59898-66-7

Usage

Uses

Used in Medicinal Chemistry:
(1)benzothieno(2,3-d)pyrimidin-4(1h)-one,2,3,5,6,7,8-hexahydro-3-ethyl-2-thiox is used as a compound in medicinal chemistry for its potential biological and pharmacological activities. It is being explored for its possible applications in the treatment of various diseases.
Further research is necessary to fully understand its biological effects and to explore its potential therapeutic uses in the field of drug development.

InChI:InChI=1/C12H14N2OS2/c1-2-14-11(15)9-7-5-3-4-6-8(7)17-10(9)13-12(14)16/h2-6H2,1H3,(H,13,16)

Upstream product

• 59898-51-0 2-(3-ethyl-thioureido)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 542-85-8 Ethyl isothiocyanate 
• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 108-94-1 cyclohexanone 
• 126105-76-8 3-Ethyl-4-imino-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 

Downstream Products

• 331964-35-3 ethyl 2-((3-ethyl-4-oxo-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-yl)thio)acetate 
• 59898-75-8 (3-ethyl-4-oxo-3,4,5,6,7,8-hexahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid 

Relevant academic research and scientific papers

Synthesis, anticancer activity and photostability of novel 3-ethyl-2-mercapto-thieno[2,3-d]pyrimidin-4(3H)-ones

Some derivatives of 3-ethyl-2-mercapto-thieno[2,3-d]pyrimidin-4(3H)-ones were synthesized using ethyl 2-aminothiophene-3-carboxylates as precursors in order to estimate their cytotoxicity, respectively proliferative activity. Thienopyrimidinones containing thiosemicarbazide as well as 1,3,4-thiadiazole moieties were evaluated for their cytotoxical effect on four cancer cell lines: HT-29, breast cancer cells MDA-MB-231, HeLa, HepG2 as well as human diploid cell line Lep-3. Compounds 5b, 6a and 6b revealed cytotoxicity to the four studied cancer cell lines. The highst cytotoxicity against MDA-MB-31 exhibited the thiosemicarbazide 5b with IC502.31.10?4?μM, but most active towards HT-29?cell lines was thienopyrimidine 6c with IC500.001?μM. Compound 6a showed the highest inhibitory activity with IC50- 0.99?μM to human liver carcinoma HepG2 cells and low cytotoxicity towards Lep3 (IC50?=?191?μM). The thienopyrimidine derivative linked to thiadiazole 6b was toxic to the four studied cancer cell lines, especially to HeLa (IC50–0.83?μM), and besides that the compound demonstrated toxicity to Lep 3?cells at very high concentration 89?×?103?μM. The solid-state photostability of the derivatives 5a-c and 6a-c was tested by irradiation with UV light. All of the studied compounds show solid-state photostability in 240?min of irradiation. Using MOE software molecular docking of the three ligands 5b, 6b and 7 was accomplished into an internal pocket formed by the activation segment and the P-loop ofV599EB-Raf. It was established that the binding of the ligands toV599EB-Raf promotes an inactive conformation of the enzyme.

Synthesis of novel substituted 2-lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one derivatives

The title compounds substituted 2-lactosylthiothieno[2,3-d]pyrimidin-4-ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2-thioxo-thieno[2,3-d]pyrimidin-4-ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta-O-acetyl-lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI-MS, and elemental analysis.

Synthesis and pharmacological activities of some 3-substituted thienopyrimidin-4-one-2-thiones

The condensation of substituted 2-amino-3-carbethoxy-thiophenes with methyl, ethyl and phenyl isothiocyanate yields the corresponding thienylthioureas which cyclize in ethanol saturated with dry hydrochloric acid to form 3-substituted thienopyrimid

Interaction of heterothiocumulenes with 2-amino-3-cyanothiophenes: Formation of thienopyrimidines

Thieno-fused(1,3)-thiazine, 4-imino-2-thioxo-2,4-dihydro-1H-thieno(1,3)-thiazine (2) has been directly synthesised by the reaction of o-aminonitrile (1a) with carbon disulphide.Thiazine (2) on reaction with primary aromatic amines leads to thieno2

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.