67448-12-8

Basic information

• Product Name: 4,4-Dimethoxy-2-[1-(2-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester
• CAS NO: 67448-12-8
• Molecular Weight: 309.276
• Mol File: 67448-12-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,4-Dimethoxy-2-[1-(2-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Dimethoxy-2-[1-(2-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester(67448-12-8)
• EPA Substance Registry System: 4,4-Dimethoxy-2-[1-(2-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester(67448-12-8)

Safety Data

• Hazardous Substances Data: 67448-12-8(Hazardous Substances Data)

Upstream product

• 60705-25-1 4,4-dimethoxy-3-oxo-butyric acid methyl ester 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 67448-36-6 isopropyl 2-methyl-4-(2-nitrophenyl)-5-methoxycarbonyl-6-hydroxymethyl-1,4-dihydropyridine-3-carboxylate 
• 67448-28-6 dimethyl 2-methyl-4-(2-nitrophenyl)-6-cyano-1,4-dihydropyridine-3,5-dicarboxylate 
• 67448-22-0 2-formyl-6-methyl-4-(2-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 67448-35-5 dimethyl 2-methyl-4-(2-nitrophenyl)-6-hydroxymethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 67448-29-7 isopropyl 2-methyl-4-(2-nitrophenyl)-5-methoxycarbonyl-6-cyano-1,4-dihydropyridine-3-carboxylate 
• 67448-23-1 isopropyl 2-formyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate 
• 67448-11-7 2-dimethoxymethyl-6-methyl-4-(2-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 67448-14-0 isopropyl 2-dimethoxymethyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate 
• 67448-13-9 ethyl 2-dimethoxymethyl-3-methoxycarbonyl-6-methyl-4-(2-nitrophenyl)-1,4-dihydropyridine-5-carboxylate 

Relevant articles and documents

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.