78524-77-3

Basic information

• Product Name: 1,4-dimethyl-1,4-dihydropyridine-3,5-dicarbaldehyde
• Synonyms: 3,5-Pyridinedicarboxaldehyde, 1,4-dihydro-1,4-dimethyl-
• CAS NO: 78524-77-3
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.1891
• Mol File: 78524-77-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 271.5°C at 760 mmHg
• Flash Point: 115.8°C
• Density: 1.239g/cm³
• Vapor Pressure: 0.00642mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 1,4-dimethyl-1,4-dihydropyridine-3,5-dicarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dimethyl-1,4-dihydropyridine-3,5-dicarbaldehyde(78524-77-3)
• EPA Substance Registry System: 1,4-dimethyl-1,4-dihydropyridine-3,5-dicarbaldehyde(78524-77-3)

Safety Data

• Hazardous Substances Data: 78524-77-3(Hazardous Substances Data)

Usage

Derivative of

Pyridine

Di-aldehyde

Contains two aldehyde functional groups

Common use

Building block in organic synthesis

Pharmaceuticals

Studied for its potential use in the pharmaceutical industry

Heterocycle synthesis

Role in the synthesis of various heterocyclic compounds

Coordination chemistry

Investigated for its potential use in coordination chemistry

Metal complexes

Studied as a ligand in metal complexes

Versatility

Range of potential applications in synthetic chemistry

Upstream product

• 74-89-5 methylamine 
• 143022-70-2 2,4-dihydroxymethylene-3-methylglutaraldehyde Na salt 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 542-78-9 Malondialdehyde 

Relevant articles and documents

Cleavage and Oligomerization of Malondialdehyde

Malondialdehyde (MDA) slowly self-condensates in aqueous solution at pH 4.5-6 and room temperature yielding (E)-(3'-oxo-1'-propenyl)malondialdehyde and 2,4-dihydroxymethylene-3-(2'-oxoethyl)glutaraldehyde.The latter compound exists in solution in equilibr

STUDIES ON PEROXIDIZED LIPIDS. II. FLUORESCENT PRODUCTS RELEVANT TO AGING PIGMENTS DERIVED FROM MALONDIALDEHYDE AND METHYLAMINE

Malondialdehyde (MDA) is a secondary product of in vitro and in vivo lipid peroxidation.Reactions of MDA, prepared by acid hydrolysis of malonaldehyde bis(dimethylacetal), with methylamine were performed at 37 deg under various pH conditions (pH 1-8).Two major fluorescent compounds, 1,4-dimethyl-1,4-dihydropyridine-3,5-dialdehyde (1) and 1-methyl-4-(dimethoxyethyl)-1,4-dihydropyridine-3,5-dialdehyde (2), and two nonfluorescent UV-absorbing by-products, β-methylaminoacrolein (3) and 2,6-dimethyl-2,6-diazabicyclo3,7-nonadiene-4,8-dialdhyde (4), were isolated.The structures of these products were elucidated by analysis of their 13C and 1H NMR spectra, mass spectra and UV absorption spectra.Compounds 1 and 2 were produced in the best yields at pH 6-8, 3 was produced at every pH, and 4 was produced at pH 2-5.The 1,4-dihydropyridine-3,5-dialdehyde fluorophore in 1 and 2 may have been formed via a Hantzsch-type reaction of MDA and methylamine.The fluorescence spectrum of 1 with a maximum at 460 nm was the same as that of a conjugated Schiff base of MDA and amino acid or those of aging or lipofuscin pigments accumulated in the cells.Keywords: malondialdehyde; 1,4-dimethyl-1,4-dihydropyridine-3,5-dialdehyde; 1-methyl-4-(dimethoxyethyl)-1,4-dihydropyridine-3,5-dialdehyde; β-methylaminoacrolein; 2,6-dimethyl-2,6-diazabicyclo3,7-nonadiene-4,8-dialdehyde; Hantzsch reaction; lipofuscin pigments