Synthesis of Some Novel 4-Imino-3,5,7-Trisubstituted Pyrido[2,3-<i>d</i>]Pyrimidine-2(1<i>H</i>)-Thiones and Their Nucleosides as Potential Therapeutic Agents

Singh, Gitam; Singh, Gajendra; Yadav, Ashok K.; Mishra, Abhilasha

doi:10.1080/10426500008076330

Cited by 12 publications

(5 citation statements)

References 8 publications

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“…Pyridines and their analogs have been well recognized and documented in the literature as chemotherapeutic agents . They are well known for their diverse therapeutic properties and exhibited antibacterial , anticancer , antiulcer , diuretics , anticonvulsant , antihypertensive , antitumor , antifungal , anti‐AIDS , and antiviral properties. On the other hand, the viral resistance to the used drugs is a major health problem and creates a pressing need for novel antiviral agents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Anti‐Avian Influenza Virus (H5N1) Evaluation of Some Novel Nicotinonitriles and Their N‐Acylic Nucleosides

Rashad

Shamroukh

El‐Hashash

et al. 2012

Journal of Heterocyclic Chem

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Section: Introductionmentioning

confidence: 99%

Synthesis and Anti‐Avian Influenza Virus (H5N1) Evaluation of Some Novel Nicotinonitriles and Their N‐Acylic Nucleosides

Rashad

Shamroukh

El‐Hashash

et al. 2012

Journal of Heterocyclic Chem

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“…Additionally, Milrinone (A) and Olprinone (B) were reported as phosphodiesterase‐3 inhibitors and cardiotonic agents (Figure ) . Nicotinonitrile nucleosides have attracted attention because of their motivating pharmacological activities as antiviral, antitumor, antibacterial, anticancer, antioxidants, and other biological activity . Moreover, several thiazole, pyrazole, and pyridine moieties were reported to possess antioxidant activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antioxidant assay of new nicotinonitrile analogues clubbed thiazole, pyrazole and/or pyridine ring systems

Abumelha

2020

Journal of Heterocyclic Chem

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A series of novel nicotinonitrile derivatives were synthesized by hybridization with thiazole, pyrazole, and pyridine ring systems using 4‐aminobenzohydrazide as link‐bridge. The synthetic strategy of nicotinonitrile‐thiazole analogues involves cyclization of the precursor N‐phenyl thiosemicarbazide derivative 4 with chloroacetic acid and phenacyl bromide. The reaction of hydrazide 3 with acetylacetone and/or ethyl acetoacetate was applied as a synthetic route for accessing 2‐((4‐(pyrazole‐1‐carbonyl)phenyl)amino)‐nicotinonitrile derivatives 9–10. The 2‐((4‐(4‐thiazolylidene‐pyrazole‐1‐carbonyl)‐phenyl)amino)nicotinonitriles 14–15 were obtained via a nucleophilic addition of pyrazolone 10 to phenyl isothiocyanate followed by cyclization with chloroacetone, phenacyl chloride, and/or ethyl bromoacetate. The 6‐amino‐4‐aryl‐3,5‐dicyano‐2‐oxo‐1‐(4‐substitutedbenzamido)‐pyridines 19 were synthesized by Knoevenagel condensation N′‐(2‐cyanoacetyl)‐benzohydrazide derivative 16 with substituted benzaldehydes followed by heating with malononitrile. All synthesized products were evaluated for their antioxidant potentialities using of 2,2′‐azino‐bis(3‐ethylbenzothiazoline‐6‐sulphonic acid) (ABTS) radical cation delcolorization assay. The nicotinonitrile‐thiazole hybrid 6b was found the most promising antioxidant agent with inhibition activity 86.27%.

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“…Pyrido[2,3‐ d ]pyrimidines have attracted tremendous attention because of their diversified medicinal importance, for example, antibacterial , antitumor , antiviral , anticancer , antifungal , antiulcer , anticonvulsant , antihypertensive , and antineoplastic . The ribofuranosides of pyrido[2,3‐ d ]pyrimidines have been reported as antileukemic , anti‐AIDS , antiherpes , hypnotic activity , and so forth.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antimicrobial Evaluation of Some Novel Pyrido[2,3‐d] Pyrimidine Derivatives and Their Ribofuranosides

Bhargava

Rajwanshi

2018

Journal of Heterocyclic Chem

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2‐Amino‐3‐cyano‐4,6‐disubstituted pyridines 2a–c on treatment with arylisocyanate and arylisothiocyanate afforded 4‐imino‐3,5,7‐trisubstituted pyrido[2,3‐d] pyrimidin‐2(1H)‐ones 3a–c and 4‐imino‐3,5,7‐trisubstituted pyrido[2,3‐d]pyrimidin‐2(1H)‐thiones 4a–c, respectively. The ribofuranosides, namely, 4‐imino‐3,5,7‐trisubstituted‐1‐(2′,3′,5′‐tri‐O‐benzoyl‐β‐d‐ribofuranosyl) pyrido[2,3‐d]pyrimidin‐2(1H)‐ones 7a–c and 4‐imino‐3,5,7‐trisubstituted‐1‐(2′,3′,5′‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl) pyrido[2,3‐d]pyri‐midin‐2(1H)‐thiones 8a–c, were synthesized by the condensation of trimethylsilyl derivatives of 3a–c and 4a–c with β‐d‐ribofuranosyl‐1‐acetate‐2,3,5‐tribenzoate. The structure of newly synthesized ribofuranosides and their precursors were established by elemental analyses, IR, 1H NMR and 13C NMR spectroscopy. All the synthesized compounds were screened for their antibacterial and antifungal activities against Escherichia coli, Staphylococcus aureus, Aspergillus niger, and Aspergillus flavus.

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Synthesis of Some Novel 4-Imino-3,5,7-Trisubstituted Pyrido[2,3-d]Pyrimidine-2(1H)-Thiones and Their Nucleosides as Potential Therapeutic Agents

Cited by 12 publications

References 8 publications

Synthesis and Anti‐Avian Influenza Virus (H5N1) Evaluation of Some Novel Nicotinonitriles and Their N‐Acylic Nucleosides

Synthesis and Anti‐Avian Influenza Virus (H5N1) Evaluation of Some Novel Nicotinonitriles and Their N‐Acylic Nucleosides

Synthesis and antioxidant assay of new nicotinonitrile analogues clubbed thiazole, pyrazole and/or pyridine ring systems

Synthesis and Antimicrobial Evaluation of Some Novel Pyrido[2,3‐d] Pyrimidine Derivatives and Their Ribofuranosides

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