Synthesis, antimicrobial evaluation and QSAR analysis of novel nalidixic acid based 1,2,4-triazole derivatives

Aggarwal, Nisha; Kumar, Rajesh; Dureja, Prem; Khurana, Jitender M.

doi:10.1016/j.ejmech.2011.06.009

Cited by 74 publications

(56 citation statements)

References 31 publications

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“…Various isonicotinic acid derivatives like isonicotinyl hydrazides [32] , isonicotinamide derivatives [33] , 1,2,4-triazoles from isonicotinic acid hydrazide [34] , novel nalidixic acid derived 1,2,4-triazole [35] , 5-mercapto-1,2,4-triazole, novel 4H-1,2,4-triazol-3-yl-cycloalkanols [36] , new imidazole and 1,2,4-triazole substituted fluorobenzimidazoles [37] , and diphenylamine containing 1,2,4-triazoles [38] , have been reported to possess diverse activity including antimicrobial and antitubercular. The therapeutic potential of 1,2,4-triazole prompted us to synthesize new compounds in which substituent could be arranged in a pharmacophoric pattern to display high order of antimycobacterial activity.…”

Section: Research Papermentioning

confidence: 99%

Design and Synthesis of New Bioactive 1,2,4-Triazoles, Potential Antitubercular and Antimicrobial Agents

Singh¹,

Kashaw²,

Mishra³

et al. 2018

pharmaceutical-sciences

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Section: Research Papermentioning

confidence: 99%

Design and Synthesis of New Bioactive 1,2,4-Triazoles, Potential Antitubercular and Antimicrobial Agents

Singh¹,

Kashaw²,

Mishra³

et al. 2018

pharmaceutical-sciences

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“…It is well known that reaction of hydrazine hydrate with 1,3,4-oxadiazolethione IV in ethanol gives 4-amino-1,2,4-triazole-thione I. [1][2][3][4][5][6][7][8][9][10][11][12][13] We wondered what would happen in its reaction with S-alkylated 1,3,4-oxadiazoles V and N-alkylated 1,3,4-oxadiazole-thiones VI. We doubted the report 19 that reaction of V with hydrazine hydrate leads to replacement of S-alkyl with a hydrazino group without breakdown of the oxadiazole moiety.…”

Section: Introductionmentioning

confidence: 99%

“…They show antimicrobial, [1][2][3][4][5][6][7] antiproliferative, 8 antituberculosis, [9][10][11] anticonvulsant, 12 analgesic, 13 anti-inflammatory, 14 antitumor 15 and antidepressant 16 activities in addition to their inhibitory activity of trans-cinnamate 4-hydroxylase 17 and urease 18 enzymes. On this basis, searching for the synthesis of new 4-amino-1,2,4-triazole-thione derivatives is justified.…”

Section: Introductionmentioning

confidence: 99%

A new direct synthetic access to 4-amino-2-N-(glycosyl/propyl)-1,2,4-triazole-3-thiones via hydrazinolysis of 3-N-((acylated glycosyl)/allyl)-1,3,4-oxadiazole-2-thiones

Boraei¹

2016

Arkivoc

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Hydrazinolysis of 3-N-alkyl-1,3,4-oxadiazole-2-thiones yielded 2-N-alkyl-4-amino-1,2,4-triazole-2-thiones in a straightforward new direct procedure. Whereas, hydrazinolysis of alkylsulfanyl-1,3,4-oxadiazole derivatives resulted in the opening of the oxadiazole ring and loss of the alkyl moiety, instead of a nucleophilic substitution at the electrophilic carbon or triazole formation. Thio-aza-Claisen rearrangement of the allyl moiety in 4-amino-1,2,4-triazole was successfully achieved by fusion at atmospheric pressure in the absence of solvents and catalysts.

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“…The investigation and application of this strategy have prepared several interesting 1,2,4-triazole-based compounds bearing both amino and thiol groups [145]. This type of synthetic method provides practical access to amino triazole thiols which may favorably react with 1,3,4-thiadiazoles or 1,3,4-thiadiazines to prepare new types of fused heterocyclic compounds with broad bioactive spectrum such as antimicrobial [146][147][148][149], anti-inflammatory, analgesic [150,151] as well as antiepileptic activity [152].…”

Section: Thiol Thio Hydrazidesmentioning

confidence: 99%

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

Zhang¹,

Damu²,

Cai³

et al. 2014

COC

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Heterocyclic 1,2,4-triazole derivatives possess unusually spacious potentiality as medicinal agents, agricultural chemicals, functional materials, ionic liquids, supramolecular catalysts as well as artificial enzymes and receptors for supramolecular recognition and biomimetic catalysis, and their various researches and developments have been being a quite rapidly developing and active highlight topic with an infinite space. Numerous efforts have been directed toward various types of possible applications of 1,2,4-triazole-based compounds and a lot of important progress has been made, especially their preparations have attracted increasing attention. This review systematically summarized the recent advances in the syntheses of 1,2,4-triazole derivatives, including: (1) Cyclizations to form triazole ring; (2) Transformations of heterocyclic compounds to construct triazole ring; (3) Substitutions on 1,2,4-triazole ring; (4) Structural modifications in side chains of 1,2,4-triazole ring. It was hoped that this review would be helpful for the design and development of highly efficient preparation of 1,2,4-triazole derivatives with various sorts and varieties of extensively potential applications in medicine, agriculture, chemistry, materials, supramolecular sciences and so on.

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Synthesis, antimicrobial evaluation and QSAR analysis of novel nalidixic acid based 1,2,4-triazole derivatives

Cited by 74 publications

References 31 publications

Design and Synthesis of New Bioactive 1,2,4-Triazoles, Potential Antitubercular and Antimicrobial Agents

Design and Synthesis of New Bioactive 1,2,4-Triazoles, Potential Antitubercular and Antimicrobial Agents

A new direct synthetic access to 4-amino-2-N-(glycosyl/propyl)-1,2,4-triazole-3-thiones via hydrazinolysis of 3-N-((acylated glycosyl)/allyl)-1,3,4-oxadiazole-2-thiones

Current Developments in the Syntheses of 1,2,4-Triazole Compounds

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