105435-14-1

Basic information

• Product Name: diethyl 2-(chloromethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 105435-14-1
• Molecular Formula: C₁₉H₂₁ClN₂O₆
• Molecular Weight: 408.8328
• Mol File: 105435-14-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 524.1°C at 760 mmHg
• Flash Point: 270.7°C
• Density: 1.286g/cm³
• Vapor Pressure: 4.46E-11mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: diethyl 2-(chloromethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-(chloromethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate(105435-14-1)
• EPA Substance Registry System: diethyl 2-(chloromethyl)-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate(105435-14-1)

Safety Data

• Hazardous Substances Data: 105435-14-1(Hazardous Substances Data)

Upstream product

• 638-07-3 ethyl (2-chloroaceto)acetate 
• 99-61-6 3-nitro-benzaldehyde 
• 626-34-6 ethyl aminocrotonate 
• 62760-70-7 diethyl 2-hydroxymethyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 62760-23-0 diethyl 2-methyl-4-(3-nitrophenyl)-6-formyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 62759-88-0 diethyl 2-diethoxymethyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 10495-09-7 ethyl 4,4-diethoxyacetoacetate 
• 62759-87-9 (E,Z)-ethyl 4,4-diethoxy-2-(3-nitrobenzylidene)acetoacetate 
• 141-97-9 ethyl acetoacetate 
• 104537-70-4 ethyl 2-(3-nitrobenzylidene)-4-chloro-3-oxobutanoate 

Downstream Products

• 110646-16-7 2-(2-aminoethylthiomethyl)-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine 
• 110645-72-2 diethyl 6-methyl-2-(1-methyltetrazol-5-yl)thiomethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 155497-40-8 2-(2-aminopropylthio)methyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine 
• 155497-42-0 2-(2-aminopentylthio)methyl-3,5-dicarboethoxy-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine 
• 110645-26-6 2-mercaptomethyl-3,5-di-carboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine 
• 1233222-07-5 C₂₉H₃₄N₄O₆ 

Relevant articles and documents

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.

Synthesis and in vitro pharmacology of new 1,4-dihydropyridines. 1. 2-(ω-Aminoalkylthiomethyl)-1,4-dihydropyridines as potent calcium channel blockers

The synthesis and in vitro calcium channel blocking activities and binding of 2-(ω-aminoalkylthiomethyl)-4-(substituted)phenyl-1,4- dihydropyridines, by determination of the displacement of [3H]nitrendipine from the calcium channel binding sites on rat cortex have been discussed. It has been shown that increasing the alkyl chain length on the 2-position of the 1,4-dihydropyridine ring from ethyl to pentyl does not affect the calcium channel blocking activity of 3-nitrophenyl substituted dihydropyridines, measured on K+-depolarisation induced contractile responses in rat aorta strips. It did not seem to be important whether the 1,4-dihydropyridines bore 2 identical or different ester moieties on the 3- and 5-position of the 1,4-dihydropyridine ring.

SYNTHESIS OF 2-CHLOROMETHYL-1,4-DIHYDROPYRIDINES

The title compounds were prepared by condensation of aldehydes with alkyl 3-aminocrotonate and 4-chloroacetoacetate.