Synthesis and Biological Activity of Pyridopyridazine Derivatives: A Mini Review

This review presents most of the literature data about synthesis and biological activity of pyridopyridazine derivatives. There are six structural isomers of the bicyclic ring system containing pyridine moiety condensed with pyridazine nucleus. Pyridopyridazine derivatives show antitumor, antibacterial, analgesic and diuretics activities. The derivatives have been identified as the selective phosphodiesterase 5 and phosphodiesterase 4 inhibitors. Pyridopyridazines are novel class of GABA-A receptor benzodiazepine binding site ligands. Some of pyrido[3,2-c]pyridazine derivatives possess molluscicidal activity and can be used as biodegradable agrochemicals. The broad spectrum of biological activity of pyridopyridazine derivatives is the main reason for the preparation of new compounds containing this scaffold.

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Synthesis and Biological Activity of 2,7-Naphthyridine Derivatives: An Overview

Current Organic Chemistry ◽

10.2174/1385272825666210812102815 ◽

2021 ◽

Vol 25 ◽

Author(s):

Anna Wójcicka

Keyword(s):

Biological Activity ◽

Intramolecular Cyclization ◽

Broad Spectrum ◽

Quinoline Derivatives ◽

Pyridine Derivatives ◽

Structural Isomers ◽

New Compounds ◽

Anticonvulsant Effects

: 2,7-Naphthyridine is one of the six structural isomers of pyridopyridine. Biological investigations have shown that these compounds have a broad spectrum of activity. They have been found to have antitumor, antimicrobial, analgesic and anticonvulsant effects. The broad spectrum of biological activity of 2,7-naphthyridine derivatives is the main reason for the preparation of new compounds containing this scaffold. This review aims to present various methods of obtaining 2,7-naphthyridine analogs. Compounds containing a 2,7-naphthyridine moiety can be synthesized from a variety of substrates and may be classified into four main categories: those derived from acyclic compounds, from quinoline derivatives, from pyridine derivatives, and from other compounds. Most of them were obtained by the cyclocondensation or intramolecular cyclization of pyridine derivatives. Cyclocondensations of non-cyclic substrates also produced 2,7-naphthyridine derivatives. Tricyclic benzo[2,7]naphthyridines were prepared from quinolines. The 2,7-naphthyridine scaffold has also been synthesized by the rearrangement of pyrrolo[3,4-c]pyridines, pyrano[3,4-c]pyridines or thiopyrano[3,4-c]pyridines.

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An Overview of the Biological Activity of Pyrrolo[3,4-c]pyridine Derivatives

Pharmaceuticals ◽

10.3390/ph14040354 ◽

2021 ◽

Vol 14 (4) ◽

pp. 354

Author(s):

Anna Wójcicka ◽

Aleksandra Redzicka

Keyword(s):

Biological Activity ◽

Scientific Literature ◽

Ring System ◽

Pharmacological Properties ◽

Pyridine Derivatives ◽

Antitumor Activities ◽

Structural Isomers ◽

Immune Systems ◽

New Compounds ◽

Sedative Agents

Pyrrolo[3,4-c]pyridine is one of the six structural isomers of the bicyclic ring system containing a pyrrole moiety fused to a pyridine nucleus. The broad spectrum of pharmacological properties of pyrrolo[3,4-c]pyridine derivatives is the main reason for developing new compounds containing this scaffold. This review presents studies on the biological activity of pyrrolo[3,4-c]pyridines that have been reported in the scientific literature. Most of these derivatives have been studied as analgesic and sedative agents. Biological investigations have shown that pyrrolo[3,4-c]pyridines can be used to treat diseases of the nervous and immune systems. Their antidiabetic, antimycobacterial, antiviral, and antitumor activities also have been found.

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Wirksamkeit des neuen Phosphodiesterase 4-Inhibitors Roflumilast bei Rauchern und Exrauchern mit COPD

Pneumologie ◽

10.1055/s-0032-1302623 ◽

2012 ◽

Vol 66 (S 01) ◽

Author(s):

A Kroker ◽

J Eller ◽

A Linnhof ◽

H Rusch ◽

H Worth ◽

...

Keyword(s):

Phosphodiesterase 4 ◽

Phosphodiesterase 4 Inhibitors

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New Pyrrolo[1,2-b]pyridazine Derivatives by 1,3-Dipolar Cycloaddition of Mesoionic Oxazolopyridazinone

Revista de Chimie ◽

10.37358/rc.08.11.2011 ◽

2008 ◽

Vol 59 (11) ◽

Author(s):

Miron Teodor Caproiu ◽

Florea Dumitrascu ◽

Mino R. Caira

Keyword(s):

Nmr Spectroscopy ◽

Elemental Analysis ◽

Cycloaddition Reaction ◽

Dipolar Cycloaddition ◽

Pyridazine Derivatives ◽

New Compounds

New pyrrolo[1,2-b]pyridazine derivatives 8a-f were synthesized by 1,3-dipolar cycloaddition reaction between mesoionic 1,3-oxazolo[3,2-b]pyridazinium-2-oxides and diethyl or diisopropyl acetylenedicarboxylate as alkyne dipolarophiles. The structures of the new compounds were assigned by elemental analysis and NMR spectroscopy.

