62759-87-9

Basic information

• Product Name: Butanoic acid, 4,4-diethoxy-2-[(3-nitrophenyl)methylene]-3-oxo-, ethyl ester
• CAS NO: 62759-87-9
• Molecular Formula: C17H21NO7
• Molecular Weight: 351.356
• Mol File: 62759-87-9.mol

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 4,4-diethoxy-2-[(3-nitrophenyl)methylene]-3-oxo-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 4,4-diethoxy-2-[(3-nitrophenyl)methylene]-3-oxo-, ethyl ester(62759-87-9)
• EPA Substance Registry System: Butanoic acid, 4,4-diethoxy-2-[(3-nitrophenyl)methylene]-3-oxo-, ethyl ester(62759-87-9)

Safety Data

• Hazardous Substances Data: 62759-87-9(Hazardous Substances Data)

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 10495-09-7 ethyl 4,4-diethoxyacetoacetate 

Downstream Products

• 140230-80-4 diethyl 6-methyl-2-<3-(1-morpholino)pyridazin-6-yl-hydrazono>-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 140230-81-5 2-[(2-Amino-6-methyl-pyrimidin-4-yl)-hydrazonomethyl]-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 140230-79-1 2-[(6-Chloro-pyridazin-3-yl)-hydrazonomethyl]-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 110645-72-2 diethyl 6-methyl-2-(1-methyltetrazol-5-yl)thiomethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 140230-78-0 2-Methyl-4-(3-nitro-phenyl)-6-([1,3,4]thiadiazol-2-yl-hydrazonomethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 74666-23-2 2-Methyl-4-(3-nitro-phenyl)-6-(pyridine-3-carbonyloxymethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester 
• 140230-76-8 diethyl 6-methyl-4-(3-nitrophenyl)-2-(tetrazol-5-yl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 140230-82-6 N-<3,5-diethoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-2-yl-methylidene>-methylamine-N-oxide 
• 140230-83-7 diethyl 6-methyl-2-(N-methylcarbamoyl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 105435-14-1 2-chloromethyl-3,5-dicarboethoxy-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine 
• 62760-94-5 diethyl-2-acetoxymethyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 62760-57-0 diethyl 2-methyl-4-(3-nitrophenyl)-6-cyano-1,4-dihydropyridine-3,5-dicarboxylate 
• 62760-23-0 diethyl 2-methyl-4-(3-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 62760-70-7 diethyl 2-hydroxymethyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 

Relevant articles and documents

Chemistry of Hantzsch Cyclization: Stereochemistry of the 2-Hydroxy-1,2,3,4-tetrahydropyridine Intermediate of Hantzsch Cyclization. X-Ray Molecular Structure of Diastereoisomers of 5-(2-Cyanoethyl) 3-Methyl 2-Dimethoxymethyl-2-hydroxy-6-methyl-4-(3-nitrophenyl)-1,2,3,4-tetrahydropyri...

Hantzsch cyclization of cyanoethyl 3-aminocrotonate and (E,Z)-4,4-dialkoxy-2-benzylideneacetoacetonates 12a-h afforded the corresponding 3,4-trans-2-hydroxy-1,2,3,4-tetrahydropyridines 14a-h with high stereoselectivity. 1H NMR and X-ray analyses of compound 14a established the configuration of 3-H and 4-H as trans and that of 3-H and 2-OH as trans also.

Studies on nilvadipine. I. Synthesis and structure-activity relationships of 1,4-dihydropyridines containing novel substituents at the 2-position

The synthesis of new 1,4-dihydropyridine derivatives containing novel substituent at the 2-position of the nucleus via the key intermediate 2-formyl-1,4-dihydropyridines (X), is described. The aldehydes (X) were prepared by hydrolysis of the acetals (IX) which were obtained from aryl aldehyde (V) and alkyl 4,4-dialkoxyacetoacetate (VI) by the Knoevenagel reaction and treatment with alkyl 3-aminocrotonate (VIII) according to the modified Hantzsch method. The formyl group of the aldehydes (X) was reactive enough to be converted to a variety of functional groups such as hydroxymethyl, cyano, substituted iminomethyl, carbamoyl, semicarbazone, substituted vinyl, ethynyl, and so on. In all of the novel compounds we prepared, 2-hydroxymethyl- and 2-cyano-1,4-dihydropyridines (IV and XXII) were found to possess potent activities in preliminary biological evaluations on hypotension in normotensive rats and on an increase in coronary blood flow in pentobarbital-anesthetized dogs. Optimization research in order to obtain a more potent compound was accomplished in the 2-hydroxymethyl- and 2-cyano-1,4-dihydropyridine series. We selected isopropyl 2-cyano-3-methoxycarbonyl-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridin e-5-carboxylate (XXIIj) as a candidate compound for further biological evaluation studies. Fortunately, XXIIj (nilvadipine) has been accepted in clinical use for the treatment of hypertension.