106720-60-9

Basic information

• Product Name: 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester
• Synonyms: 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester
• CAS NO: 106720-60-9
• Molecular Weight: 319.317
• Mol File: 106720-60-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester(106720-60-9)
• EPA Substance Registry System: 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester(106720-60-9)

Safety Data

• Hazardous Substances Data: 106720-60-9(Hazardous Substances Data)

Upstream product

• 39562-16-8 ethyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate 
• 2440-60-0 2-methyl-isourea 

Downstream Products

• 123486-10-2 2-Methoxy-4-methyl-6-(3-nitro-phenyl)-6H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester 
• 108931-96-0 1,4-Dihydro-2-[[(4-methoxyphenyl)methyl]-thio]-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid,ethyl ester 
• 108931-47-1 3-(2,2-Dimethyl-1-oxopropyl)-1,2,3,4-tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-5-pyrimidinecarboxylic acid, ethyl ester 
• 108930-65-0 3,6-dihydro-4-methyl-6-(3-nitrophenyl)-2-oxo-1,5-pyrimidinedicarboxylic acid 1-(1,1-dimethylethyl) 5-ethyl diester 
• 108930-64-9 3,6-dihydro-4-methyl-6-(3-nitrophenyl)-2-oxo-1,5(2H)-pyrimidinedicarboxylic acid, 5-ethyl 1-(phenylmethyl) ester 
• 108930-63-8 3,6-Dihydro-4-methyl-6-(3-nitrophenyl)-2-oxo-1,5(2H)-pyrimidinedicarboxylic acid, 5-ethyl 1-(1-methylethyl) ester 
• 108931-46-0 1,2,3,4-tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-3-(1-oxopropyl)-5-pyrimidinecarboxylic acid ethyl ester 
• 112795-89-8 3-(Aminocarbonyl)-1,2,3,4-tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-5-pyrimidinecarboxylic acid, ethyl ester 
• 111199-77-0 2-methoxy-4-methyl-6-(3-nitrophenyl)-1,5(6H)-pyrimidinedicarboxylic acid, diethyl ester 
• 108930-58-1 3,6-dihydro-4-methyl-6-(3-nitrophenyl)-2-oxo-1,5(2H)-pyrimidinedicarboxylic acid bis(ethyl ester) 
• 110926-42-6 1-Methanesulfonyl-2-(4-methoxy-benzylsulfanyl)-4-methyl-6-(3-nitro-phenyl)-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester 
• 123486-07-7 1,6-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-methyl-1-[(dimethylamino)carbonyl]-6-(3-nitrophenyl)-5-pyrimidinecarboxylic acid, ethyl ester 
• 123485-93-8 2-(4-Methoxy-benzylsulfanyl)-4-methyl-6-(3-nitro-phenyl)-6H-pyrimidine-1,5-dicarboxylic acid diethyl ester 
• 123486-08-8 1,6-dihydro-2-<<(4-methoxyphenyl)methyl>thio>-4-methyl-6-(3-nitrophenyl)-1-propyl-5-pyrimidinecarboxylic acid ethyl ester 

Relevant articles and documents

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.