74632-03-4

Basic information

• Product Name: Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate
• Synonyms: Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate;diethyl 4-oxo-1,4-dihydropyridine-3,5-dicarboxylate;diethyl 4-hydroxypyridine-3,5-dicarboxylate
• CAS NO: 74632-03-4
• Molecular Formula: C₁₁H₁₃NO₅
• Molecular Weight: 239.226
• Mol File: 74632-03-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate(74632-03-4)
• EPA Substance Registry System: Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate(74632-03-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 74632-03-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate is used as a key intermediate in the synthesis of calcium channel blockers for the treatment of cardiovascular conditions such as high blood pressure, angina, and arrhythmias. Its role in the production of these drugs is vital, as it contributes to the development of medications that help manage and control these diseases effectively.
Used in the Synthesis of Medications:
Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate is used as a precursor in the synthesis of various medications, particularly those targeting cardiovascular diseases. Its unique chemical structure allows for the creation of drugs with specific therapeutic properties, making it an essential component in the development of new pharmaceuticals.
Used in Research and Development:
In addition to its applications in the pharmaceutical industry, Diethyl 4-oxo-1,4-dihydro-3,5-pyridinedicarboxylate is also utilized in research and development for the discovery of new drug candidates and the optimization of existing pharmaceutical compounds. Its versatile chemical properties make it a valuable tool for scientists and researchers working in the field of drug development.

Upstream product

• 290-87-9 1,3,5-Triazine 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 168200-67-7 diethyl 1,5-bis(dimethylamino)-3-oxopenta-1,4-diene-2,4-dicarboxylate 
• 122-51-0 orthoformic acid triethyl ester 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 

Downstream Products

• 244638-43-5 diethyl 4-chloro-3,5-pyridinedicarboxylate 
• 1325297-11-7 diethyl 1-benzyl-4-oxo-1,4-dihydropyridine-3,5-dicarboxylate 
• 1325297-18-4 C₂₈H₂₆N₄O₅ 
• 1325297-59-3 ethyl 1-benzyl-5-(1-benzyl-5-(1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate 
• 1325297-19-5 methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate 
• 1325297-29-7 methyl 1-benzyl-5-(1-benzyl-4-oxo-5-(2,2,2-trifluoroacetamido)-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate 
• 1325297-12-8 1-benzyl-5-(ethoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 
• 1325297-13-9 ethyl 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylate 
• 1325297-14-0 1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 
• 1325297-15-1 C₁₅H₁₆N₂O₃ 
• 1325297-16-2 ethyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate 
• 1325297-17-3 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 
• 1350912-63-8 5-amino-1-benzyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid 
• 244638-45-7 3,5-dihydro-3-oxo-2-phenyl-2H-pyrazolo[4,3-c]pyridine-7-carboxylic acid 

Relevant articles and documents

Five-fold-symmetric macrocyclic aromatic pentamers: High-affinity cation recognition, ion-pair-induced columnar stacking, and nanofibrillation

Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 A in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.

BOP-mediated one-pot synthesis of C5-symmetric macrocyclic pyridone pentamers

We report here, for the first time, the BOP-mediated one-pot macrocyclization that is facilitated and guided by internally placed intramolecular H-bonds to allow for the highly selective formation of five-residue cation-binding macrocycles.

Synthesis of N-modified 4-aminopyridine-3-carboxylates by ring transformation

3-Methyl-5-nitropyrimidin-4(3H)-one reacted with enaminones to cause the ring transformation leading to functionalized 4-aminopyridines. Various kinds of amino groups can be introduced at the 4-position by modifying the enaminones. The modification of its vicinal positions was also possible. In addition, a bicyclic pyridine could be synthesized by making use of the vicinal functionality of a 4-aminopyridine-3-carboxylic acid. Georg Thieme Verlag Stuttgart.

Perchloro-2,5,8-triazaphenalenyl radical

(Chemical Equation Presented) The unusually stable perchloro-2,5,8- triazaphenalenyl radical 1 and its twisted dechlorinated dimer 2 were synthesized and characterized by ESR spectroscopy and X-ray crystallography. The X-ray structure of dimer 2 shows that the double bond connecting the two triazaphenalene systems is strongly twisted. Dimer 2 has a dramatic color shift from the solid state to solution, which may be due to a change of the twisting angle between both states.

Synthesis and transformations of alkyl 1,5-bis-(dimethylamino)-3-oxopenta-1,4-diene-2,4-dicarboxylates. A simple synthesis of dialkyl 1-substituted 4-oxo-1,4-dihydropyridine-3,5-dicarboxylates

Dimethyl (2a) and diethyl 1,5-bis(dimethylamino)-3-oxo-penta-1,4-diene-2,4-dicarboxylate (2b), available in good yields from the corresponding dialkyl acetonedicarboxylates (1a, b) and N,N-dimethylformamide dimethyl acetal (DMFDMA), were used as reagents for a one-step preparation of 1-substituted 1,4-dihydropyridin-4-ones (3a-u). Thus, compounds (2) were treated with ammonia, hydrazines, and primary aliphatic, aromatic, or heterocyclic amines to form dialkyl 1-substituted 4-oxo-1,4-dihydropyridine-3,5-dicarboxylates (3a-u).