such rearranged product, 5-methoxy-8,9,10,11-tetrahydro[1]benzothieno[3,2-e][1,2,4] triazolo[1,5-c]pyrimidine (13b) was confirmed by X-ray analysis.

Synthesis and reactions of some tetrahydrobenzothieno[2,3-d]pyrimidine derivatives with biological interest

Hetetrocyclic substituted rings were prepared from 1-amino-2-carboxamido-4,5,6,7-tetrahydrobenzothiophene and carbon disulphide, chloroacetic acid, or arylidene with different active methylene groups. The antimicrobial activity of synthesized compounds is discussed.

Reaction of Nitriles Under Acidic Conditions. Part III. A Facile Synthesis of Thienopyrimidin-4(3H)-ones

A variety of thiophene o-aminoesters were reacted with cyanates, thiocyanates, cyanamides, acyl cyanides and α-functionalized acetonitrile derivatives to yield the corresponding 2-substituted thienopyrimidin-4(3H)-ones.