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Phosphodiesterase-4 inhibitors for COPD

Addressing Unmet Medical Needs in COPD Management ◽

10.2217/ebo.11.158 ◽

2012 ◽

pp. 88-102

Author(s):

Meilan K Han ◽

Fernando Martinez

Keyword(s):

Phosphodiesterase 4 ◽

Phosphodiesterase 4 Inhibitors

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4-vinylpyridine derivatives: Protonation, methylation and silver(I) coordination chemistry

Journal of Chemical Research ◽

10.1177/1747519821989659 ◽

2021 ◽

pp. 174751982198965

Author(s):

Guoqi Zhang

Keyword(s):

Mass Spectrometry ◽

Schiff Base ◽

Coordination Chemistry ◽

Elemental Analysis ◽

Silver Complex ◽

Spectroscopic Techniques ◽

X Ray ◽

X Ray Crystallography ◽

Pyridine Moiety ◽

New Compounds

( E)-4-[2-(Pyridin-4-yl)vinyl]benzaldehyde, containing both a 4-vinylpyridine and an aldehyde functionality, is utilized to develop new, highly conjugated chalcone compounds and a bis-Schiff base azine compound. The chalcone-containing compounds are further explored for their protonation, methylation and silver(I) coordination chemistry using the pyridine moiety. In parallel, a cyano-containing analogue, ( E)-4-[2-(pyridin-4-yl)vinyl]benzonitrile is also synthesized and studied for its silver(I) coordination chemistry. These new compounds are fully characterized by mass spectrometry, elemental analysis and spectroscopic techniques. The methylated product of ( E)-1-(9-anthryl)-3-{4-[2-(pyridin-4-yl)vinyl]phenyl}prop-2-en-1-one and a silver complex of ( E)-4-[2-(pyridin-4-yl)vinyl]benzonitrile are structurally determined by X-ray crystallography.

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CDP840. A prototype of a novel class of orally active anti-Inflammatory phosphodiesterase 4 inhibitors

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(02)00202-0 ◽

2002 ◽

Vol 12 (11) ◽

pp. 1451-1456 ◽

Cited By ~ 38

Author(s):

R.P. Alexander ◽

G.J. Warrellow ◽

M.A.W. Eaton ◽

E.C. Boyd ◽

J.C. Head ◽

...

Keyword(s):

Phosphodiesterase 4 ◽

Phosphodiesterase 4 Inhibitors ◽

Anti Inflammatory ◽

Orally Active

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Development of Antibacterial and Antifungal Triazole Chromium(III) and Cobalt(II) Complexes: Synthesis and Biological Activity Evaluations

Molecules ◽

10.3390/molecules23082013 ◽

2018 ◽

Vol 23 (8) ◽

pp. 2013 ◽

Cited By ~ 16

Author(s):

Ricardo Murcia ◽

Sandra Leal ◽

Martha Roa ◽

Edgar Nagles ◽

Alvaro Muñoz-Castro ◽

...

Keyword(s):

Electrical Conductivity ◽

Biological Activity ◽

Melting Point ◽

Inhibitory Concentration ◽

Vero Cells ◽

Visible Spectroscopy ◽

Antifungal Activities ◽

Antibacterial And Antifungal Activities ◽

Antibacterial And Antifungal ◽

New Compounds

In this work, six complexes (2–7) of Cr(III) and Co(II) transition metals with triazole ligands were synthesized and characterized. In addition, a new ligand, 3,5-bis(1,2,4-triazol-1-ylmethyl)toluene (1), was synthesized and full characterized. The complexes were obtained as air-stable solids and characterized by melting point, electrical conductivity, thermogravimetric analysis, and Raman, infrared and ultraviolet/visible spectroscopy. The analyses and spectral data showed that complexes 3–7 had 1:1 (M:L) stoichiometries and octahedral geometries, while 2 had a 1:2 (M:L) ratio, which was supported by DFT calculations. The complexes and their respective ligands were evaluated against bacterial and fungal strains with clinical relevance. All the complexes showed higher antibacterial and antifungal activities than the free ligands. The complexes were more active against fungi than against bacteria. The activities of the chromium complexes against Candida tropicalis are of great interest, as they showed minimum inhibitory concentration 50 (MIC50) values between 7.8 and 15.6 μg mL−1. Complexes 5 and 6 showed little effect on Vero cells, indicating that they are not cytotoxic. These results can provide an important platform for the design of new compounds with antibacterial and antifungal activities.

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