Some aspects of synthesis of new 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-ylthio)acetic acid esters

Authors

  • D. M. Danilchenko Zaporizhzhia State Medical University,

DOI:

https://doi.org/10.14739/2409-2932.2016.3.77837

Keywords:

Synthesis, Physical and Chemical Properties, Esters of 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1, 2, 4-triazole-3-ylthio) Acetic Acid, Counter Synthesis

Abstract

Introduction. The contemporary pharmaceutical industry requires implementation of new highly efficient domestic medicines. Scientists of our University has taken the first steps in this direction and registered a number of original drugs. It is impossible not to note that the active substance of these drugs has the core of 1,2,4-triazole. That is why the prospect of finding new biologically active compounds among derivatives of 1,2,4-triazole has no doubt.

The aim of our work was the synthesis of new 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-yltio)acetic acid esters and the study of their physical and chemical properties.

Materials and methods. The study of physical and chemical properties of the obtained compounds was carried out according to methods that are listed in the State Pharmacopoeia of Ukraine. The melting point was determined on an automatic device for determining the melting point. The elemental composition of the new compounds was found on elemental analyzer. These data correspond to calculated elemental analysis.

Results and discussion. The structure of synthesized substances was set using holistic method to physical and chemical analysis. The results of elemental and spectral analysis has confirmed the molecular structure of the synthesized 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-ylthio)acetic acid esters, and their individuality was proven chromatographically. In addition, using the method of counter synthesis we have received a number of 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-ylthio)acetic acid esters which did not give melting point depression, that also confirms the compounds’ structure.

Conclusions. As the results of experiment we have received 11 new compounds. The structure of the synthesized compounds has been confirmed by the complex physical and chemical methods of analysis (elemental analysis, NMR spectroscopy); in some cases counter synthesis has been applied. Individuality of derived compounds has been proved chromatographically. 

References

Shcherbyna, R. O., Parchenko, V. V., Pavlov, S. V., Panasenko, O. I., Knysh, E. H., & Belienichev, I. F. (2011) Neiroprotektyvna aktyvnist S-pokhidnykh 1,2,4-triazolu [Neuroprotective activity of the 1,2,4-triazole S-derivatives]. Zaporozhskij medicinskij zhurnal, 13(1), 94–97. [in Ukrainian].

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

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. med. sci. diss.]. Zaporizhzhia. [in Ukrainian].

Parchenko, V. V., Panasenko, O. I., Knysh, Ye. H., Parkhomenko, L. I., Izdepskyi, V. Y., Ilina, O. V., & Pohorliuk A. Yu. (2009) Piperydynii 2-[5-(furan-2-il)-4-fenil-1,2,4-triazol-3-iltio]atsetat, shcho vyiavliaie protyvirusnu aktyvnist po vidnoshenniu do virusiv kuriachykh embrioniv [Pogorluk. Piperedyn 2-[5-(furan-2-il)-4-fenil-1,2,4-triazole-3-ilthio]acetate which show antiviral activity to the chicken embryos virus]. Zaporozhskij medicinskij zhurnal, 1, 97–98. [in Ukrainian].

Parchenko, V. V., Parkhomenko, L. I., Izdepskyi, V. I., Panasenko, O. I., & Knysh, Ye. G. (2013) Farmakobiokhimichni kharakterystyky piperydynii 2-(5-furan-2-il)-4-fenil-1,2,4-triazol-3-iltioatsetatu [Pharmacobiochemical features of the 2-(5-furan-2-il)-4-fenil-1,2,4-triazole-3-ilthio]acetate]. Zaporozhskij medicinskij zhurnal, 1(76), 39–41. [in Ukrainian].

How to Cite

1.
Danilchenko DM. Some aspects of synthesis of new 2-((5-furan-2-yl, 2-metylfuran-3-yl)-4-amino-1,2,4-triazole-3-ylthio)acetic acid esters. Current issues in pharmacy and medicine: science and practice [Internet]. 2016Sep.22 [cited 2024Apr.14];9(3). Available from: http://pharmed.zsmu.edu.ua/article/view/77837

Issue

Section

Synthesis of the biologically active compounds