19350-66-4

Basic information

• Product Name: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER
• Synonyms: 3,5-Bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-4-carboxylic acid
• CAS NO: 19350-66-4
• Molecular Formula: C₁₄H₁₉NO₆
• Molecular Weight: 297.3
• Mol File: 19350-66-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 450.5°Cat760mmHg
• Flash Point: 226.3°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 2.26E-09mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 1.47±0.70(Predicted)
• CAS DataBase Reference: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER(19350-66-4)
• EPA Substance Registry System: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER(19350-66-4)

Safety Data

• Hazardous Substances Data: 19350-66-4(Hazardous Substances Data)

Usage

General Description

The chemical compound 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER is a diethyl ester derivative of 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID. It is a tricarboxylic acid derivative with two ethyl groups attached to the 3rd and 5th positions of the pyridine ring. 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIETHYL ESTER is often used in medicine and pharmaceutical research as a calcium channel blocker and vasodilator. It has shown potential applications in the treatment of cardiovascular diseases, particularly for conditions such as hypertension and angina. Additionally, this chemical may have neuroprotective properties, making it of interest for potential therapeutic use in neurological conditions.

InChI:InChI=1/C14H19NO6/c1-5-20-13(18)9-7(3)15-8(4)10(11(9)12(16)17)14(19)21-6-2/h11,15H,5-6H2,1-4H3,(H,16,17)

Upstream product

• 626-34-6 ethyl 3-aminobut-2-enoate 
• 298-12-4 Glyoxilic acid 
• 626-34-6 ethyl aminocrotonate 

Relevant articles and documents

Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation

An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N-aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Br?nsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.

Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C?O Bond Homolysis

C-aryl glycosyl compounds offer better in vivo stability relative to O- and N-glycoside analogues. C-aryl glycosides are extensively investigated as drug candidates and applied to chemical biology studies. Previously, C-aryl glycosides were derived from lactones, glycals, glycosyl stannanes, and halides, via methods displaying various limitations with respect to the scope, functional-group compatibility, and practicality. Challenges remain in the synthesis of C-aryl nucleosides and 2-deoxysugars from easily accessible carbohydrate precursors. Herein, we report a cross-coupling method to prepare C-aryl and heteroaryl glycosides, including nucleosides and 2-deoxysugars, from glycosyl esters and bromoarenes. Activation of the carbohydrate substrates leverages dihydropyridine (DHP) as an activating group followed by decarboxylation to generate a glycosyl radical via C?O bond homolysis. This strategy represents a new means to activate alcohols as a cross-coupling partner. The convenient preparation of glycosyl esters and their stability exemplifies the potential of this method in medicinal chemistry.

Carbamoylation of Azomethine Imines via Visible-Light Photoredox Catalysis

A versatile and robust photocatalytic methodology to install the amide functional group into azomethine imine ions is described. This protocol is distinguished by its broad scope and mild reaction conditions, which are well suited for the preparation of s