80307-08-0

Basic information

• Product Name: 1,4-dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
• Synonyms: 1,4-dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
• CAS NO: 80307-08-0
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.3636
• Mol File: 80307-08-0.mol

Chemical Properties

• Boiling Point: 438.5°Cat760mmHg
• Flash Point: 219°C
• Appearance: /
• Density: 1.139g/cm³
• Vapor Pressure: 6.86E-08mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 1,4-dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridinedicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridinedicarboxylic acid dimethyl ester(80307-08-0)
• EPA Substance Registry System: 1,4-dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridinedicarboxylic acid dimethyl ester(80307-08-0)

Safety Data

• Hazardous Substances Data: 80307-08-0(Hazardous Substances Data)

Usage

Type of compound

Dimethyl ester derivative of a pyridinedicarboxylic acid

Known as

Dopaminergic agent

Potential applications

Pharmaceutical industry, specifically in the development of drugs for neurological disorders such as Parkinson's disease

Possible mode of action

Acting as a dopamine receptor agonist or having other effects on the dopaminergic system

Research status

Further research and testing are needed to fully understand the specific properties and potential uses of this chemical compound

InChI:InChI=1/C18H21NO4/c1-10-7-6-8-13(9-10)16-14(17(20)22-4)11(2)19-12(3)15(16)18(21)23-5/h6-9,16,19H,1-5H3

Upstream product

• 620-23-5 m-tolyl aldehyde 
• 14205-39-1 methyl 3-aminocrotonate 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 112929-13-2 1,4-Dihydro-2,6-dimethyl-4-(3-methylphenyl)-3,5-pyridine dicarboxylic acid, 5-methyl-3-(6-phthalimido hex-4-enyl) ester 
• 1037462-12-6 2,6-dimethyl-3,5-dimethoxycarbonyl-4-(3-methylphenyl)-pyridine 

Relevant articles and documents

An efficient, metal-free, room temperature aromatization of Hantzsch-1,4-dihydropyridines with urea-hydrogen peroxide adduct, catalyzed by molecular iodine

A mild, highly efficient and metal-free synthetic method for aromatization of 1,4-dihydropyridines employing urea-hydrogen peroxide adduct as oxidant catalyzed by 20 mol % of molecular iodine was developed. The reaction was carried out in ethyl acetate at room temperature and the products were isolated in high to excellent yields. A plausible free-radical mechanism is proposed based on results obtained with derivatives having alkyl and aryl substituents in the 1,4-dihydropyridine ring.

Synthesis of 1,4-dihydropyridines and their hypotensive activity

1,4-Dihydropyridines (1-35) have been synthesised by treating different aldehydes with dicarbonyl compounds and ammonium hydroxide and are found to possess hypotensive activity.

1,4-Dihydropyridine antagonist activities at the calcium channel: A quantitative structure-activity relationship approach

The effect of 46 1,4-dihydropyridine-type calcium channel antagonists on the tonic contractile response of longitudinal muscle strips of guinea pig ileum was determined. 2,6-Dimethyl-3,5-dicarbomethoxy-4-phenyl-1,4-dihydropyridine (13) and 13 ortho-, 15 meta-, and seven para-monosubstituted and 10 polysubstituted aromatic derivatives of 13 were studied. The pharmacological activities of the monosubstituted derivatives were best correlated by eq 10, log 1/C = 0.68π + 2.50σ(m) - 0.47L(meta) - 3.40B1(para) + 11.31, which had a correlation coefficient of 0.89. The full data set was best correlated by eq 11, log 1/C = 0.62π + 1.96σ(m) - 0.44L(meta) - 3.26B1(para) - 1.51L(meta) + 14.23, which had a correlation coefficient of 0.90. Equations of similar form but involving an ortho steric term were found to correlate the radioligand binding data for this class of compounds.