157490-62-5

Basic information

• Product Name: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIMETHYL ESTER
• Synonyms: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIMETHYL ESTER;3,5-bis(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-4-carboxylic acid
• CAS NO: 157490-62-5
• Molecular Formula: C₁₂H₁₅NO₆
• Molecular Weight: 269.25
• Mol File: 157490-62-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIMETHYL ESTER(157490-62-5)
• EPA Substance Registry System: 2,6-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3,4,5-TRICARBOXYLIC ACID 3,5-DIMETHYL ESTER(157490-62-5)

Safety Data

• Hazardous Substances Data: 157490-62-5(Hazardous Substances Data)

Usage

Molecular Structure

2,6-Dimethyl-1,4-dihydro-pyridine-3,4,5-tricarboxylic acid 3,5-dimethyl ester is an organic compound with a pyridine ring at its core, featuring two methyl groups at the 2nd and 6th positions and ester groups at the 3rd and 5th positions.

Solubility

It is sparingly soluble in water and soluble in organic solvents.

Physical Appearance

It is a white to light yellow solid.

Synthesis

DMTC is an ester of 2,6-dimethyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-5-ylpropanoic acid, which is a key component in the production of nicotine receptor agonists.

Use

It is primarily used in research settings to investigate its potential as a therapeutic agent for neurodegenerative diseases.

Pharmaceutical Synthesis

DMTC is used in the synthesis of pharmaceuticals, particularly nicotine receptor agonists.

Upstream product

• 298-12-4 Glyoxilic acid 
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• 14205-39-1 methyl (E)-3-aminocrotonate 

Relevant articles and documents

Synthesis, spectroscopic and conformational analysis of 1,4-dihydroisonicotinic acid derivatives

Structural and conformational properties of 1,4-dihydroisonicotinic acid derivatives, characterized by ester, ketone or cyano functions at positions 3 and 5 in solid and liquid states have been investigated by X-ray analysis and nuclear magnetic resonance

Enantioselective lipase-catalysed kinetic resolution of acyloxymethyl and ethoxycarbonylmethyl esters of 1,4-dihydroisonicotinic acid derivatives

The lipase-catalysed kinetic resolution of four derivatives of 4-[(acyloxy)methyl] and 4-ethoxycarbonylmethyl 3-methyl 5-propyl 2,6-dimethyl-1,4-dihydro-3,4,5-pyridinetricarboxylates has been investigated. Whereas the enantioselectivity of lipases towards the acyloxymethyl derivatives was rather low, the Candida antarctica lipase B (Novozym 435, CAL-B)-catalysed hydrolysis of the ethoxycarbonylmethyl ester of 1,4-dihydroisonicotinic acid was enantioselective. In water-saturated diisopropyl ether at 45°C the enantioselectivity of CAL-B toward the ethoxycarbonylmethyl ester was rather moderate (E=13.8), but it was enhanced at rt and +4°C (E=21.5 and E=28.9, respectively). A high enantiomeric ratio (E=45.3) was reached at subzero temperatures, although at the expense of the reaction rate.