869709-83-1

Basic information

• Product Name: 4-CHLORO-6-(4-METHOXYPHENYL)THIENO[3,2-D]PYRIMIDINE
• Synonyms: 4-CHLORO-6-(4-METHOXYPHENYL)THIENO[3,2-D]PYRIMIDINE;BUTTPARK 102\40-12
• CAS NO: 869709-83-1
• Molecular Formula: C₁₃H₉ClN₂OS
• Molecular Weight: 276.74
• Mol File: 869709-83-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLORO-6-(4-METHOXYPHENYL)THIENO[3,2-D]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-6-(4-METHOXYPHENYL)THIENO[3,2-D]PYRIMIDINE(869709-83-1)
• EPA Substance Registry System: 4-CHLORO-6-(4-METHOXYPHENYL)THIENO[3,2-D]PYRIMIDINE(869709-83-1)

Safety Data

• Hazardous Substances Data: 869709-83-1(Hazardous Substances Data)

Upstream product

• 37572-24-0 3-amino-5-(4-methoxyphenyl)thiophene-2-carboxylic acid ethyl ester 
• 225385-22-8 6-(4-Methoxyphenyl)thieno[3,2-d] pyrimidin-4(3H)-one 
• 1610410-52-0 Ethyl 3-formamido-5-(4-methoxyphenyl)thiophene-2-carboxylate 
• 161891-26-5 3-chloro-3-(4-methoxyphenyl)acrylaldehyde 
• 37572-23-9 3-amino-5-(4-methoxyphenyl)thiophene-2-carboxylic acid methyl ester 
• 57466-68-9 3-chloro-3-(4-methoxyphenyl)acrylonitrile 
• 14063-79-7 3-chloro-3-(4-methoxyphenyl)acrylaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 354812-16-1 3-amino-5-(4-methoxyphenyl)thiophene-2-carboxamide 

Downstream Products

• 1450980-09-2 4-methoxy-6-(4-methoxyphenyl)thieno[3,2-d]pyrimidine 
• 1610730-65-8 2-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-phenyl-1,3,4-oxadiazole 
• 1610730-66-9 2-(4-chlorophenyl)-5-{[6-(4-methoxyphenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-1,3,4-oxadiazole 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.

Thioether derivatives as protein kinase inhibitors

The present invention relates to thioether derivatives as protein kinase inhibitors, which are useful for the treatment, relieve and/or prevention of diseases associated with abnormal and hyperproliferation of cells in a mammal, especially humans, and which are particularly useful for the treatment of all forms of cancer.