15031-42-2

Usage

Class

1,4-dihydropyridines

Derivative

Dihydropyridine

Common use

Synthesis of pharmaceutical drugs

Specific application

Calcium channel blockers for high blood pressure and angina treatment

Additional property

Antioxidant

Potential use

Anti-aging and skincare products

Industry applications

Pharmaceutical and cosmetic industries

InChI:InChI=1/C7H9NO/c1-6-3-4-8(2)7(9)5-6/h3-5H,1-2H3

Upstream product

• 13466-41-6 4-methyl-1H-pyridin-2-one 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 4926-28-7 2-Bromo-4-picoline 
• 61379-59-7 4-[1,3]dioxolan-2-yl-pyridine 
• 872-85-5 pyridine-4-carbaldehyde 
• 91615-36-0 5-acetoxy-1,2-dimethyl-2-azabicyclo<2.2.0>hex-5-en-3-one 
• 7211-75-8 4-acetoxy-1,6-dimethyl-2-pyridone 
• 52421-93-9 (2Z)-3-methyl-2-penten-4-ynal 
• 91615-37-1 5-acetoxy-1,2-dimethyl-2-azabicyclo<2.2.0>hexan-3-one 
• 111400-21-6 C₇H₉NO 
• 94170-15-7 1-methyl-2-oxo-1,2-dihydropyridin-4-carboxaldehyde 
• 100848-70-2 2-methoxy-4-methyl-pyridine 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 87769-79-7 4-Methyl-2-(trimethylsilyl)benzoeseure-ethylester 
• 87769-81-1 4-Methyl-2-(trimethylsilyl)benzophenon 
• 121463-28-3 (1R,6R)-1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with 1,4-dimethyl-1H-pyridin-2-one 
• 121471-25-8 [(4R,5R)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 1,4-dimethyl-1H-pyridin-2-one 
• 100465-37-0 2,5-Dimethyl-2-aza-bicyclo[2.2.0]hex-5-en-3-one 
• 110901-43-4 (1R,2R,5S,6S)-3,7,9,11-Tetramethyl-3,7-diaza-tricyclo[4.2.2.2^2,5]dodeca-9,11-diene-4,8-dione 
• 1393102-80-1 6-cyclohexyl-1,4-dimethylpyridin-2(1H)-one 
• 1393102-76-5 6-[2-(cyclohex-3-en-1-yl)ethyl]-1,4-dimethyl-pyridin-2(1H)-one 

Relevant academic research and scientific papers

Kinetics of solid state photodimerization of 1,4-dimethyl-2-pyridinone in its molecular compound

The [4 + 4] photodimerization of 1,4-dimethyl-2-pyridinone (A) in its molecular compound with 1,1,6,6-tetraphenyl-2,4-hexadiyne-1,6-diol (I) was investigated by irradiation of a single crystal of the compound. The conversion to the product in a single-cry

Light-induced [2 + 2] cycloadditions for the construction of cyclobutane-fused pyridinyl sulfonyl fluorides

Cyclobutanes are an important class of motifs present in a wide range of natural products and other biologically significant molecules. A photocatalytic [2 + 2] cycloaddition between pyridones or isoquinolones and ethenesulfonyl fluoride was achieved, providing a portal to a class of unique cyclobutane-fused pyridinyl sulfonyl fluorides with quaternary rigid rings (30 examples). Further applications of these novel sulfonyl fluoride molecules in SuFEx click chemistry were also accomplished, providing the corresponding sulfonates and sulphonamides with reasonable yields.

Thermal Behavior Analysis of Two Synthesized Flavor Precursors of N-alkylpyrrole Derivatives

To expand the library of pyrrole-containing flavor precursors, two new flavor precursors—methyl N-benzyl-2-methyl-5-formylpyrrole-3-carboxylate (NBMF) and methyl N-butyl-2-methyl-5-formylpyrrole-3-carboxylate (NUMF)—were synthesized by cyclization, oxidation, and alkylation reactions. Thermogravimetry (TG), differential scanning calorimeter, and pyrolysis–gas chromatography/mass spectrometry were utilized to analyze the thermal degradation behavior and thermal degradation products of NBMF and NUMF. The TG-DTG curve indicated that the maximum mass loss rates of NBMF and NUMF appear at 310 and 268°C, respectively. The largest peaks of NBMF and NUMF showed by the differential scanning calorimeter curve were 315 and 274°C, respectively. Pyrolysis–gas chromatography/mass spectrometry detected small molecule fragrance compounds appeared during thermal degradation, such as 2-methylpyrrole, 1-methylpyrrole-2-carboxylic acid methyl ester, limonene, and methyl formate. Finally, the thermal degradation mechanism of NBMF and NUMF was discussed, which provided a theoretical basis for their application in tobacco flavoring additives.

Direct Pd(II)-Catalyzed Site-Selective C5-Arylation of 2-Pyridone Using Aryl Iodides

A straightforward Pd(II)-catalyzed general strategy was developed for the C5-selective arylation of the 2-pyridone core with easily available aryl iodides. The transformation was highly regioselective and accomplished with a wide scope and functional group tolerance. Silver nitrate played a crucial role in this direct site-selective arylation. The method was extended to synthesize biologically active molecules.

Asymmetric Homogeneous Hydrogenation of 2-Pyridones

An asymmetric homogeneous hydrogenation of 2(1H)-pyridones has been developed, using a ruthenium complex bearing two chiral N-heterocyclic carbene (NHC) ligands. To the best of our knowledge, the presented reaction is the first example of a homogeneous asymmetric conversion of 2-pyridones into the corresponding enantioenriched 2-piperidones.

Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe 3 catalysis

(Chemical Equation Presented) Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe 3 catalysis. Coo

4-pyridinyl-n-acyl-l-phenylalanines

Compounds of Formula I have activity as inhibitors of binding between VCAM-1 and cells expressing VLA-4 and are useful for treating disease whose symptoms and or damage are related to the binding of VCAM-1 to cells expressing VLA-4.

PYRROLE AND PYRIDINE DERIVATIVES VIA 1,7-CYCLIZATION OF BUTENYNYL NITRONES THE PRODUCT-DETERMINING INFLUENCE OF SUBSTITUENTS ON THE DEACTIVATION PATHWAY OF THE OXAZA-CYCLOALLENE INTERMEDIATES

A remarkable substituent effect is described for the thermal transformation of three butenynyl nitrones into pyrrole and pyridine derivatives.The results are best explained by assuming oxaza-cycloallenes, cyclopropenes, and, most importantly, carbonyl carbenes as intermediates.

THREE-STEP SYNTHESIS OF 4-(2'-HYDROXYETHYL)AZETIDIN-2-ONE AND ITS SUBSTITUTED DERIVATIVES FROM 4-ACETOXY-2-PYRIDONES

4-(2'-Hydroxyethyl)azetidin-2-one, an important synthetic intermediate for carbapenem, and its substituted derivatives have been synthesized from 4-acetoxy-2-pyridones by photolysis, catalytic hydrogenation, followed by basic hydrolysis in the presence of sodium borohydride.