13316-09-1

Basic information

• Product Name: 7-Chloro-5-methylthiazolo[5,4-d]pyrimidine
• Synonyms: 7-Chloro-5-methylthiazolo[5,4-d]pyrimidine
• CAS NO: 13316-09-1
• Molecular Formula: C₆H₄ClN₃S
• Molecular Weight: 185.63
• Mol File: 13316-09-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 210.9±22.0 °C(Predicted)
• Appearance: /
• Density: 1.535±0.06 g/cm3(Predicted)
• PKA: -0.97±0.50(Predicted)
• CAS DataBase Reference: 7-Chloro-5-methylthiazolo[5,4-d]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chloro-5-methylthiazolo[5,4-d]pyrimidine(13316-09-1)
• EPA Substance Registry System: 7-Chloro-5-methylthiazolo[5,4-d]pyrimidine(13316-09-1)

Safety Data

• Hazardous Substances Data: 13316-09-1(Hazardous Substances Data)

Upstream product

• 1023758-31-7 5-amino-6-chloro-2-methylpyrimidine-4-thiol 
• 122-51-0 orthoformic acid triethyl ester 
• 39906-04-2 5-amino-4,6-dichloro-2-methylpyrimidine 

Downstream Products

• 1385059-18-6 7-chloro-5-methyl-2-phenylthiazolo[5,4-d]pyrimidine 
• 1385059-70-0 7-(4-methoxyphenyl)-5-methylthiazolo[5,4-d]pyrimidine 
• 1385059-22-2 4-(5-methyl-2-phenylthiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-24-4 4-(5-methyl-2-(p-tolyl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-27-7 4-(2-(4-chlorophenyl)-5-methylthiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-30-2 4-(5-methyl-2-(4-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-33-5 4-(2-(4-fluorophenyl)-5-methylthiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-36-8 4-(2-(4-methoxyphenyl)-5-methylthiazolo[5,4-d]pyrimidin-7-yl)morpholine 
• 1385059-39-1 5-methyl-2,7-diphenylthiazolo[5,4-d]pyrimidine 
• 1385059-42-6 5-methyl-7-phenyl-2-(p-tolyl)thiazolo[5,4-d]pyrimidine 
• 1385059-44-8 2-(4-chlorophenyl)-5-methyl-7-phenylthiazolo[5,4-d]pyrimidine 
• 1385059-45-9 5-methyl-7-phenyl-2-(4-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidine 
• 1385059-46-0 2-(4-fluorophenyl)-5-methyl-7-phenylthiazolo[5,4-d]pyrimidine 
• 1385059-48-2 2-(4-methoxyphenyl)-5-methyl-7-phenylthiazolo[5,4-d]pyrimidine 

Relevant articles and documents

Design and Synthesis of Novel Thiazolo[5,4-d]pyrimidine Derivatives as Potential Angiogenesis Inhibitors

Vascular endothelial growth factor receptor-2 (VEGFR-2) plays an important role in both vasculogenesis and angiogenesis. Inhibition of VEGFR-2 has been demonstrated as a key method against tumor-associated angiogenesis. Thiazolopyrimidine is an important analog of the purine ring, and we choose the thiazolopyrimidine scaffold as the mother nucleus. Two series of thiazolo[5,4-d]pyrimidine derivatives were synthesized and evaluated for their antiproliferative activity. In HUVEC inhibition assay, compounds 3l (=1-(5-{[2-(4-chlorophenyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]amino}pyridin-2-yl)-3-(3,4-dimethylphenyl)urea) and 3m (=1-(5-{[2-(4-chlorophenyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl]amino}pyridin-2-yl)-3-(4-methoxyphenyl)urea) exhibited the most potent inhibitory effect (IC50=1.65 and 3.52 μm, respectively). Compound 3l also showed the best potency against VEGFR-2 at 50 μm (98.5 %). These results suggest that further investigation of compound 3l might provide potential angiogenesis inhibitors.