Synthesis and antioxidant evaluation of some new pyridines

El‐Ggani

Berghot

et al. 2019

As a part of ongoing studies in developing new potent antioxidant agents, 2‐amino‐4‐(furan‐2‐yl)‐5,6‐dimethylnicotinonitrile 4 was utilized as a key intermediate for the synthesis of some new pyrimidines 5 and 11, form (acet)amide 6, 7, urea and thiourea 9, 10, 1,8‐naphthyridines 12, 13, and 14. Moreover, condensation of 4 with 5,5‐dimethyl‐1,3‐cyclohexanedione and cyclohexanone in ethanol furnished the pyridine derivatives 16 and 17, respectively. Furthermore, refluxing of 4 with ethylenediamine in carbon disulfide afforded the 4,5‐dihydro‐1H‐imidazol‐2‐yl pyridine derivative 19. In addition, refluxing of 4 with carbon disulfide and concentrated sulfuric acid furnished the pyridine derivatives 20 and 21, respectively. The reaction of 4 with phenacyl chloride and ethyl chloroacetate in dimethylformamide in the presence of catalytic amount of triethylamine afforded the pyridine derivatives 22 and 23, respectively. Finally, heating of 4 with 1‐phenyl‐3‐(piperidin‐1‐yl)propan‐1‐one hydrochloride in glacial acetic acid afforded phenylpropylamino pyridine derivative 24. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, 1H‐NMR, and mass spectral data. Representative compounds of the synthesized products were evaluated as antioxidant agents. Compounds 8, 19, and 22 are promising compounds.

Section: Introductionmentioning

confidence: 99%

Synthesis and Antioxidant Activity of Some Novel Nicotinonitrile Derivatives Bearing a Furan Moiety

El‐Ggani

Berghot

et al. 2019

“…An example of a one‐pot synthesis is the 2‐amino‐4‐(substituted) nicotinonitrile . In view of these facts and as a continuation of our research program on the chemistry of nicotinonitrile and furan , the present investigation aimed to synthesize and characterize newer nicotinonitrile incorporating furan moiety. It was found that 2‐amino‐4‐(furan‐2‐yl)‐5,6‐dimethylnicotinonitrile (4 ) is an excellent building block for the synthesis of the target objectives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some Novel 4‐(Furan‐2‐yl)‐5,6‐dimethylpyridines

Berghot

El‐Ghani

et al. 2018

“…Pyridine moiety has gained importance in view of its biological activity as drug substance in pharmaceutical industry . This persuaded us to apply the facile and efficient method to synthesize pyridine derivative 4 .…”

Section: Resultsmentioning

confidence: 99%

“…Compound 10 reacted with arylidene malononitrile (obtained from condensation of malononitrile with the corresponding aldehydes) gave the Michael adduct 10a , which enolized to enamine 10b which cyclized to dihydropyridine 10c which enolized to enamine form followed by auto‐oxidation gave aminopyridine 11a and 11b. Another route to construct of 11a and 11b via Michael addition type reaction of compound 2 [obtained from condensation of 1 with corresponding aldehydes] then reacted with malononitrile through Michael addition led to the formation of 10a followed by reaction with NH 4 OAc to form 10b then cyclized then followed by auto‐oxidation to afford aminopyridine 11a and 11b (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Highlights on the synthesis of novel phenothiazine‐based azines scaffold as antioxidant agents

Hamama

El-din

et al. 2019

Azines derivatives of phenothiazines were synthetically constructed from onepot multicomponent reactions of 1-(4a,10a-dihydro-10H-phenothiazin-2-yl)ethan-1-one with various reagents. The obtained novel target compounds were evaluated as antioxidant agents using ABTS +• scavenging assay. Antioxidant results revealed that the incorporation of azines to phenothiazine ring system enhanced the activity. In addition, compound 18 prevent the damage of DNA due to the formation of bleomycin-iron complex more than the standard compound.