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Please use this identifier to cite or link to this item: https://oldena.lpnu.ua/handle/ntb/46470
Title: The Synthesis and Antimicrobial Properties of New 2-(R-Phenylimino)-1,3-thiazoline Derivatives Containing the N-Methylpiperazine Moiety
Other Titles: Синтез та властивості нових похідних 2-(R-феніліміно)-1,3-тіазоліну, що містять фрагмент N-метилпіперазину
Authors: Yeromina, Hanna
Demchenko, Nataliya
Kiz, Olga
Ieromina, Zinaida
Demchenko, Sergiy
Affiliation: National University of Pharmacy
Chernihiv National T.G. Shevchenko Pedagogical University
National Academy of Medical Sciences
Bibliographic description (Ukraine): The Synthesis and Antimicrobial Properties of New 2-(R-Phenylimino)-1,3-thiazoline Derivatives Containing the N-Methylpiperazine Moiety / Hanna Yeromina, Nataliya Demchenko, Olga Kiz, Zinaida Ieromina, Sergiy Demchenko // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 150–156.
Bibliographic description (International): The Synthesis and Antimicrobial Properties of New 2-(R-Phenylimino)-1,3-thiazoline Derivatives Containing the N-Methylpiperazine Moiety / Hanna Yeromina, Nataliya Demchenko, Olga Kiz, Zinaida Ieromina, Sergiy Demchenko // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2019. — Vol 13. — No 2. — P. 150–156.
Is part of: Chemistry & Chemical Technology, 2 (13), 2019
Issue: 2
Issue Date: 28-Feb-2019
Publisher: Видавництво Львівської політехніки
Lviv Politechnic Publishing House
Place of the edition/event: Львів
Lviv
Keywords: 2-(R-феніліміно)-1
3-тіазолін
N-метил-піперазин
синтез Ганча
антимікробна активність
сульфат-відновлювальні бактерії
2-(R-phenylimino)-1
3-thiazoline
N-methylpiperazine
Hantzsch synthesis
antimicrobial activity
sulfate-reducing bacteria
Number of pages: 7
Page range: 150-156
Start page: 150
End page: 156
Abstract: На основі несиметричних тіосечовин синте- зовані нові похідні N-(R`-феніл)-3-(4-метил-1-піперазиніл)-1,3- тіазол-2(3H)-іміну за реакцією Ганча. Структуру цільових компонентів підтверджено елементим аналізом та ЯМР спектроскопією. Досліджено антимікробну активність похід- них 1,3-тіазоліну з N-метилпіперазиновим фрагментом щодо сульфатвідновлювальних бактерій штаму Desulfovibrio sp. М 4.1. Встановлено, що сполуки з галогензаміщеним та незаміще- ним фенільним фрагментом в 4-му положенні тіазолінового циклу виявляють виразну протимікробну активність.
New derivatives of N-(R-phenyl)-3-(4-methyl- 1-piperazinyl)-1,3-thiazole-2(3H)- imine with the medium to high yields were synthesized by the Hantzsch reaction in the ethanol medium. The structure of target compounds was confirmed by elemental analysis and NMR spectroscopy. The antimicrobial activity of 1,3-thiazoline derivatives with the N-methylpiperazine moiety against sulfate-reducing bacteria of Desulfovibrio sp. М.4.1 strain was studied. It was found that substances containing the halo- and unsubstituted phenyl fragment in the position 4 of the thiazoline cycle showed the potent antimicrobial activity.
URI: https://ena.lpnu.ua/handle/ntb/46470
Copyright owner: © Національний університет „Львівська політехніка“, 2019
© Yeromina H., Demchenko N., Kiz O., Ieromina Z., Demchenko S., 2019
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https://doi.org/10.1135/cccc19961205
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2. Andreyuk K., Kozlova I., Kopteva Zh. et al., Mikrobna Koroziya Pidzemnih Sporud. Naukova dumka, Kyiv 2005.
