Physical-chemical properties of 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-il)tio)-1-arylethanons and their reduced systems

Authors

  • O. A. Bihdan Zaporizhzhia State Medical University, Ukraine,

DOI:

https://doi.org/10.14739/2409-2932.2019.2.170972

Keywords:

2-((5-(3-, 4-fluorophenyl)-4-R2-1, 2, 4-triazol-3-yl)thio)-1-arylethanones, repair, physical and chemical properties, triazoles

Abstract

 

The aim of work is the investigation of properties of 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-arylethanones and 2((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-arylethanols using modern physical-chemical methods.Materials and methods. Modern physical-chemical studies of 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-arylethanones and 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-arylethanols was conducted on certified and licensed equipment of the physical-chemical laboratories of the Zaporizhzhia State Medical University in accordance with approved research plans. As starting compounds for the synthesis of the corresponding 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-arylethanones, we used 5-(3-fluorophenyl)-4-methyl-1,2,4-triazol-3-thiol, 5(4-fluorophenyl)-4-methyl-1,2,4-triazol-3-thiol, 5(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol and 5-(4-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol.Results. The research objects of our choice are promising not only as end compounds for the search of biologically active molecules, they can later be used as starting materials for subsequent chemical transformations. It is also known that the presence of keto-group causes the appearance of different types of pharmacological activity, and the transition to alcohols reduces toxicity.According to the results of the experiment a number of new compounds, which were not previously described in the literature, have been obtained, as well as physical-chemical constants have been given.Conclusions. The reactions of 5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiol, 5-(4-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiol, 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol and 5-(4-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol with some (2-bromo-1-phenylethanone, 2-bromo-1-(2-bromophenyl)ethanone, 2-bromo-1- (2-, 3-, 4-fluorophenyl)ethanone and 2-bromo-1- ( 4-methoxyphenyl)ethanone), a series of novel 2 - ((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl) thio)-1-arylethanones were synthesized. A new series of 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-yl)thio)-1-aryl-ethanols were synthesized in the experiment.

 

References

Bihdan, O. A., & Parchenko, V. V. (2017) Fizyko-khimichni vlastyvosti S-pokhidnykh 5-(3-ftorfenil)-4-amino-1,2,4-triazol-3-tiolu [Physical-chemical properties of 5-(3-fluorophenyl)-4-amino-1,2,4-triazole-3-thiol S-derivatives]. Current issues in pharmacy and medicine: science and practice, 10, 2(24), 135–140. doi: 10.14739/2409-2932.2017.2.103517 [in Ukrainian].

Bihdan, O. A., & Parchenko, V. V. (2017) Syntez ta fizyko-khimichni vlastyvosti deiakykh pokhidnykh 5-(3-ftorfenil)-4-metyl-1,2,4-tryazol-3-tiolu [Synthesis and physical-chemical properties of some 5-(3-fluorophenyl)-4-methyl-1,2,4-triazole-3-thiol derivatives]. Farmatsevtychnyi zhurnal, 2. 38–47. [in Ukrainian].

Bihdan, O. A., & Parchenko, V. V. (2018) Novi 5-(2-, 3-, 4-ftorfenil)-4-amino-1,2,4-triazol-3-tiopokhidni – potentsiini biolohichno aktyvni spoluky [New 5- (2-, 3-, 4-fluorophenyl) -4-amino-1,2,4-triazole-3-thio derivatives – potential biologically active compounds]. Suchasni dosiahnennia farmatsevtychnoi tekhnolohii i biotekhnolohii, 5, (P. 49–51). Kharkiv. [in Ukrainian].

Bihdan, O. A., & Parchenko, V. V. (2017) Deiaki pokhidni 5-(3-ftorfenil)-4-metyl-1,2,4-triazol-3-tiolu – osnova poshuku biolohichno aktyvnykh spoluk [Some derivatives of 5- (3-fluorophenyl) -4-methyl-1,2,4-triazole-3-thiol are the basis for the search for biologically active compounds]. Teoretychni ta prykladni aspekty rozvytku nauky. Proceedings of the 3rd International Scientific and Practical Conference. (Part 3), (P. 10). Kyiv. [in Ukrainian].

Bihdan, O. A., & Parchenko, V. V. (2019) Doslidzhennia fizyko-khimichnykh ta biolohichnykh vlastyvostei novykh pokhidnykh 5-(2-, 3-, 4-ftorfenil)-4-amino-1,2,4-triazol-3-tioliv [Investigation of physicochemical and biological properties of new derivatives of 5- (2-, 3-, 4-fluorophenyl) -4-amino-1,2,4-triasole-3-thiols]. Liky –liudyni. Suchasni problemy farmakoterapii i pryznachennia likarskykh zasobiv, (Vol. 2), (P. 49–50). Kharkiv. [in Ukrainian].

