Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities

A new series of hydrazinecarbothioamides 6-9 bearing 5H-dibenzo[a,d][7]annulene moiety were synthesized. Cyclization of 6-9 in NaOH solution produced the corresponding 1,2,4-triazoles-3(4H)-thiol 10-13, which proved to be axial isomers. The thioethers 14-17 were prepared by alkylation of...

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Main Authors: Socea Laura I., Saramet Gabriel, Draghici Constantin, Socea Bogdan, Constantin Vlad D., Radu-Popescu Manuela A.
Format: Article
Language:English
Published: Serbian Chemical Society 2015-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500039S.pdf
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author Socea Laura I.
Saramet Gabriel
Draghici Constantin
Socea Bogdan
Constantin Vlad D.
Radu-Popescu Manuela A.
author_facet Socea Laura I.
Saramet Gabriel
Draghici Constantin
Socea Bogdan
Constantin Vlad D.
Radu-Popescu Manuela A.
author_sort Socea Laura I.
collection DOAJ
description A new series of hydrazinecarbothioamides 6-9 bearing 5H-dibenzo[a,d][7]annulene moiety were synthesized. Cyclization of 6-9 in NaOH solution produced the corresponding 1,2,4-triazoles-3(4H)-thiol 10-13, which proved to be axial isomers. The thioethers 14-17 were prepared by alkylation of 10-13 with methyl iodide. All new compounds were characterized by elemental analysis, IR-, UV-, 1H-NMR and 13C-NMR spectroscopy. The evaluation for antimicrobial activity against Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6663, Salmonella tiphimurium ATCC 14028, Shigella flexneri ATCC 12022, Candida albicans ATCC 90028 was performed.
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spelling doaj.art-1cf4229445b542b8b3fcd2b39f5220bc2022-12-22T01:42:18ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212015-01-0180121461147010.2298/JSC150227039S0352-51391500039SSynthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activitiesSocea Laura I.0Saramet Gabriel1Draghici Constantin2Socea Bogdan3Constantin Vlad D.4Radu-Popescu Manuela A.5Carol Davila University of Medicine and Pharmacy, Faculty of Pharmacy, Organic Chemistry Department, Bucharest, Romania"Carol Davila" University of Medicine and Pharmacy, Faculty of Pharmacy, Pharmaceutical Technology Department, Bucharest, RomaniaRomanian Academy, "C.D. Nenitzescu" Institute of Organic Chemistry, Bucharest, RomaniaCarol Davila University of Medicine and Pharmacy, Faculty of General Medicine, St. Pantelimon Emergency Hospital, Bucharest, RomaniaCarol Davila University of Medicine and Pharmacy, Faculty of General Medicine, St. Pantelimon Emergency Hospital, Bucharest, RomaniaCarol Davila University of Medicine and Pharmacy, Faculty of Pharmacy, General and Pharmaceutical Microbiology Department, Bucharest, RomaniaA new series of hydrazinecarbothioamides 6-9 bearing 5H-dibenzo[a,d][7]annulene moiety were synthesized. Cyclization of 6-9 in NaOH solution produced the corresponding 1,2,4-triazoles-3(4H)-thiol 10-13, which proved to be axial isomers. The thioethers 14-17 were prepared by alkylation of 10-13 with methyl iodide. All new compounds were characterized by elemental analysis, IR-, UV-, 1H-NMR and 13C-NMR spectroscopy. The evaluation for antimicrobial activity against Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27853, Escherichia coli ATCC 25922, Bacillus subtilis ATCC 6663, Salmonella tiphimurium ATCC 14028, Shigella flexneri ATCC 12022, Candida albicans ATCC 90028 was performed.http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500039S.pdfacylhydrazinecarbothioamide1,2,4-triazol-3-thioledibenzo[a,d][7]annuleneantimicrobial activity
spellingShingle Socea Laura I.
Saramet Gabriel
Draghici Constantin
Socea Bogdan
Constantin Vlad D.
Radu-Popescu Manuela A.
Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
Journal of the Serbian Chemical Society
acylhydrazinecarbothioamide
1,2,4-triazol-3-thiole
dibenzo[a,d][7]annulene
antimicrobial activity
title Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
title_full Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
title_fullStr Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
title_full_unstemmed Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
title_short Synthesis of new derivatives of hydrazinecarbothioamides and 1,2,4-triazoles and evaluation of their antimicrobial activities
title_sort synthesis of new derivatives of hydrazinecarbothioamides and 1 2 4 triazoles and evaluation of their antimicrobial activities
topic acylhydrazinecarbothioamide
1,2,4-triazol-3-thiole
dibenzo[a,d][7]annulene
antimicrobial activity
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2015/0352-51391500039S.pdf
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