106720-57-4

Basic information

• Product Name: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-6-methyl-2-(methylthio)-4-(2-nitrophenyl)-, ethyl ester
• CAS NO: 106720-57-4
• Molecular Formula: C15H17N3O4S
• Molecular Weight: 335.384
• Mol File: 106720-57-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-6-methyl-2-(methylthio)-4-(2-nitrophenyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-6-methyl-2-(methylthio)-4-(2-nitrophenyl)-, ethyl ester(106720-57-4)
• EPA Substance Registry System: 5-Pyrimidinecarboxylic acid, 1,4-dihydro-6-methyl-2-(methylthio)-4-(2-nitrophenyl)-, ethyl ester(106720-57-4)

Safety Data

• Hazardous Substances Data: 106720-57-4(Hazardous Substances Data)

Upstream product

• 552-89-6 2-nitro-benzaldehyde 
• 112080-22-5 1,2,3,4-tetrahydro-6-methyl-4-(2-nitrophenyl)-2-thioxo-3-pyrimidinecarboxylic acid ethyl ester 
• 77-78-1 dimethyl sulfate 
• 104765-28-8 2-[(2-nitrophenyl)methylene]-3-oxobutanoic acid,ethyl ester 
• 2986-19-8 carbamimidothioic acid methyl ester 
• 141-97-9 ethyl acetoacetate 

Relevant articles and documents

Synthesis and anti-hypertensive activity of some dihydropyrimidines

Wide range of biological activities are associated with 1,4-dihydropyridines/pyrimidines, individually or in combination. In view of the synthesis of various 6-methyl-4-substitutedphenyl-2-thioxo-1,2,3,4- tetrahydropyrimidine-5-carboxylic acid ethyl esters and 6-methyl-4-substituted phenyl-2-S-alkyl(benzyl)-1,4-dihydropyrimidine-5-carboxylic acid ethyl esters was undertaken for synthesizing biologically active molecules with improved activity, lesser toxicity with undesirable side effects in clinical use. The synthesized compounds have been tested for anti-hypertensive activity and show some new results about the structure-activity relationship contrary to an earlier reports.

Dihydropyrimidine calcium channel blockers: 2-Heterosubstituted 4-aryl-1,4-dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyridines

2-Heterosubstituted-4-aryl-1,4-dihydro-6-methyl-5- pyrimidinecarboxylic acid esters 8, which lack the potential C(s) symmetry of dihydropyridine calcium channel blockers, were prepared and evaluated for biological activity. Biological assays using potassium-depolarized rabbit aorta and radioligand binding techniques showed that some of these compounds are potent mimics of dihydropyridine calcium channel blockers. The combination of a branched ester (e.g. isopropyl, sec-butyl) and an alkylthio group (e.g. SMe) was found to be optimal for biological activity. When compared directly with similarly substituted 2-heteroalkyldihydropyridines 9, dihydropyrimidines 8 were found to be 30-fold less active. The solid-state structure of dihydropyrimidine analogue 8g shows that these compounds can adopt a molecular conformation which is similar to the reported conformation of dihydropyridine calcium channel blockers.