Synthesis and Aromatization of Hantzsch 1,4-Dihydropyridines under Microwave Irradiation. An Overview

A series of new Schiff bases containing the Hantzsch pyridine skeleton has been synthesized by reaction of an appropriate aldehyde with 2,6-dimethyl-3,5-pyridinedicarboxhydrazide. The structure of the final products, which was highly dependent on the nature of the starting aldehyde, could readily be ascertained by their spectral data. 2,6-Dimethyl-3,5-pyridinedicarboxhydrazide itself and some of its derivatives emerged as potential interferon inducers.

show abstract

“…In the laboratory Hantzsch pyridines [9][10][11][12][13] are readily prepared by a two-step sequence (Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

New pyridine-containing non-cyclic and macrocyclic Schiff bases: synthesis and interferon-inducing activity

Lozytska¹,

Kryzhanovsky²,

Gorodniuk³

et al. 2004

Arkivoc

View full text Add to dashboard Cite

show abstract

“…6], a standard hepatoprotective agent. Liver section of rats treated CCl 4 and 500 mg/kg of synthesized compound demonstrated minimal inflammatory cellular infiltration around central vein, absence of necrosis, neutrophil cascades forming fibrous network, considerable protection and large septa of connective tissue flowing together and penetrating into the parenchyma, normal liver architecture.…”

Section: Histopathology Analysismentioning

confidence: 99%

Synthetic Novel 1, 4- Dihydropyridine Derivatives Act as Potential Hepatoprotective Agent against CCl4 Induced Rat Hepatocytes

Bhaumik¹,

Reddy²,

Pasha³

et al. 2015

JPP

View full text Add to dashboard Cite

Abstract:The objective of the present work was the synthesis of 1-[5-acetyl-4 (4-substituted phenyl)-2, 6-dimethyl-1,4-dihydroxypyridine-3-yl]-ethan-1-one and evaluation of in vivo hepatoprotective activity. Based on this a new series of compound had been planned to synthesize by reacting acetyl acetone with various aromatic aldehydes in the presence of ammonium acetate. The synthesized compounds were characterized by IR, NMR, and Mass spectroscopy. The in-vivo Hepatoprotective activity was carried out by using albino rats. The results displayed that the elevated levels of SGOT, SGPT, ALP and Serum bilirubin were mainly due to CCl 4 intoxication, reduced significantly (*P < 0.05) in rats, after treatment with synthesized compounds. Treatment with a synthesized compound at a dose of 250 mg/kg b.w. decreased the SGOT, SGPT, ALP, Serum bilirubin levels by 6.23% ns (non significantly), 28.96%, 8.81%, and 11.11% ns (non significantly) respectively, while a higher dose of 500 mg/kg b. wt. was more effective, causing a reduction of 25.02%, 47.65%, 24.09% and 27.35%. Silymarin was used as standard drug showed a reduction of 55.09%, 68.98%, 57.46% and 35.04% receiving CCl 4 alone. So depending upon the experimental data it was confirmed that the biochemical parameters of the group treated with compounds were significantly lower than the CCl 4 treated group. Moreover the treatment with the synthesized compounds significantly reduced the previously raised levels of AST, ALT, ALP and bilirubin in hepatotoxic rats. Histopathological investigation displayed that at both doses (250 mg/kg b.w. and 500 mg/kg b.w.) the synthesized compounds were possessed moderate to good hepatoprotective activity, but at 500 mg/kg b.w. executed excellent hepatoprotective activity against CCl4 induced damaged hepatocytes.

show abstract

“…Among the 1,4-dihydropyridine derivatives, nifedipine (28), amlodipine (29) and nimodipine (30) [38,39] (Scheme 6) are potent calcium channel antagonists, used clinically for the treatment of cardiovascular diseases such as hypertension and angina pectoris [40]. In addition, others 1,4-dihydropyridines have been discovered as potent calcium channel agonists (such as BAY K 8644 (31)) [41,42].…”

Section: Pyridines Dihydropyridines Piperidinesmentioning

confidence: 99%

Microwave-Assisted Synthesis of Bioactive Six-Membered Heterocycles and Their Fused Analogues

et al. 2016

View full text Add to dashboard Cite

This review describes the formation of six-membered heterocyclic compounds and their fused analogues under microwave activation using modern organic transformations including cyclocondensation, cycloaddition, multicomponents and other modular reactions. The review is divided according to the main heterocycle types in order of increasing complexity, starting with heterocyclic systems containing one, two and three heteroatoms and their fused analogues. Recent microwave applications are reviewed, with special focus on the chemistry of bioactive compounds. Selected examples from the 2006 to 2015 literature are discussed.

show abstract

Synthesis and Aromatization of Hantzsch 1,4-Dihydropyridines under Microwave Irradiation. An Overview

Abstract: Domestic microwave ovens as well as laboratory reactors have been successfully employed to prepare dialkyl 1,4-dihydropyridine-3,5-dicarboxylates and to induce the synthesis of the corresponding aromatic derivatives. In that latter particular case, unexpected results have been reported.

Cited by 96 publications

References 27 publications

New pyridine-containing non-cyclic and macrocyclic Schiff bases: synthesis and interferon-inducing activity

New pyridine-containing non-cyclic and macrocyclic Schiff bases: synthesis and interferon-inducing activity

Synthetic Novel 1, 4- Dihydropyridine Derivatives Act as Potential Hepatoprotective Agent against CCl4 Induced Rat Hepatocytes

Microwave-Assisted Synthesis of Bioactive Six-Membered Heterocycles and Their Fused Analogues

Contact Info

Product

Resources

About