Synthesis, characterization, and antimicrobial studies of novel 1,3,4-thiadiazolium-5-thiolates

Asundaria, Shahrukh T.; Patel, Nikul S.; Patel, Keshav C.

doi:10.1007/s00044-011-9632-2

Cited by 19 publications

(8 citation statements)

References 14 publications

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“…The hydrazine derivatives were prepared according to the reported method with slight modification [12,32]. Hydrazine hydrate (10 mL, 80%) was added in portion to a solution of 2-chloro-4,6-disubstituted-1,3,5-triazine 2a-h (20 mmol) in 50 mL acetonitrile at room temperature and then the reaction mixture was sonicated for 60 min at 60 ∘ C. Acetonitrile and excess hydrazine were removed under vacuum and then excess diethylether was added to afford the product as a white solid in yield >90% and used directly without further purification for the condensation reaction with 4.…”

Section: General Methods For the Synthesis Of 2-hydrazino-46-disubstimentioning

confidence: 99%

Synthesis, Characterization, and Tautomerism of 1,3-Dimethyl Pyrimidine-2,4,6-Trione s-Triazinyl Hydrazine/Hydrazone Derivatives

Sharma

Jad

Siddiqui

et al. 2017

Journal of Chemistry

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1,3,5-Triazines and pyrimidine-2,4,6-triones belong to that class of compounds which are well known in literature for possessing wide range of biological activities. Here, we report a new family of compounds that encompasses these two structures. The union of both heterocycles was carried out through a hydrazone moiety incorporated into an acetyl group at the position 5 of 1,3-dimethyl pyrimidine derivative. The synthetic strategy adopted allowed the preparation of the target compounds with excellent yields and good purities. The synthesized compounds were well characterized by NMR (1H and 13C), HRMS, and elemental analysis. Furthermore, the tautomerism of enhydrazine versus hydrazone has also been studied.

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Section: General Methods For the Synthesis Of 2-hydrazino-46-disubstimentioning

confidence: 99%

Synthesis, Characterization, and Tautomerism of 1,3-Dimethyl Pyrimidine-2,4,6-Trione s-Triazinyl Hydrazine/Hydrazone Derivatives

Sharma

Jad

Siddiqui

et al. 2017

Journal of Chemistry

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“…After incubation period, we added 20 L INT (0.5 mg/mL) to achieve bacterial growth. The INT containing microplates were incubated at 37 ∘ C for 30 min and the collected data were expressed in micrograms per milliliters [47].…”

Section: Minimum Inhibitory Concentration (Mic) Determinationmentioning

confidence: 99%

Synthesis, Characterization, and Antimicrobial Studies of Novel Series of 2,4-Bis(hydrazino)-6-substituted-1,3,5-triazine and Their Schiff Base Derivatives

Al-Rasheed

Sholkamy

Alshaikh

et al. 2018

Journal of Chemistry

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The present work represents the synthesis, characterization, and antimicrobial studies of novel series of 2,4-bis(hydrazino)-6substituted-1,3,5-triazine and their Schiff base derivatives. IR, NMR ( 1 H and 13 C), elemental analysis, and LC-MS characterized the prepared compounds. The biological activity of the target products was evaluated as well. Twenty-two of the prepared compounds were selected according to their solubility in aqueous DMSO. Only eight compounds showed good activity against the selected pathogenic bacteria and did not show antagonistic effect against fungus Candida albicans. Two compounds k and g have widerange effect presently in Gram-positive and Gram-negative bacteria while other compounds ( f, i, m, d, i, and h) showed specific effect against the Gram-negative or Gram-positive bacteria. The minimum inhibitory concentration (MIC, g/mL) of f, i, k, and h compounds against Streptococcus mutans was 62.5 g/mL, 100 g/mL, 31.25 g/mL, and 31.25 g/mL, respectively. The MIC of m, k, d, g, and h compounds against Staphylococcus aureus was 62.5 g/mL, 31.25 g/mL, 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of k, g, and i compounds against Salmonella typhimurium was 31.25 g/mL, 100 g/mL, and 62.5 g/mL, respectively. The MIC of i compound against Escherichia coli was 62.5 g/mL.

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“…They are used in the synthesis of other heterocycles, such as ligands in transition metals complexes and in nanocomplexes . In addition, their biological activity against many organisms and nonlinear optical properties complement their range of applications.…”

Section: Introductionmentioning

confidence: 99%

A topological assessment of the electronic structure of mesoionic compounds

Anjos

Rocha

2015

J Comput Chem

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Mesoionic compounds belonging to the 1,3-oxazol-5-one, 1,3-diazole-4-thione and 1,3-thiazole-5-thione rings have been evaluated by a combination of Density Functional Theory, Quantum Theory of Atoms in Molecules, Electron Localization Function, Natural Bond Orbitals and Geodesic Electrostatic Potential Charge calculations. Atomic, bond, and ring properties have been considered to describe the electronic structure of mesoionic compounds. The results show that not only the ring type, but also the substituent groups have great influence on these properties. In addition, there is a significant and heterogeneous π-bonding contribution throughout the mesoionic rings. Finally, we conclude that some classical conceptions of charge localization and π-bonding contribution in these compounds are misleading or incomplete. © 2015 Wiley Periodicals, Inc.

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Synthesis, characterization, and antimicrobial studies of novel 1,3,4-thiadiazolium-5-thiolates

Cited by 19 publications

References 14 publications

Synthesis, Characterization, and Tautomerism of 1,3-Dimethyl Pyrimidine-2,4,6-Trione s-Triazinyl Hydrazine/Hydrazone Derivatives

Synthesis, Characterization, and Tautomerism of 1,3-Dimethyl Pyrimidine-2,4,6-Trione s-Triazinyl Hydrazine/Hydrazone Derivatives

Synthesis, Characterization, and Antimicrobial Studies of Novel Series of 2,4-Bis(hydrazino)-6-substituted-1,3,5-triazine and Their Schiff Base Derivatives

A topological assessment of the electronic structure of mesoionic compounds

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