19819-15-9

Basic information

• Product Name: 2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one
• Synonyms: [1]benzothieno[2,3-d]pyrimidin-4(1H)-one, 5,6,7,8-tetrahydro-2-methyl-; [1]Benzothieno[2,3-d]pyrimidin-4(3H)-one, 5,6,7,8-tetrahydro-2-methyl-; [1]Benzothieno[2,3-d]pyrimidin-4-ol, 5,6,7,8-tetrahydro-2-methyl-; 2-Methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(1H)-one; 2-Methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one; 2-Methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-ol
• CAS NO: 19819-15-9
• Molecular Formula: C₁₁H₁₂N₂OS
• Molecular Weight: 220.2908
• Mol File: 19819-15-9.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 336.7°C at 760 mmHg
• Flash Point: 157.4°C
• Density: 1.52g/cm³
• Vapor Pressure: 5.66E-05mmHg at 25°C
• Refractive Index: 1.772
• CAS DataBase Reference: 2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one(19819-15-9)
• EPA Substance Registry System: 2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one(19819-15-9)

Safety Data

• Hazardous Substances Data: 19819-15-9(Hazardous Substances Data)

Upstream product

• 60598-68-7 2-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid phenyl-amide 
• 75-05-8 acetonitrile 
• 123-54-6 acetylacetone 
• 4815-28-5 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 13130-47-7 2-Methyl-5,6,7,8-tetrahydro-4H-<1>benzothieno<2,3-d><1,3>oxazin-4-on 
• 108-94-1 cyclohexanone 
• 19819-14-8 2-acetamido-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide 
• 38201-62-6 2-amino-3-(N-methylcarboxamido)-4,5,6,7-tetrahydrobenzothiophene 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 184174-82-1 isopropyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 64-19-7 acetic acid 
• 5936-58-3 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid 
• 141-78-6 ethyl acetate 

Downstream Products

• 81765-97-1 4-chloro-2-methyl-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine 
• 101130-10-3 2-styryl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidin-4(3H)-one 
• 1017103-59-1 9-(2-hydroxybenzoyl)-1,2,3,4-tetrahydro-12H-[1]benzothieno[2,3-d]pyrido[1,2-a]pyrimidin-12-one 
• 23922-04-5 2-methyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidine-4-thione 
• 1133824-60-8 N-(4-methoxyphenyl)-N,2-dimethyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine 
• 77995-54-1 4-hydrazinyl-2-methyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine 
• 83548-70-3 4-Methyl-7,8,9,10-tetrahydro-6-thia-1,2,3,3a,5-pentaaza-cyclopenta[c]fluorene 
• 81766-14-5 2-methyl-4-methylthio-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine 
• 101662-20-8 2-[(E)-2-(3,4-Dichloro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101662-18-4 2-[(E)-2-(3-Chloro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101130-17-0 2-[(E)-2-(4-Nitro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101662-15-1 2-[(E)-2-(3-Nitro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101662-19-5 2-[(E)-2-(2,6-Dichloro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101662-17-3 2-[(E)-2-(2-Chloro-phenyl)-vinyl]-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 

Relevant articles and documents

Synthesis and anthelmintic activity of some novel (E)-2-methyl/propyl-4-(2-(substitutedbenzylidene)hydrazinyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines

A series of some novel (E)-2-methyl/propyl-4-[(2-(substitutedbenzylidene)hydrazinyl]-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines was synthesized and characterized by adopting an appropriate synthetic scheme. The effect of electron withdrawing and

Design, Synthesis, and Biological Evaluation of 5,6,7,8-Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines as Microtubule Targeting Agents

A series of eleven 4-substituted 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidines were designed and synthesized and their biological activities were evaluated. Synthesis involved the Gewald reaction to synthesize ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate ring, and SNAr reactions. Compound 4 was 1.6-and ~7-fold more potent than the lead compound 1 in cell proliferation and microtubule depolymerization assays, respectively. Compounds 4, 5 and 7 showed the most potent antiproliferative effects (IC50 values 50 values of 53–125 nM). Additionally, compounds 4–8, 10 and 12–13 circumvented Pgp and βIII-tubulin mediated drug resistance, mechanisms that diminish the clinical efficacy of paclitaxel (PTX). In the NCI-60 cell line panel, compound 4 exhibited an average GI50 of ~10 nM in the 40 most sensitive cell lines. Compound 4 demonstrated statistically significant antitumor effects in a murine MDA-MB-435 xenograft model.

Structure based design of selective SHP2 inhibitors by De novo design, synthesis and biological evaluation

SHP2 phosphatase, encoded by the PTPN11 gene, is a non-receptor PTP, which plays an important role in growth factor, cytokine, integrin, hormone signaling pathways, and regulates cellular responses, such as proliferation, differentiation, adhesion migrati