Syntheses, Calcium Channel Agonist−Antagonist Modulation Activities, and Nitric Oxide Release Studies of Nitrooxyalkyl 1,4-Dihydro-2,6-dimethyl-3-nitro-4-(2,1,3-benzoxadiazol-4-yl)pyridine-5-carboxylate Racemates, Enantiomers, and Diastereomers

Shan, Rudong; Velázquez, Carlos; Knaus, Edward E.

doi:10.1021/jm030333h

Cited by 163 publications

(57 citation statements)

References 11 publications

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“…In recent years, much attention has been devoted to the synthesis of polyhydroquinoline compounds due to their diverse therapeutic and pharmacological properties, such as vasodilator, antitumor, bronchodilator, antiartherosclerotic, geroprotective and hepatoprotective activity [1][2][3][4][5][6] . Particularly, 4-aryl-1,4-dihydropyridines are well known as calcium channel blockers and have emerged as one of the most important class of drugs for the treatment of cardiovascular diseases 7 .…”

Section: Introductionmentioning

confidence: 99%

Carbon-Based Solid Acid Catalyzed Synthesis of Polyhydroquinoline Derivatives via Hantzsch Reaction Under Solvent-Free Conditions

Davoodnia

Khojastehnezhad

2012

J. Chil. Chem. Soc.

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An easy method for the synthesis of polyhydroquinoline derivatives via one-pot four-component Hantzsch condensation of dimedone, aryl aldehydes, ethyl acetoacetate and ammonium acetate in the presence of a catalytic amount of carbon-based solid acid (CBSA) in solvent-free conditions is described. The main advantages of the present approach are relatively short reaction times, high product yields, clean reaction profiles, simple experimental and work-up procedure.

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Section: Introductionmentioning

confidence: 99%

Carbon-Based Solid Acid Catalyzed Synthesis of Polyhydroquinoline Derivatives via Hantzsch Reaction Under Solvent-Free Conditions

Davoodnia

Khojastehnezhad

2012

J. Chil. Chem. Soc.

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“…1, 4-dihydropyridines (1, 4-DHPs) and their derivatives are an important class of bioactive molecules in the field of drugs and pharmaceutical 1 . The heterocyclic ring in DHP is a common feature of various bioactive compounds such as anticonvulsant, antidiabetic, antianxiety, antidepressive, antitumor, analgesic, sedative, vasodilator, bronchodilator, hypnotic and anti-inflammatory agents 2 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Experimental and DFT Studies on the Crystal Structure, Ftir, ¹h NMR and 13c NMR Spectra of Drivatives of Dihydropyridines

Fekri

Nikpassan

2012

J. Chil. Chem. Soc.

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Several derivatives of dihydropyridines are prepared through the condensation of aldehydes, dimedone and NH 4 OAc in H 2 O, in the presence of a catalytic amount of nano-Fe 3 O 4 . The crystalline products were characterized by FTIR, 1 H NMR and 13 C NMR. Density Functional Theory (DFT) calculations at the B3LYP level is used to optimize the geometries of isolated molecules, and to calculate the, FTIR, 1 H NMR and 13 C NMR spectra of selected synthesized compounds. We found that the DFT B3LYP calculated FTIR, 1 H NMR and 13 C NMR spectra are in accordance with the experimental data.

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“…In the pharmaceutical pipeline today, there are more than twelve 1,4-DHPs drug candidates commercially available in the global market, such as the nifedipine [2], felodipine [3], nicardipine [4] and etc., which were used to treat cardiovascular diseases.…”

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confidence: 99%

MgCl2 AS EFFICIENT AND INEXPENSIVE CATALYST FOR THE SYNTHESIS OF 1,4-DIHYDROPYRIDINE DERIVATIVES

2017

MJAS

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The synthesis of 1,4-dihydropyridine (1,4-DHP) derivatives in the presence of alkaline earth metal chlorides was reported. Specifically, the MgCl 2 catalyzed the synthesis of 1,4-DHP derivatives in good yields, ranging from 69 -87%. The Mg 2+ serves as the Lewis acid catalyst in the formation of 1,4-DHP and the proposed mechanism of the formation of 1,4-DHP was elaborated in this manuscript. There are many advantages employing MgCl 2 as a catalyst in this study, including inexpensive, ubiquitous availability of this metal, simple filtration protocol, which has spark considerable interest in the use of this catalyst in promoting organic reactions.Keywords: alkaline earth metal, magnesium chloride; 1,4-dihydropyridine Abstrak Sintesis terbitan 1,4-dihidropiridina (1,4-DHP) dalam kehadiran logam alkali bumi dibincangkan dalam artikel ini. Secara khususnya, sintesis terbitan 1,4-DHP melalui pemangkin MgCl 2 memberi peratusan hasil yang baik, dalam lingkungan 69 -87%. Ion Mg 2+ bertindak sebagai pemangkin asid Lewis dalam pembentukan 1,4-DHP dan cadangan mekanisma terhadap pembentukan 1,4-DHP telah dihuraikan dalam manuskrip ini. Terdapat banyak kelebihan menggunakan MgCl 2 sebagai pemangkin dalam kajian ini, termasuk kos yang murah, ketersediaan logam ini, protokol pengekstrakan yang mudah, yang mana ini telah mencetuskan minat yang besar dalam penggunaan pemangkin ini dalam pelbagai tindak balas organik.Kata kunci: logam alkali bumi, magnesium klorida, 1,4-dihydropiridin Introduction 1,4-dihydropyrdines (1,4-DHPs) are important classes of pharmaceutical compounds that are usually prescribed clinically for the treatment of cardiovascular diseases, such as heart failure, angina pectoris and hypertension [1]. In the pharmaceutical pipeline today, there are more than twelve 1,4-DHPs drug candidates commercially available in the global market, such as the nifedipine [2], felodipine [3], nicardipine [4] and etc., which were used to treat cardiovascular diseases.

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Syntheses, Calcium Channel Agonist−Antagonist Modulation Activities, and Nitric Oxide Release Studies of Nitrooxyalkyl 1,4-Dihydro-2,6-dimethyl-3-nitro-4-(2,1,3-benzoxadiazol-4-yl)pyridine-5-carboxylate Racemates, Enantiomers, and Diastereomers

Cited by 163 publications

References 11 publications

Carbon-Based Solid Acid Catalyzed Synthesis of Polyhydroquinoline Derivatives via Hantzsch Reaction Under Solvent-Free Conditions

Carbon-Based Solid Acid Catalyzed Synthesis of Polyhydroquinoline Derivatives via Hantzsch Reaction Under Solvent-Free Conditions

Synthesis, Experimental and DFT Studies on the Crystal Structure, Ftir, ¹h NMR and 13c NMR Spectra of Drivatives of Dihydropyridines

MgCl2 AS EFFICIENT AND INEXPENSIVE CATALYST FOR THE SYNTHESIS OF 1,4-DIHYDROPYRIDINE DERIVATIVES

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