121497-05-0

Basic information

• Product Name: dimethyl 4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(4-(methoxycarbonyl)phenyl)-2,6-dimethyl-, dimethyl ester; 3,5-pyridinedicarboxylic acid, 1,4-dihydro-4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-, dimethyl ester; Dimethyl 4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 121497-05-0
• Molecular Formula: C₁₉H₂₁NO₆
• Molecular Weight: 359.3731
• Mol File: 121497-05-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 487.4°C at 760 mmHg
• Flash Point: 248.6°C
• Density: 1.204g/cm³
• Vapor Pressure: 1.19E-09mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: dimethyl 4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(121497-05-0)
• EPA Substance Registry System: dimethyl 4-[4-(methoxycarbonyl)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(121497-05-0)

Safety Data

• Hazardous Substances Data: 121497-05-0(Hazardous Substances Data)

Upstream product

• 1571-08-0 methyl 4-formylbenzoate 
• 14205-39-1 methyl 3-aminocrotonate 
• 105-45-3 acetoacetic acid methyl ester 
• 619-66-9 4-Carboxybenzaldehyde 
• 67-56-1 methanol 

Relevant articles and documents

The Hantzsch reaction for nitrogen-13 PET: Preparation of [13N]nifedipine and derivatives

Nitrogen-13 is an attractive but under-used PET radionuclide for labelling molecules of biological and pharmaceutical interest, complementing other PET radionuclides. Its short half-life (t1/2 = 9.97 min) imposes synthetic challenges, but we have expanded the hitherto limited pool of 13N labelling strategies and tracers by adapting the multicomponent Hantzsch condensation reaction to prepare a library of 13N-labelled 1,4-dihydropyridines from [13N]ammonia, including the widely-used drug nifedipine. This represents a key advance in 13N PET radiochemistry, and will serve to underpin the renewed interest in clinical opportunities offered by short-lived PET tracers.

Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters

A number of 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-substituted-1,4-dihydropyridines were synthesized and evaluated for pregnancy-interceptive activity in mated hamsters. Our of 24 compounds, 12, 15, 21, 22, 28, and 34 caused a marked reduction in the number of implantations when administered on days 3-8 postcoitum. In an in vitro competition assay, none of the compounds exhibited noticeable binding affinity for uterine progesterone receptors. The results reported here have helped to identify new leads for developing pregnancy-interceptive agents and the active compounds do not seem to elicit their interceptive effect through receptor-mediated inhibition of progesterone action in hamster uterus.