Studies on biologically active haloganenated compounds. III. Synthesis and antibacterial activity of 7-fluoromethyl-1,8-naphthyridine and quinoline derivatives.
“…Stimulation of in vitro activities by the side chains on the 8-hydrogen quinolone and 1,8-naphthyridine against gram-negative organisms was as follows: 3-aminopyrrolidinyl > 3-(aminomethyl)pyrrolidinyl > piperazinyl > alkylated 3-(aminomethyl)pyrrolidinyl [23]. Various 7-substituted-1-tert-butyl-6-fluoro-1,8-naphthyridine-3-carboxylic acids (18) have been explored for antibacterial activities. Based on in vitro and in vivo antimicrobial activity, toxicity and pharmacokinetic profile, compound 7-diazabicyclo naphthyridine was selected for clinical evaluation [24].…”
Section: Carboxylic Acidsmentioning
confidence: 99%
“…1‐Alkyl‐1,4‐dihydro‐4‐oxo‐1,8‐ and ‐1,6‐naphthyridine‐3‐carboxylic acids ( 12 ) have been explored as antibacterial agents . Biologically active halogenated compounds (7‐fluoromethyl‐1,8‐naphthyridine derivatives) ( 13 ) were studied for antibacterial activity . …”
Section: Biological Properties Of 18‐naphthyridine Derivativesmentioning
The 1,8-naphthyridine group of compounds have gained special attention of researchers on account of their demonstrating a variety of interesting biological activities. A wide range of biological properties establishes them as potent scaffolds in therapeutic and medicinal research. The broad spectrum of activities primarily includes antimicrobial, antiviral, anticancer, anti-inflammatory, and analgesic activities. 1,8-Naphthyridine derivatives have also exhibited potential applications in neurological disorders such as Alzheimer's disease, multiple sclerosis, and depression. In addition, these synthetic derivatives have been found to possess activities such as anti-osteoporotic (α(v)β(3) antagonists), anti-allergic, antimalarial, gastric antisecretory, bronchodilator, anticonvulsant, anti-hypertensive, platelet aggregation inhibition, anti-oxidant, EGFR inhibition, protein kinase inhibition, ionotropic agent, β-3 antagonist, MDR modulator, adenosine receptor agonist, adrenoceptor antagonist, and pesticide activities. In spite of the widespread application of the 1,8-naphythyridine scaffolds, only a limited number of review articles are available till date. In this review, we attempt to compile and discuss the key data available in the literature for the multiple biological activities of 1,8-naphthyridine derivatives, in a chronological manner. This review compilation (with 199 references) may be helpful in understanding the diverse biological properties of 1,8-naphthyridines and provide insights into their mechanism of action. This may direct future research in the synthesis of new derivatives and exploring this scaffold for other possible biological activities.
“…Stimulation of in vitro activities by the side chains on the 8-hydrogen quinolone and 1,8-naphthyridine against gram-negative organisms was as follows: 3-aminopyrrolidinyl > 3-(aminomethyl)pyrrolidinyl > piperazinyl > alkylated 3-(aminomethyl)pyrrolidinyl [23]. Various 7-substituted-1-tert-butyl-6-fluoro-1,8-naphthyridine-3-carboxylic acids (18) have been explored for antibacterial activities. Based on in vitro and in vivo antimicrobial activity, toxicity and pharmacokinetic profile, compound 7-diazabicyclo naphthyridine was selected for clinical evaluation [24].…”
Section: Carboxylic Acidsmentioning
confidence: 99%
“…1‐Alkyl‐1,4‐dihydro‐4‐oxo‐1,8‐ and ‐1,6‐naphthyridine‐3‐carboxylic acids ( 12 ) have been explored as antibacterial agents . Biologically active halogenated compounds (7‐fluoromethyl‐1,8‐naphthyridine derivatives) ( 13 ) were studied for antibacterial activity . …”
Section: Biological Properties Of 18‐naphthyridine Derivativesmentioning
The 1,8-naphthyridine group of compounds have gained special attention of researchers on account of their demonstrating a variety of interesting biological activities. A wide range of biological properties establishes them as potent scaffolds in therapeutic and medicinal research. The broad spectrum of activities primarily includes antimicrobial, antiviral, anticancer, anti-inflammatory, and analgesic activities. 1,8-Naphthyridine derivatives have also exhibited potential applications in neurological disorders such as Alzheimer's disease, multiple sclerosis, and depression. In addition, these synthetic derivatives have been found to possess activities such as anti-osteoporotic (α(v)β(3) antagonists), anti-allergic, antimalarial, gastric antisecretory, bronchodilator, anticonvulsant, anti-hypertensive, platelet aggregation inhibition, anti-oxidant, EGFR inhibition, protein kinase inhibition, ionotropic agent, β-3 antagonist, MDR modulator, adenosine receptor agonist, adrenoceptor antagonist, and pesticide activities. In spite of the widespread application of the 1,8-naphythyridine scaffolds, only a limited number of review articles are available till date. In this review, we attempt to compile and discuss the key data available in the literature for the multiple biological activities of 1,8-naphthyridine derivatives, in a chronological manner. This review compilation (with 199 references) may be helpful in understanding the diverse biological properties of 1,8-naphthyridines and provide insights into their mechanism of action. This may direct future research in the synthesis of new derivatives and exploring this scaffold for other possible biological activities.
Die aus dem Naphthyridin (I) durch N‐Alkylierung, hydrolytische Abspaltung des Acetylrestes und Umwandlung der gebildeten Hydroxymethylgruppe in einen Chlormethylrest erhaltenen 7‐Chlormethyl‐1,8‐naphthyridine (II) werden durch Umsetzung mit Cäsiumfluorid in die Fluormethylderivate (III) umgewandelt und weiter zu den Carbonsäuren (IV) hydrolysiert.
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