Utility of N-aryl 2-aroylhydrazono-propanehydrazonoyl chlorides as precursors for synthesis of new functionalized 1,3,4-thiadiazoles with potential antimicrobial activity

Abdelhamid, Abdou O.; Gomha, Sobhi M.; Shawali, Ahmad S.

doi:10.1016/j.jare.2014.08.007

Cited by 11 publications

(6 citation statements)

References 20 publications

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“…Similar related reactions have been reported. [33][34][35] The X-ray crystal structure of compound 5b is shown in Figure 3. Reaction of methyl ketones 9 and 2 in boiling ethanol for 2-3 h furnished the corresponding azines 10a-e (Scheme 4) in good yields.…”

Section: Resultsmentioning

confidence: 99%

Facile, mild and efficient synthesis of azines using phosphonic dihydrazide

Khidre

Mohamed

Kariuki

et al. 2019

Phosphorus, Sulfur, and Silicon and the Related Elements

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Several bis(N'-arylpropanehydrazonoyl chlorides) were synthesized in good yields from condensation reactions of hydrazonoyl chlorides and phosphonic dihydrazide. Under the conditions employed, none of the expected phosphorylhydrazines were isolated. Nucleophilic substitution of bis(N'arylpropanehydrazonoyl chlorides) with thiophenol, sodium phenylsulfinate, hydroxyl amine, and piperidine afforded the corresponding azines. Similarly, 1,2-bis(heteroaryl)ethylidene)hydra-zines were produced from reaction of phosphonic dihydrazide and heteroaryl methyl ketones. The structures of the products were confirmed by NMR and IR spectral data along with X-ray crystal structure determination and their purities were confirmed by the elemental analyses.

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Section: Resultsmentioning

confidence: 99%

Facile, mild and efficient synthesis of azines using phosphonic dihydrazide

Khidre

Mohamed

Kariuki

et al. 2019

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…Compounds 45, 46, 47b and 49b exhibited high inhibitory effects against E. coli. Moreover all the derivatives exhibited good activity against all fungi strains [65].…”

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confidence: 93%

1,3,4-Thiadiazole Derivatives as an Antimicrobial: An Update

Sawarkar

Singh

Shrivastav

et al. 2021

JPRI

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Persistent and uncontrolled use of antibiotics results in development of bacterial resistant. The situation is getting worsen day by day and scientists are investigating thousands of potentially active drugs like molecule in laboratories around the world every day in search of effective antibiotics. During last decade considerable attention was given to five-member heterocyclic moieties while designing new antimicrobial agents. One of important heterocycle is five-membered 1,3,4-thiadiazole with unique bioisosteric properties displaying unusually wide spectrum of biological activities. This comprehensive review represent the recent 1,3,4-thiadiazole and its derivatives, which can be considered as potential antimicrobial agents in the period of 2015 and onwards. This review may help the medicinal chemists to develop new leads possessing 1,3,4-thiadiazole nucleus with higher efficacy and reduced side effects.

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“…1,2,4-Triazole ring has been incorporated into a variety of biologically active compounds possessing antimicrobial [2][3][4], antibacterial [5], antiproliferative [6,7], antitubercular [8], anti-inflammatory [9], anticonvulsant [10], anticancer [11], antifungal [12], antitumor [13], antileishmanial [14], and antitrypanosomal activities [15]. It is also of immense importance in medicine and biology [16][17][18][19][20][21][22]. The structures of some marketed drugs containing a 1,2,4-triazole ring are shown in Fig.…”

Section: Introductionmentioning

confidence: 99%