Focus on the Synthesis and Reactions of Some New Pyridine Carbonitrile Derivatives as Antimicrobial and Antioxidant Agents

Abstract

(4-CHLOROPHENYL)-1-(2,4-dichlorophenyl)-propen-1-one (1) was prepared and reacted with active methylene compound, ethyl cyanoacetate in the presence of ammonium acetate to give the corresponding pyridine carbonitrile (2). The behavior of compound 2 towards phosphorous pentasulfide, phosphorous oxychloride and some acyclic-sugars has been investigated and afforded compounds 3, 4 and 5a-d, respectively. The thioxo-pyridine carbonitrile (3) reacted with different halo compounds namely: methyl iodide, ethyl chloroacetate, some acyclic sugars to afford 6, 7 and 8a-c, respectively. Treatment of compound 3 with acrylonitrile afforded compound 9. Reaction of the thiosulfanyl 6 with hydrazine hydrate gave the hydrazino derivative 10 while reaction of 7 with the same reagents gave the acid hydrazide 11. Also, compound 4 reacted with different nucleophiles to afford compounds 10, 12-14. Condensation of compound 10 with ethyl acetoacetate, acetyl acetone, acetic anhydride, p-chlorobenzaldehyde afforded compounds 15-18, respectively. Moreover, compound 10 reacted with carbon disulfide to afford compound 19. Finally, condensation of compound 10 with aldehydo-sugar namely: D-glucose gave the corresponding acyclic nucleoside 20. Furthermore, biological evaluation of some prepared compounds has been assessed and some of them revealed promising antimicrobial and antioxidant activity.

Synthesis of pyrido-annelated [1,2,4,5]tetrazines, [1,2,4]triazepine, and [1,2,4,5]tetrazepines for anticancer, DFT, and molecular docking studies

“…Heterocyclic compounds containing the pyridine 1 nucleus show a wide range of interesting biological effects, such as anticancer 2 – 4 , antioxidant 5 , 6 , antimicrobial 2 , 6 , 7 , and anti-viral 8 . Furthermore, it has been demonstrated that 1,2,4-triazepines have a wide spectrum of therapeutic and biological effects 9 – 11 .…”

Synthesis and Study of Antibacterial Effect of 3,4 -Diaryl-6-oxo- 1-phenyl-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile

“…The biological activities of cynopyridone compounds are well known and show various pharmacological activities like antifungal, antiviral, antibacterial, antihypertensive, antioxidant, and antitumor. [1][2][3][4][5][6][7][8] Apart from this, 3-pyridine carbonitriles have been studied for their fluorescence properties and these compounds are utilized in the synthesis of optical fibres, information display, security paper, dyes etc. [9][10][11] Due to the presence of nitrile and carbonyl groups, these compounds were extensively used for the synthesis of various heterocyclic compounds and various methods have been reported for their synthesis.…”