53274-27-4

Basic information

• Product Name: diethyl 2,6-dimethyl-4-(quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 53274-27-4
• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.437
• Mol File: 53274-27-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 535.1°C at 760 mmHg
• Flash Point: 277.4°C
• Density: 1.185g/cm³
• Vapor Pressure: 1.58E-11mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: diethyl 2,6-dimethyl-4-(quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2,6-dimethyl-4-(quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate(53274-27-4)
• EPA Substance Registry System: diethyl 2,6-dimethyl-4-(quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate(53274-27-4)

Safety Data

• Hazardous Substances Data: 53274-27-4(Hazardous Substances Data)

Upstream product

• 4363-93-3 quinoline-4-carboxaldehyde 
• 626-34-6 ethyl aminocrotonate 
• 141-97-9 ethyl acetoacetate 

Relevant articles and documents

Synthesis of Dialkyl 1,4-Dihydro-2,6-dimethyl-4-(heteroaryl)-pyridine-3,5-dicarboxylates as Calcium Channel Antagonists

The Hantzsch condensation of the heteroarylcarboxaldehydes 3a-c with alkyl acetoacetates 4a-c and alkyl 3-aminocrotonates 5a-b afforded the respective dialkyl 1,4-dihydro-2,6-dimethyl-4-(heteroaryl)-pyridine-3,5-dicarboxylates 6a-f possessing a C-4 4-quinolinyl, 8-quinolinyl or 1-oxido-4-pyridinyl substituent Calcium channel antagonist structure-activity relationships acquired indicate that i) the position of the quinolyl nitrogen atom was not a determinant of activity, ii) increasing the size of the C-3 and C-5 alkyl ester substituents decreases potency and iii) a C-4 1-oxido-4-pyridinyl substituent abolishes activity. The most active, and equipotent C-4 4-quinolinyl 6a and 8-quinolinyl 6b analogs, were approximately 8-fold less potent calcium channel antagonists than the reference drug nifedipine.