21829-09-4

Basic information

• Product Name: dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate
• Synonyms: dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate;1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester;3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)-, 3,5-dimethyl ester;Benidipine Impurity B
• CAS NO: 21829-09-4
• Molecular Formula: C₁₇H₁₈N₂O₆
• Molecular Weight: 346.33
• Mol File: 21829-09-4.mol
• Article Data: 48

Chemical Properties

• Melting Point: 165-168 °C
• Boiling Point: 493.1°Cat760mmHg
• Flash Point: 252°C
• Appearance: /
• Density: 1.271g/cm³
• Vapor Pressure: 7.23E-10mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.62±0.70(Predicted)
• CAS DataBase Reference: dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate(21829-09-4)
• EPA Substance Registry System: dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate(21829-09-4)

Safety Data

• Hazardous Substances Data: 21829-09-4(Hazardous Substances Data)

Usage

Description

Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate is a chemical compound belonging to the class of 1,4-dihydropyridines. It is characterized by its 2,6-dimethyl substitution and a 4-nitrophenyl group attached to the dihydropyridine core. dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate is known for its potential applications in various fields, particularly as a calcium channel antagonist.

Uses

1. Used in QSAR, Diagnostic Statistics, and Molecular Modeling Studies:
Dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate is utilized in quantitative structure-activity relationship (QSAR), diagnostic statistics, and molecular modeling studies. These studies involve the analysis of various substituted 1,4-dihydropyridine compounds to understand their properties and potential as calcium channel antagonists. The compound's structure allows researchers to investigate its interactions with calcium channels and its effects on related biological processes.
2. Used as a Calcium Channel Antagonist:
In the pharmaceutical industry, dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate is used as a calcium channel antagonist. Calcium channel antagonists are a class of drugs that block the movement of calcium ions through calcium channels in cell membranes. This action can help regulate heart rate, blood pressure, and other physiological processes. The compound's ability to act as a calcium channel antagonist makes it a valuable candidate for the development of medications targeting cardiovascular diseases and other conditions related to calcium ion regulation.

InChI:InChI=1/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-5-7-12(8-6-11)19(22)23/h5-8,15,18H,1-4H3

Upstream product

• 631-61-8 ammonium acetate 
• 555-16-8 4-nitrobenzaldehdye 
• 105-45-3 acetoacetic acid methyl ester 
• 100-13-0 4-nitrostyrene 
• 126-81-8 dimedone 
• 624-45-3 levulinic acid methyl ester 
• 105025-71-6 methoxy acetoacetate 
• 67-56-1 methanol 
• 72324-39-1 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 60-35-5 acetamide 
• 674-82-8 4-methyleneoxetan-2-one 
• 14205-39-1 methyl 3-aminocrotonate 
• 21731-17-9 methyl 3-aminocrotonate 
• 109086-73-9 2-(p-nitro)phenyltetrahydro-(2H)-1,3-oxazines 

Downstream Products

• 77233-99-9 2,6-dimethyl-4-(4'-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester 
• 21829-13-0 4-(4-Amino-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 120260-19-7 8-(4-Nitro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione 
• 75956-09-1 2-[2-(4-Benzhydryl-piperazin-1-yl)-ethyl]-6-methyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 75956-08-0 2-Methyl-6-[2-(4-methyl-piperazin-1-yl)-ethyl]-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 75994-10-4 2-Methyl-4-(4-nitro-phenyl)-6-{2-[4-(2,3,4-trimethoxy-benzyl)-piperazin-1-yl]-ethyl}-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester; hydrochloride 
• 75956-10-4 2-Methyl-4-(4-nitro-phenyl)-6-[2-(4-phenyl-piperazin-1-yl)-ethyl]-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 77233-95-5 2-(2-Dimethylamino-ethyl)-6-methyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 77233-89-7 2,6-Bis-(2-dimethylamino-ethyl)-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester; hydrochloride 
• 79208-98-3 (6R,6aR)-2,4,8-Trimethyl-6-(4-nitro-phenyl)-2,3,8,9-tetrahydro-1H,6H,7H-2,3a,8-triaza-phenalene-5,6a-dicarboxylic acid dimethyl ester 
• 120260-24-4 1,7-dioxo-8-(4'-nitrophenyl)-1,3,5,7-tetrahydro(difuro)<3,4-b,3',4'>pyridine 

Relevant articles and documents

g-C3N4@Ce-MOF Z-scheme heterojunction photocatalyzed cascade aerobic oxidative functionalization of styrene

