182170-95-2

Basic information

• Product Name: 4-(4-CHLOROPHENYL)-6-METHYL-N-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXAMIDE
• Synonyms: 4-(4-CHLOROPHENYL)-6-METHYL-N-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXAMIDE
• CAS NO: 182170-95-2
• Molecular Formula: C₁₈H₁₆ClN₃OS
• Molecular Weight: 357.86
• Mol File: 182170-95-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(4-CHLOROPHENYL)-6-METHYL-N-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-CHLOROPHENYL)-6-METHYL-N-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXAMIDE(182170-95-2)
• EPA Substance Registry System: 4-(4-CHLOROPHENYL)-6-METHYL-N-PHENYL-2-THIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINECARBOXAMIDE(182170-95-2)

Safety Data

• Hazardous Substances Data: 182170-95-2(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 102-01-2 N-phenylacetoacetamide 
• 17356-08-0 thiourea 

Downstream Products

• 340209-20-3 5-(4-chlorophenyl)-N-phenyl-2-(4-methoxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide 
• 895291-51-7 5-(4-chlorophenyl)-N-phenyl-2-(4-nitrobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide 
• 351895-18-6 5-(4-chlorophenyl)-N-phenyl-2-(4-dimethylaminobenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-(1,3)-thiazolo-(3,2-a)-pyrimidine-6-carboxamide 

Relevant articles and documents

In vitro anti-inflammatory potential and QSAR analysis of oxazolo/thiazolo pyrimidine derivatives

Twenty-six different benzylidene oxazolo/thiazolo (3,2-a)-pyrimidine-6- carboxamide derivatives were synthesized and evaluated for their anti-inflammatory potential by protein denaturation method. The structures of title compounds were characterized by IR and NMR spectral data. The SAR studies reveal that compounds containing electron withdrawing polar group at para position of 5-phenyl ring and electron withdrawing non-polar group at para position of 2-benzylidene moiety of thiazolo pyrimidine nucleus have better anti-inflammatory potential. The 2D-QSAR studies were performed on VLife MDS software which reveals that anti-inflammatory potential of benzylidene-3-oxo-5H- oxazolo/thiazolo (3,2-a)-pyrimidine-6-carboxamides is dependent on estate contribution, alignment independent, individual and path count descriptors.

A Convenient Synthesis of Thiazolopyrimidine, Thiazolodipyrimidines and Heterocyclothiazolopyrimidines

4-Aryl-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxanilides I reacted with chloracetic acid/acetic anhydride and aromatic aldehyde to yield thiazolopyrimidine derivative IV.Compounds I reacted with bromomalononitrile to give 3-amino-5-aryl-2-cyano-7-methyl-5H-thiazolopyrimidine-6-carboxanilides VI.The latter compounds VI reacted with formic acid, ethyl cyanoacetate and with hydroxylamine hydrochloride to give annulated pyrimido-, pyridino-, and pyrazolo- derivatives VII, VIII, IX respectively (Scheme 1).