137347-48-9

Upstream product

• 103295-95-0 3-Oxo-2-[1-(3-trifluoromethyl-phenyl)-meth-(Z)-ylidene]-butyric acid methyl ester 
• 105-45-3 acetoacetic acid methyl ester 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 147597-23-7 2,6-Dimethyl-4-(3-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester 

Relevant academic research and scientific papers

Mild and facile cleavage of 2-cyanoethyl ester using sodium sulfide or tetrabutylammonium fluoride. Synthesis of 1,4-dihydropyridine monocarboxylic acids and unsymmetrical 1,4-dihydropyridine dicarboxylates

Several 3-(2-cyanoethyl)-1,4-dihydropyridine carboxylates (16) were prepared in moderate to good yields by means of the Hantzsch reaction. Treatment of these carboxylates with a weak base such as sodium sulfide or tetrabutylammonium fluoride at room temperature afforded smoothly the corresponding 1,4-dihydropyridine monocarboxylic acids (18) in good yields. The monocarboxylic acids 18n and 18o were esterified with 2-nitrooxypropanol or N-(2-hydroxyethyl)nicotinamide p-toluenesulfonic acid salt to afford the selective coronary vasodilators CD-349 (5) and CD-832 (6), respectively.

Synthesis and antihypertensive activities of new 1,4-dihydropyridine derivatives containing a nitrooxy moiety at the 3-ester position

The synthesis of a new series of dihydropyridines containing a nitrooxy moiety at the 3-ester position is described. The antihypertensive activity of the compounds was examined and compared with that of nifedipine; some of them were relatively potent. The structure-activity relationship is also discussed.

Resolution of 1,4-dihydropyridine derivatives

Optically active compounds of formula 1 STR1 wherein R1 is H or lower alkyl; R2 and R6 are each independently lower alkyl, aryl, or arylalkyl; R3 is CN, NO2, CO2 R5, CONHR5, SO2 R5, or P(O)(OR5)2, where R5 is lower alkyl, lower alkoxyalkyl, aryl, or arylalkyl; R4 is aryl, heterocyclyl, or fused-ring heterocyclyl, optionally substituted with one, two, or three halo, NO2, CN, lower alkyl, lower alkoxy, lower alkylamino, CF3, OCH2 F, or OCF3 ; are prepared by fractional crystallization from hot organic solvent and water in the presence of a suitable optically active amine base.