40277-39-2

Basic information

• Product Name: 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE
• Synonyms: [1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE, 5,6,7,8-TETRAHYDRO-;5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE;OTAVA-BB BB0113020001;5,6,7,8-Tetrahydrobenzo[b]thieno[2,3-d]pyriMidine-4(3H)-thione, 96%;5,6,7,8-Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-4(3H)-thione
• CAS NO: 40277-39-2
• Molecular Formula: C₁₀H₁₀N₂S₂
• Molecular Weight: 222.33
• Mol File: 40277-39-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 231-233℃
• Boiling Point: 420.1 °C at 760 mmHg
• Flash Point: 207.9 °C
• Appearance: /
• Density: 1.58 g/cm³
• Vapor Pressure: 2.89E-07mmHg at 25°C
• Refractive Index: 1.838
• CAS DataBase Reference: 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE(40277-39-2)
• EPA Substance Registry System: 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE(40277-39-2)

Safety Data

• Hazardous Substances Data: 40277-39-2(Hazardous Substances Data)

Usage

General Description

5,6,7,8-Tetrahydro[1]benzothieno[2,3-d]pyrimidine-4(3H)-thione is a chemical compound with a complex molecular structure. It belongs to the thieno[2,3-d]pyrimidine family and is composed of a benzene ring fused with a thieno and pyrimidine ring. The compound contains a thione functional group, which gives it sulfur-containing properties. 5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDINE-4(3H)-THIONE has potential applications in pharmaceutical research and drug development due to its unique structure and potential biological activities. Further research and study of this compound may reveal its potential uses and applications in various fields.

InChI:InChI=1/C10H10N2S2/c13-9-8-6-3-1-2-4-7(6)14-10(8)12-5-11-9/h5H,1-4H2,(H,11,12,13)

Upstream product

• 40493-18-3 4-chloro-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine 
• 14346-24-8 5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 108-94-1 cyclohexanone 
• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 

Downstream Products

• 40277-58-5 4-benzylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine 
• 877412-71-0 C₂₀H₂₀N₂O₂S₂ 
• 526188-32-9 4-[(5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-ylthio)methyl]benzoic acid 
• 40277-59-6 (5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-ylsulfanyl)-acetic acid 

Relevant articles and documents

Design, synthesis and anticancer evaluation of thieno[2,3-d]pyrimidine derivatives as dual EGFR/HER2 inhibitors and apoptosis inducers

Deregulation of many kinases is directly linked to cancer development and the tyrosine kinase family is one of the most important targets in current cancer therapy regimens. In this study, we have designed and synthesized a series of thieno[2,3-d]pyrimidine derivatives as an EGFR and HER2 tyrosine kinase inhibitors. All the synthesized compounds were evaluated in vitro for their inhibitory activities against EGFRWT; and the most active compounds that showed promising IC50 values against EGFRWT were tested in vitro for their inhibitory activities against mutant EGFRT790M and HER2 kinases. Moreover, the antitumor activities of these compounds were tested against four cancer cell lines (HepG2, HCT-116, MCF-7 and A431). Compounds 13g, 13h and 13k exhibited the highest activities against the examined cell lines with IC50 values ranging from 7.592 ± 0.32 to 16.006 ± 0.58 μM comparable to that of erlotinib (IC50 ranging from 4.99 ± 0.09 to 13.914 ± 0.36 μM). Furthermore, the most potent antitumor agent (13k) was selected for further studies to determine its effect on the cell cycle progression and apoptosis in MCF-7 cell line. The results indicated that this compound arrests G2/M phase of the cell cycle and it is a good apoptotic agent. Finally, molecular docking studies showed a good binding pattern of the synthesized compounds with the prospective target, EGFRWT and EGFRT790M.

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