681260-54-8

Basic information

• Product Name: 4-CHLORO-6-(4-CHLOROPHENYL)THIENO[3,2-D]PYRIMIDINE
• Synonyms: 4-CHLORO-6-(4-CHLOROPHENYL)THIENO[3,2-D]PYRIMIDINE;BUTTPARK 46\18-78
• CAS NO: 681260-54-8
• Molecular Formula: C₁₂H₆Cl₂N₂S
• Molecular Weight: 281.16
• Mol File: 681260-54-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLORO-6-(4-CHLOROPHENYL)THIENO[3,2-D]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-6-(4-CHLOROPHENYL)THIENO[3,2-D]PYRIMIDINE(681260-54-8)
• EPA Substance Registry System: 4-CHLORO-6-(4-CHLOROPHENYL)THIENO[3,2-D]PYRIMIDINE(681260-54-8)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• Hazardous Substances Data: 681260-54-8(Hazardous Substances Data)

Upstream product

• 91076-93-6 methyl 3-amino-5-(4-chlorophenyl)-2-thiophenecarboxylate 
• 78583-86-5 (E)-3-Chloro-3-(4-chloro-phenyl)-acrylonitrile 
• 99-91-2 para-chloroacetophenone 
• 16269-66-2 4-chlorothieno[3,2-d]pyrimidine 
• 225382-62-7 4-chloro-6-iodothieno[3,2-d]pyrimidine 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 1337875-54-3 2-((6-(4-chlorophenyl)thieno[3,2-d]pyrimidin-4-yl)oxy)acetic acid 
• 1337875-59-8 C₁₄H₁₀ClN₃O₂S 
• 1337875-60-1 C₁₅H₁₂ClN₃O₂S 

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.

Identification and SAR of a new series of thieno[3,2-d]pyrimidines as Tpl2 kinase inhibitors

We report here the synthesis and SAR of a new series of thieno[3,2-d]pyrimidines as potent Tpl2 kinase inhibitors. The proposed binding mode suggests the potential flipped binding mode depending on the substitution. Biacore studies show evidence of binding of these molecules to the protein kinase. The kinome inhibition profile of these molecules suggests good selectivity.