161838-96-6

Basic information

• Product Name: dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: 1,4-Dihydro-2,6-dimethyl-4-phenylpyridine-3,5-dicarboxylic acid dimethyl ester; 2,6-Dimethyl-3,5-dicarbomethoxy-4-phenyl-1,4-dihydropyridine; 2,6-Dimethyl-4-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester; 3,5-pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-phenyl-, dimethyl ester; Dimethyl 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinedicarboxylate; Dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate; Dimethyl 4-phenyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; Methyl (4-phenyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)
• CAS NO: 161838-96-6
• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.3371
• Mol File: 161838-96-6.mol
• Article Data: 87

Chemical Properties

• Boiling Point: 424.7°C at 760 mmHg
• Flash Point: 210.7°C
• Density: 1.157g/cm³
• Vapor Pressure: 2.03E-07mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate(161838-96-6)
• EPA Substance Registry System: dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate(161838-96-6)

Safety Data

• Hazardous Substances Data: 161838-96-6(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 105-45-3 acetoacetic acid methyl ester 
• 100-46-9 benzylamine 
• 100-51-6 benzyl alcohol 
• 631-61-8 ammonium acetate 
• 100-52-7 benzaldehyde 
• 624-45-3 levulinic acid methyl ester 
• 57-13-6 urea 
• 105025-71-6 methoxy acetoacetate 
• 67-56-1 methanol 
• 72324-39-1 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 674-82-8 4-methyleneoxetan-2-one 
• 14205-39-1 methyl 3-aminocrotonate 
• 14205-39-1 methyl (E)-3-aminocrotonate 

Downstream Products

• 70008-26-3 dimethyl 1,4-dihydro-1,2,6-trimethyl-4-phenylpyridine-3,5-dicarboxylate 
• 85825-82-7 5-methoxycarbonyl-2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3-carboxylic acid 
• 77234-00-5 dimethyl 4-phenyl-2,6-dimethyl-3,5-pyridinedicarboxylate 
• 21829-09-4 4-(4-nitrophenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine 
• 130423-36-8 3,5-Dichloro-2-ethoxy-2,6-dimethyl-4-phenyl-2,3,4,5-tetrahydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 79209-07-7 dimethyl 2-(2-tert-butylaminoethyl)-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 79208-90-5 dimethyl 6-tert-butyl-8-tert-butylaminomethyl-2-methyl-t-4-phenyl-1,4,4a,5,6,7-hexahydro-1,6-naphthyridine-3,r-4a-dicarboxylate 
• 79208-94-9 dimethyl 2,8-di-tert-butyl-4-methyl-t-6-phenyl-1H,6H,-2,3,6a,7,8,9-hexahydro-2,3a,8-triazaphenalene-5,r-6a-dicarboxylate 
• 77233-98-8 dimethyl 2,6-bis<2-dimethylamino-1-(dimethylaminomethyl)ethyl>-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate 
• 77233-80-8 dimethyl 2,6-bis(2-dimethylaminoethyl)-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate dihydrochloride 

Relevant articles and documents

Synthesis, anticancer and MRP1 inhibitory activities of 4-alkyl/aryl-3,5-bis(carboethoxy/carbomethoxy)-1,4-dihydro-2,6-dimethylpyridines

Fourteen new 4-alkyl/aryl-3,5-bis-(carboethoxy/carbomethoxy)-1,4-dihydro-2, 6-dimethylpyridines (4a-4n) have been prepared by conventional and microwave irradiation (MWI) methods from a three component reaction mixture viz., alkyl acetoacetate (1), appropriate aldehyde (2) and ammonium acetate (3). The compounds prepared have been purified and characterized by their spectral (FTIR, 1H NMR and MS) data. The two synthetic methods employed have been compared in terms of relative yields and reaction times. On comparison, the MWI method has been found to be easy, simple, eco-friendly, rapid and high yielding. The synthesized compounds have been evaluated for their cytotoxic activity against HT-29 (colon cancer) and MDA-MB (breast cancer) cell lines and MRP1 inhibitory activity using the insect cell membrane MRP 1 ATPase assay. Though some of the compounds could exhibit some degree of cytotoxicity it was found to be low in comparison to standard. Among the compounds tested 4g was relatively better in its MRP1 inhibitory action (IC50 = 16 μM) but not comparable to that of benzbromarone (IC50 = 4 μM).

Insights for diastereoselectivity in synthesis of 2,3-dihydropyrroles by photochemical ring contraction of 1,4-dihydropyridines

Strategies by introducing chiral auxiliaries into the photoreactive substrate 1,4-dihydropyridines, an interesting diastereoselectivity of 2,3-dihydropyrroles in the process of photochemical ring contraction was observed. The diastereoselectivity of (2R,3

[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.].