70677-78-0

Basic information

• Product Name: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester
• Synonyms: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester;dimethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 70677-78-0
• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.33706
• Mol File: 70677-78-0.mol
• Article Data: 87

Chemical Properties

• Boiling Point: 424.7°C at 760 mmHg
• Flash Point: 210.7°C
• Appearance: /
• Density: 1.157g/cm³
• Vapor Pressure: 2.03E-07mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: -20°C Freezer
• Solubility: Dichloromethane, Methanol
• CAS DataBase Reference: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester(70677-78-0)
• EPA Substance Registry System: 1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester(70677-78-0)

Safety Data

• Hazardous Substances Data: 70677-78-0(Hazardous Substances Data)

Usage

Description

1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester, also known as Dimethyl 2,6-Dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate, is a by-product from the synthesis of Deschloro Amlodipine (D289775). It is a dihydropyridine compound with a unique chemical structure that includes two methyl groups, a phenyl group, and two ester groups.

Uses

Used in Pharmaceutical Industry:
1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester is used as an impurity in the synthesis of Amlodipine (A633495), a dihydropyridine calcium channel blocker. It plays a role in the development and production of Amlodipine, which is used to treat hypertension, angina, and certain heart conditions.
Used in Research and Development:
1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester is used as a research compound for studying the properties and potential applications of dihydropyridine compounds. Its unique structure and synthesis process make it a valuable tool for understanding the mechanisms of action and potential therapeutic uses of related compounds.
Used in Quality Control and Analysis:
1,4-dihydro-2,6-dimethyl-4-phenyl-3,5-pyridinecarboxylic acid dimethyl ester is used as a reference compound in the quality control and analysis of Amlodipine and its related compounds. Its presence in the synthesis process allows for the monitoring and assessment of purity, ensuring the safety and efficacy of the final product.

InChI:InChI=1/C17H19NO4/c1-10-13(16(19)21-3)15(12-8-6-5-7-9-12)14(11(2)18-10)17(20)22-4/h5-9,15,18H,1-4H3

Upstream product

• 28867-76-7 benzaldehyde benzylidenehydrazone 
• 14205-39-1 methyl 3-aminocrotonate 
• 100-52-7 benzaldehyde 
• 14205-39-1 methyl (E)-3-aminocrotonate 
• 105-45-3 acetoacetic acid methyl ester 
• 67-56-1 methanol 
• 72324-39-1 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 100-42-5 styrene 
• 67-64-1 acetone 
• 100-46-9 benzylamine 
• 100-51-6 benzyl alcohol 
• 631-61-8 ammonium acetate 
• 624-45-3 levulinic acid methyl ester 
• 57-13-6 urea 

Downstream Products

• 122951-45-5 dimethyl 7,7a-dihydro-5,7-dimethyl-9(S)-phenyl-4,7-ethanofuro<2,3-c>pyridine-4,8(R)-dicarboxylate 
• 105335-62-4 dimethyl 1α,3-dimethyl-5β,8-diphenyl-2-azabicyclo<2.2.2>oct-2-ene-4,6α-dicarboxylate 
• 762-72-1 allyl-trimethyl-silane 
• 79208-92-7 (6R,6aR)-2,4,8-Trimethyl-6-phenyl-2,3,8,9-tetrahydro-1H,6H,7H-2,3a,8-triaza-phenalene-5,6a-dicarboxylic acid dimethyl ester 
• 75955-99-6 2-(2-Dimethylamino-ethyl)-6-methyl-4-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 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 
• 75956-00-2 2-Methyl-6-(2-morpholin-4-yl-ethyl)-4-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 77233-81-9 2,6-Bis-(2-morpholin-4-yl-ethyl)-4-phenyl-1,4-dihydro-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 
• 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 
• 77-73-6 bi(cyclopentadiene) 

Relevant articles and documents

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.].

Metal free biomimetic deaminative direct C-C coupling of unprotected primary amines with active methylene compounds

An unprecedented direct C-C coupling reaction of unprotected primary amines with active methylene compounds is reported. The reaction involves a biomimetic deamination of amines which was achieved under conditions free of metallic reagents and strong oxidizing agents. A wide range of primary amines was reacted with different active methylene compounds to provide structurally diverse trisubstituted alkenes and dihydropyridines. A kinetic study revealed an activation barrier of 10.1 kcal mol-1 for the conversion of a key intermediate of the reaction.