107812-63-5

Upstream product

• 638-07-3 ethyl (2-chloroaceto)acetate 
• 99-61-6 3-nitro-benzaldehyde 
• 14205-39-1 methyl (E)-3-aminocrotonate 
• 21731-17-9 methyl 3-aminocrotonate 
• 105-45-3 acetoacetic acid methyl ester 
• 104537-70-4 ethyl 2-(3-nitrobenzylidene)-4-chloro-3-oxobutanoate 
• 14205-39-1 methyl 3-aminocrotonate 
• 121236-58-6 (3S,4R)-2-[1-Chloro-meth-(Z)-ylidene]-6-methyl-4-(3-nitro-phenyl)-1,2,3,4-tetrahydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 

Downstream Products

• 103417-69-2 2-Imidazol-1-ylmethyl-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 
• 88250-01-5 methyl 2-methyl-4-(3-nitrophenyl)-5-oxo-1,4,5,7-tetrahydro-furo<3,4-b>pyridine-3-carboxylate 
• 64603-74-3 methyl 2-methyl-4-(3-nitrophenyl)-5-oxo-5,7-dihydro-furo<3,4-b>pyridine-3-carboxylate 
• 120074-64-8 2-phenylselenylmethyl-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine 
• 118587-21-6 2-chloromethyl-3-carboethoxy-5-carbomethoxy-4-(m-nitrophenyl)-6-methylpyridine 

Relevant academic research and scientific papers

Synthesis of unsymmetrical 1, 4-dihydropyridine derivatives in ionic liquid and inference on the formation mechanism of furopyridines

Aromatic aldehydes, methyl acetoacetate, ethyl acetoacetate, ammonium acetate, ethyl 4-chloroacetoacetate as materials, eight unsymmetrical 1, 4-dihydropyridine derivatives were synthesized in ionic liquid [Bmim]OH in short time with the 60%-90% yield, and the ionic liquid could be utilized for 5 times repeatedly with the no decrease of the yield, four of products [3(a-d)] (see in Table-1) were synthesized through Knoevenagel and Michael addition reaction, and another four Furopyridines [3(e-h)] (see in Table-2) through one-pot synthesis whose formation mechanism being different from that of [3(a-d)] was first inferred.

Organic nitrates. II. Synthesis and biological activities of 4-nitrooxymethylphenyl-1,4-dihydropyridines.

Both 2-nitrooxymethyl-4-phenyl- (2) and 4-nitrooxymethylphenyl-1,4-dihydropyridines (3) represent new combinations of two different vasodilating structures. 2 could not be isolated due to its spontaneous lactonization. Derivatives of 3 were obtained via Hantzsch synthesis using nitrooxymethylated benzaldehydes. The inotropic potency in isolated porcine trabecular muscles and the vasodilator activity in isolated porcine coronary arteries of four nitrooxyphenyl-dihydropyridines were determined. Nitrendipine (NTD) and glyceryl trinitrate (GTN) were used for reference. 3 were negative inotropic, however, less than NTD and--except for the dicyano derivative 3d--more than GTN. Vasodilator properties were less pronounced than that of both nitrendipine and GTN. Vascular selectivity was low.

Design of an antithrombotic-antihypertensive agent (Wy 27569). Synthesis and evaluation of a series of 2-heteroaryl-substituted dihydropyridines

An approach to the design of potential combined antithrombotic-antihypertensive agents is described. A series of 1,4-dihydropyridines bearing a 1H-imidazol-1-yl or pyrid-3-yl substituted side chain in the 2-position were synthesized and tested for antihypertensive activity in spontaneously hypertensive rats and for inhibition of TXA2 synthetase in rabbit platelets, in vitro. 1,4-Dihydro-2-(1H-imidazol-1-ylmethyl) -6-methyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 3-ethyl 5-methyl diester (1) was shown to be similar in potency to nitrendipine as an antihypertensive agent. Compound 1 inhibited TXA2 synthetase in rabbit and human platelets in vitro and reduced plasma TXB2 levels in rats at antihypertensive dose levels. The reductions in thromboxane production observed in vivo and in vitro were accompanied by enhanced levels of 6-KPGF(1α), reflecting diversion of the arachidonic acid cascade toward prostacyclin synthesis.

1,4-dihydropyridines

Dihydropyridines of formula I STR1 wherein R is hydrogen or lower alkyl; R 1 is a CN, NO 2, COCH 3, COPh group, a carboalkoxy or carboamide group; R 2 is an aromatic or heteroaromatic, mono- or bicyclic eventually substituted phenyl group; R 3 is a carboa

Ca(2+)-MODULATORS. UNUSUAL HIGHLY STEREOSPECIFIC HANTZSCH-LIKE CYCLIZATION: FIRST AUTHENTICATED EXAMPLE OF 2-CHLOROMETHYLENE-1,2,3,4-TETRAHYDROPYRIDINE

Hantzsch cyclization of ethyl 4-chloro-2-benzylidene-acetoacetates 5 with methyl 3-aminocrotonate 6 leads to 2-chloromethylene-1,2,3,4-tetrahydropyridine-3,5-dicarboxylic esters 7.X-ray structure analysis and 1H-NMR of 7a established the configuration at

2-(heteroalkyl)-1,4-dihydropyridines, process for their preparations and pharmaceutical compositions containing them

Dihydropyridines of formula I wherein R is hydrogen or lower alkyl; R1 is a CN, NO2, COCH3, COPh group, a carboalkoxy or carboamide group; R2 is an aromatic or heteroaromatic, mono- or bicyclic even-tually subst