A special composite of the cerium-based metal-organic framework (Ce-UiO-66) modified with graphitic carbon nitride nanosheets (g-C3N4) has been synthesized. In order to make a comparison, a series of composites comprising g-C3N4and Ce-MOF were synthesized as well. Their structural features were investigated using Fourier transform infrared spectroscopy (FT-IR), powder X-ray diffraction (PXRD), sorption of nitrogen (BET and BJH), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), energy dispersive X-ray (EDX), transmission electron microscopy (TEM), X-ray fluorescence spectroscopy (XRF) and diffuse reflectance UV-Vis spectroscopy (UV-Vis DRS) and electron spin resonance (ESR) techniques. According to the obtained results, it was found that nanosheets of mesoporous g-C3N4act as linkers between the cerium sites, playing a critical role in the formation of composites. In fact, the embedded g-C3N4nanoparticles in the Ce-MOF cause a new kind of meso-porosity. Moreover, the coordination of nitrogen atoms in the graphitic carbon nitride structure to cerium atoms of the crystal brings about substantial changes in the optical properties, increasing the photoreactivity. On the other hand, since there is a physical contact between Ce-UiO-66 and g-C3N4in the composite, the unaltered pore volume and optical properties lead to the formation of a physical mixture rather than a composite. The g-C3N4@Ce-MOF as a photocatalyst was employed in photocatalytic aerobic oxidative Hantzsch pyridine synthesis of styrene and indicated high performance under visible light. The stability and reusability of g-C3N4@Ce-MOF were also examined and showed high efficiency up to the 5th run. Besides, the PXRD and FT-IR analyses taken from the retrieved g-C3N4@Ce-MOF nanocomposite confirmed the catalyst stability after the completion of the cascade aerobic oxidative reaction. Despite the photocatalytic performance, the synergistic effect of open metal sites in the MOF as Lewis acid and nitrogen in g-C3N4have greatly improved the efficiency of the catalyst. Moreover, the study of the reaction mechanism using ESR indicates the positive effect of composite formation on the performance of the photocatalytic aerobic oxidation reaction by the superoxide radical (O2˙—), as a selective oxidant species.

[Fesipmim]Cl as highly efficient and reusable catalyst for solventless synthesis of dihydropyridine derivatives through Hantzsch reaction

Abstract: In the present investigation, magnetic ferrite nanoparticles (ferrite NPs) were synthesized and coated with silica (ferrite?SiO2NPs) by using the sol-gel method. After that, silica propylmethylimidazolium chloride ionic liquid [Sipmim]Cl was prepared and linked with the above-prepared ferrite?SiO2NPs to synthesize ferrite silica propylmethylimidazolium chloride [Fesipmim]Cl catalyst. The formation of [Fesipmim]Cl catalyst was confirmed by Fourier-transform infrared (FT-IR) spectroscopy analysis. X-ray diffraction (XRD) analysis confirmed the structure of ferrite NPs and ferrite?SiO2 NPs. Transmission electron microscopy (TEM) evidenced the successful formation of ferrite NPs and ferrite?SiO2 NPs. Scanning electron microscopy (SEM) results revealed the change in morphology of ferrite NPs, ferrite?SiO2NPs and [Fesipmim]Cl. The magnetic properties of [Fesipmim]Cl catalyst were measured by vibrating sample magnetometer (VSM). The efficiency of the [Fesipmim]Cl catalyst was checked by using it for the synthesis of different derivatives of dihydropyridine through Hantzsch reaction via a three-component coupling reaction of substituted benzaldehydes, ethyl/ methyl acetoacetate and ammonium acetate. The formation and structures of all the synthesized compounds were confirmed by FT-IR, 1HNMR, 13C NMR spectral analyses. The reusability of the catalyst [Fesipmim]Cl was checked up to seven cycles and found to have excellent activity up to five cycles. Graphic abstract: [Figure not available: see fulltext.].

Method for synthesizing 1,4-dihydropyridines derivatives

The invention relates to a method for synthesizing 1,4-dihydropyridines derivatives. According to the method, a fluorescence-marked nonmetal organic boron-nitrogen lewis acid-alkali dual-functional complex is used as a catalyst, so that the pollution of heavy metals is effectively avoided; the catalyst can be recycled, and a residual amount of the catalyst in a product can be rapidly detected; and the source of raw materials is wide, the target yield is close to 100 percent, the reaction process is a homogenous reaction, and a product is obtained by virtue of chromatographic separation. The whole reaction system can be directly amplified, and the industrialization prospect is significant.