10354-31-1

Basic information

• Product Name: diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 10354-31-1
• Molecular Formula: C₂₀H₂₅NO₆
• Molecular Weight: 375.4156
• Mol File: 10354-31-1.mol
• Article Data: 33

Chemical Properties

• Appearance: /
• CAS DataBase Reference: diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(10354-31-1)
• EPA Substance Registry System: diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate(10354-31-1)

Safety Data

• Hazardous Substances Data: 10354-31-1(Hazardous Substances Data)

Upstream product

• 631-61-8 ammonium acetate 
• 141-97-9 ethyl acetoacetate 
• 121-33-5 vanillin 
• 91418-45-0 3-(4-hydroxy-2-methoxybenzylidene)pentane-2,4-dione 
• 626-34-6 ethyl 3-aminobut-2-enoate 
• 626-34-6 ethyl aminocrotonate 

Downstream Products

• 1345691-09-9 2,2'-{[4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl]dicarbonyl}dihydrazinecarbothioamide 
• 1345691-06-6 2,2'-{[4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl]dicarbonyl}dihydrazinecarboxamide 
• 58259-43-1 2,6-Dimethyl-4-[3-methoxy-4-(3-dimethylaminopropoxy)phenyl]-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 
• 856955-39-0 4-(4-acetoxy-3-methoxy-phenyl)-2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester 
• 94961-24-7 diethyl 2,6-dimethyl-4-(3,4-dimethoxyphenyl)pyridine-3,5-dicarboxylate 
• 1149-24-2 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester 
• 199285-74-0 diethyl 2,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)pyridine-3,5-dicarboxylate 
• 10354-32-2 diethyl 4-(3,4-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine 3,5-dicarboxylate 

Relevant articles and documents

First Report About the Use of Micellar Keggin Heteropolyacids as Catalysts in the Green Multicomponent Synthesis of Nifedipine Derivatives

Abstract: Micellar Keggin heteropolyacid catalysts were prepared using hexadecyltrimethylammonium bromide (cetyltrimethylammonium bromide—CTAB), 1-hexadecyl-pyridinium chloride, and Keggin heteropolyacids H3PMo12O40 and H4PMo11VO40 as precursors. Four catalysts were prepared (PMo12C16, PMo11VC16, PMo12C16Py, and PMo11VC16Py) and characterized by 31P NMR, FT-IR, XRD, SEM analysis and textural properties (SBET). The acidic characteristics of the catalysts were determined by potentiometric titration with n-butylamine. A series of bioactive 1,4-dihydropyridine derivatives such as nifedipine and nemadipine B were synthesized using these new materials, in a one-pot procedure in ethanol. This methodology requires a reaction time of 8?h, and a temperature of 78?°C to obtain good to excellent yields of 1,4-dihydropyridine derivatives. The micellar Keggin catalysts are insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity. The leaching test showed that they have an excellent stability and can be used five times as heterogeneous catalysts without appreciable loss of the catalytic activity. Using the same material, unsymmetrical 1,4-dihydropyridines such as nitrendipine can be obtained through a sequence of steps in very good yield (78?%). Graphical Abstract: [Figure not available: see fulltext.]

Synthesis of hantzsch 1,4-dihydropyridines under microwave irradiation

Biologically active substituted 1,4-dihydropyridines have been synthesized in excellent yields by the reaction of aldehydes, ethyl or methyl acetoacetic ester and ammonium acetate under microwave irradiation (MWI) within 0.75-3 min.

Search for Antimicrobial Activity Among Fifty-Two Natural and Synthetic Compounds Identifies Anthraquinone and Polyacetylene Classes That Inhibit Mycobacterium tuberculosis

Drug-resistant tuberculosis threatens to undermine global control programs by limiting treatment options. New antimicrobial drugs are required, derived from new chemical classes. Natural products offer extensive chemical diversity and inspiration for synthetic chemistry. Here, we isolate, synthesize and test a library of 52 natural and synthetic compounds for activity against Mycobacterium tuberculosis. We identify seven compounds as antimycobacterial, including the natural products isobavachalcone and isoneorautenol, and a synthetic chromene. The plant-derived secondary metabolite damnacanthal was the most active compound with the lowest minimum inhibitory concentration of 13.07 μg/mL and a favorable selectivity index value. Three synthetic polyacetylene compounds demonstrated antimycobacterial activity, with the lowest MIC of 17.88 μg/mL. These results suggest new avenues for drug discovery, expanding antimicrobial compound chemistries to novel anthraquinone and polyacetylene scaffolds in the search for new drugs to treat drug-resistant bacterial diseases.

Fe3O4@SiO2 supported aza-crown ether complex cation ionic liquids: preparation and applications in organic reactions

A series of aza-crown ether ionic liquids supported on magnetic Fe3O4@SiO2 core-shell particles were designed, synthesized and characterized by elemental analysis, TEM, TG and FT-IR. These new aza-crown ether complex cation ionic liquids were utilized as heterogeneous acidic catalysts in Friedel-Crafts alkylation and Hantzsch reaction in good yields under convenient reaction conditions. Moreover, these magnetic particle supported IL catalysts could be readily recovered by an external magnet and reused five times without obvious loss of activity.