Eres’ko, A. B., Tolkunov, V. S., & Tolkunov, S. V. (2010) Sintez proizvodnykh 6-(4-khlorfenil)-3-metil-9-R-12N-benzo[4,5]furo[3,2-e][1,2,4]triazolo[4,3b][1,2]diazepinov [Synthesis of 6- (4-chlorophenyl) -3-methyl-9-R-12H-benzo [4,5] furo [3,2-e] [1,2,4] triazolo [4,3b] [1, 2] diazepines]. Naukovi pratsi Donetskoho natsionalnoho tekhnichnoho universytetu. Seriia. Khimiia i khimichna tekhnolohiia, (Vyp. 15), P. 26–31. [in Russian].

Il'inykh, Ye. S., & Kim, D. G. (2011) Sintez i iodciklizaciya 4-metil-3-((2E{2Z})-3-khlor-2-propenil)-tio-1,2,4-triazolov [Synthesis and iodcyclization of 4-methyl-3- ((2E {2Z}) -3-chloro-2-propenyl) -thio-1,2,4-triazoles]. Butlerovskie soobshcheniya, 26(12), 6–9. [in Russian].

Parchenko, V. V. (2006) Syntez, fizyko-khimichni ta biolohichni vlastyvosti pokhidnykh 1,2,4-triazol-3-tionu, yaki mistyat yadro furanu (Dis… kand. farm. nauk). [Synthesis, physical, chemical and biological properties of derivatives of 1,2,4-triazole-3-thione containing the core of furan. Dr. farm. sci. diss.]. Kyiv. [in Ukrainian].

Parchenko, V. V. (2011) Protyvirusna aktyvnist pokhidnykh 1,2,4-triazolu [Antiviral activity of 1,2,4-triazolu]. Farmatsevtychnyi zhurnal, 3, 49–53. [in Ukrainian].

Pruhlo, Ye. S. (2019) Syntez ta biolohichni vlastyvosti 3-S-zamishchenykh 5-Alk, -Ar, -Het-4(H)-R-1,2,4-triazolu (Dis. dokt. farm. nauk). [Synthesis and Biological Properties of 3-S-Substituted 5-Alk, -Ar, -Het-4 (H) -R-1,2,4-Triazolo. Dr. farm. sci. diss.]. Zaporizhzhia. [in Ukrainian].

Danilchenko, D. M., & Parchenko, V. V. (2017) Antimicrobial activity of new 5-(furan-2-yl)-4-amino-1,2,4-triazole-3-thiol derivatives. Zaporozhye medical journal, 19, 1(100), 105–107. doi: 10.14739/2310-1210.2017.1.91735

Retrieved from www. Fortis-combi.com

Parchenko, V. V. (2014) Syntez, peretvorennia, fizyko-khimichni ta biolohichni vlastyvosti v riadi 5-furylzamishchenykh 1,2,4-triazol-3-tioniv (Dis. dokt. farm. nauk). [Synthesis, transformation, physico-chemical and biological properties in the number of 5-furylsubstituted 1,2,4-triazole-3-thiones Dr. farm. sci. diss.]. Zaporizhzhia. [in Ukrainian].

Bihdan, O. A., & Parchenko, V. V. (2018) Some aspects of synthesis 3-(2-florphenyl)-6-R1-[1,2,4]triazol[3,4-b][1,3,4]thiadiazole and 3-(2-, 3-ftorphenyl)-6-R2-7H[1,2,4]triazolo[1,3,4]tiadiazines. Research Journal of Pharmaceutical, Biological and Chemical Sciences, 9(3), 463–470.

Shcherbyna, R. O., Danilchenko, D. M., Parchenko, V. V., Panasenko, O. I., Knysh, E. H., Hromyh, N. A., & Lyholat, Yu. V. (2017) Studying Of 2-((5-R-4-R1-4H-1,2,4-Triazole-3-il)Thio)Acetic Acid Salts Influence On Growth And Progress Of Blackberries (KIOWA Variety) Propagules. Research Journal of Pharmaceutical, Biological and Chemical Sciences, 8(3), 975–979.

How to Cite

1.
Bihdan OA. Physical-chemical properties of 2-((5-(3-,4-fluorophenyl)-4-R2-1,2,4-triazol-3-il)tio)-1-arylethanons and their reduced systems. Current issues in pharmacy and medicine: science and practice [Internet]. 2019Jun.24 [cited 2024Nov.14];(2). Available from: http://pharmed.zsmu.edu.ua/article/view/170972

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Original research