3. Shiran J., Yahyazadeh A., Yamin B. et al., Heterocycles, 2015, 91, 123. https://doi.org/10.3987/COM-14-13123
4. Park I.-K., Lim C.-S., NamK.-D. et al.:Korean J. Pesticide Sci., 2006, 10, 149.
5. LimJ.-S., HanM.-S., NamK.-D. et al.:Korean J. Pesticide Sci., 2009, 13, 63.
6. Sondhi S., Singh N., Lahoti A. et al., Bioorg. Med. Chem., 2005, 13, 4291. https://doi.org/10.1016/j.bmc.2005.04.017
7. Sondhi S., Bhattacharjee G., Jameel R. et al., Cent. Eur. J. Chem., 2004, 2, 1. https://doi.org/10.2478/BF02476181
8. Terzioglu N., van Rijn R., Bakker R. et al., Bioorg. Med. Chem. Lett., 2004, 14, 5251. https://doi.org/10.1016/j.bmcl.2004.08.035
9. HearnM., Wang T., CynamonM., J. Heterocyclic Chem., 2017, 54, 720. https://doi.org/10.1002/jhet.2551
10. TahaM., Ismail N., JamilW. et al.:Med. Chem. Res., 2015, 24, 3166. https://doi.org/10.1007/s00044-015-1369-x
11. Demirbasa A., Sahin D., Demirbas N., Karaoglu S., Eur. J.Med. Chem., 2009, 44, 2896. https://doi.org/10.1016/j.ejmech.2008.12.005
12. Bae S., Hahn H.-G., NamK.-D., J. Comb. Chem., 2005, 7, 7. https://doi.org/10.1021/cc049854w
13. Bae S., Hahn H.-G., NamK.-D., J. Comb. Chem., 2005, 7, 826. https://doi.org/10.1021/cc049811f
14. Shin D., Lee J., Hahn H.-G., Tetrahedron, 2010, 66, 5707. https://doi.org/10.1016/j.tet.2010.05.015
15. Bramley S., Dupplin V., Goberdhan D., Meakins G., J. Chem. Soc. Perkin Transact. 1, 1987, 1, 639. https://doi.org/10.1039/P19870000639
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20. Khan I., Ali S., Hameed S. et al., Eur. J. Med. Chem., 2010, 45, 5200. https://doi.org/10.1016/j.ejmech.2010.08.034
21. Nath J., Ghosh H., Yella R., Patel B., Eur. J. Org. Chem., 2009, 2009, 1849. https://doi.org/10.1002/ejoc.200801270
22. Wong R., Dolman S., J. Org. Chem., 2007, 72, 3969. https://doi.org/10.1021/jo070246n
23. HollerM., Campo L., Brandelli A., Stefani V., J. Photochem. Photobiol. A, 2002, 149, 217. https://doi.org/10.1016/S1010-6030(02)00008-4
24. Wróblewska A., Mlostoń G., Phosphorus Sulfur, 2013, 188, 509. https://doi.org/10.1080/10426507.2012.736897
25. Demchenko S., Yeromina H., Perekhoda L. et al., Pat. UA111015, Publ. Oct. 25, 2016.
26. Demchenko S., Yeromina H., Perekhoda L. et al., Pat. UA121484, Publ. Dec. 11, 2017.
27. Yeromina H., Koshova O., Shcherbinina V. et al., Pat. UA120509, Publ. Nov. 10, 2017.
28. Yeromina H., Koshova O., Shcherbinina V. et al., Pat. UA120847, Publ. Nov. 27, 2017.
29. Perekhoda L., Yeromina H., Drapak I. et al., SJMPS, 2017, 3, 55.
30. ChoD., Parthasarathi R., Pimentel A. et al., J. Org. Chem., 2010, 75, 6549. https://doi.org/10.1021/jo1012509
31. Akbarzadeh A., Soleymani R., Taheri M., Karimi-Cheshmeh ali M.:Orient. J. Chem., 2012, 28, 153.
32. Yurttaş L., Özkay Y., DuranM. et al., Phosphorus Sulfur, 2016, 191, 1166. https://doi.org/10.1080/10426507.2016.1150277
33. Yang Z., Huang N., Xu B. et al.:Molecules, 2016, 21, 232. https://doi.org/10.3390/molecules21030232
34. Chen J., Liu D., Butt N. et al., Angewandte Chemie Int. Edn., 2013, 52, 11632. https://doi.org/10.1002/anie.201306231
35. Demchenko N., Kurmakova I., Tretyak O.:Microbiologia i Biotechnologia, 2013, 4, 90.
36. Ehorov N., Rukovodstvo k Praktycheskym Zaniatyiampo Microbyolohyy. Izd-voMHU, Moskva 1983.
37. Demchenko A., YanchenkoV., Kisly V., LozinskiiM., Chem. Heterocycl. Compd., 2005, 41, 668. https://doi.org/10.1007/s10593-005-0200-x
38. LudwigM., Stverka P., Collect. Czech. Chem. Commun., 1996, 61, 1205. https://doi.org/10.1135/cccc19961205
Content type: Article
Appears in Collections:Chemistry & Chemical Technology. – 2019. – Vol. 13, No. 2

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