heterocyclic compounds, organic azides, 1,2,3-triazoles, tetrazoles, molecular design,  screening of biological activity,  drug discovery, computational chemistry and in silico methods

Monograph

 Topics in Heterocyclic Chemistry 40: Chemistry of 1,2,3-triazoles / Eds.: Wim Dehaen, Vasiliy A. Bakulev. Springer International Publishing, Switzerland 2015. – 384 p. (Pokhodylo N.T. Multicomponent and Domino Reactions Leading to 1,2,3-Triazoles. – Chapter 6. – P. 269-324. DOI: 1007/7081_2014_122 – http://link.springer.com/chapter/10.1007/7081_2014_122)

 Selected Articles

1. Nazariy T. Pokhodylo, Olga Ya. Shyyka, Evgeny A. Goreshnik, Mykola D. Obushak 4-Phosphonated or 4-Free 1,2,3-Triazoles: What Controls the Dimroth Reaction of Arylazides with 2-Oxopropylphosphonates? // ChemistrySelect – 2020. – Vol. 5, № 1. – P. 260–264. https://doi.org/10.1002/slct.201904688
2. M. A. Tupychak,  O. Ya. Shyyka, N. T. Pokhodylo and M. D. Obushak. Nitrileimines as an alternative to azides in base-mediated click [3+2]cycloaddition with methylene active nitriles. // RSC Adv. – 2020. – Vol. 10, № 23. – P. 13696–13699. 10.1039/D0RA01417F
3. Pokhodylo N.T. Concurrent pathway and unexpected products in the CuAAC reaction of ethyl prop-2-ynyl methylphosphonate with aromatic azides / N.T. Pokhodylo, O.Ya. Shyyka, M.A. Tupychak, Yu.I. Slyvka, M.D. Obushak // Chem. Нeterocycl. Сompd. – 2019. – Vol. 55, № 4/5. – P. 374–378. https://doi.org/10.1007/s10593-019-02467-9
4. Shyyka O.Ya. Anticancer activity evaluation of thieno[3,2-e][1,2,3]triazolo[1,5-a]pyrimidines and thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine derivatives / N.T. Pokhodylo, O.Ya. Shyyka, N.S. Finiuk // Biopolym. Cell. – 2019. – Vol. 35, № 4. – P. 321–330. http://dx.doi.org/10.7124/bc.000A0F
5. Pokhodylo N.T. Convenient synthetic path to ethyl 1-aryl-5-formyl-1H-1,2,3-triazole-4-carboxylates and 1-aryl-1,5-dihydro-4H-[1,2,3]triazolo[4,5-d]pyridazin-4-ones / N.T. Pokhodylo, O.Ya. Shyyka, M.D. Obushak // Chem. Нeterocycl. Сompd. – 2018. – Vol. 54, № 8. – P. 773–779.  https://doi.org/10.1007/s10593-018-2348-1
6. Shyyka O.Ya. Understanding the tetrazole ring cleavage reaction with hydrazines: Structural determination and mechanistic insight / O.Ya. Shyyka, N.T. Pokhodylo, Y.I. Slyvka_, E.A.Goreshnik, M.D. Obushak // Tetrahedron Lett.  – 2018. – Vol. 59, № 12. – P. 1112–1115.  https://doi.org/10.1016/j.tetlet.2018.02.016
7. Slyvka Yu.I. A novel copper(I) sulfamate p-complex based on the 5-(allylthio)-1-(3,5-dimethylphenyl)-1H-tetrazole ligand: Alternating-current electrochemical crystallization, DFT calculations, structural and NLO properties studies / Yu.I. Slyvka, A.A. Fedorchuk, N.T. Pokhodylo, T. Lis, I.V. Kityk, M.G. Mys’kiv // Polyhedron – 2018. – Vol. 147. – P. 86–93. . https://doi.org/10.1016/j.poly.2018.03.015
8. Pokhodylo N.T. A Novel Base-Solvent Controlled Chemoselective Azide Attack on an Ester Group versus Keto in Alkyl 3-Substituted 3-Oxopropanoates: Mechanistic Insights / N.T. Pokhodylo, O. Ya. Shyyka, V.S. Matiychuk, M.D. Obushak, V.V. Pavlyuk // ChemistrySelect. – 2017. – Vol. 2, № 21. – P. 5871– 5876. https://doi.org/10.1002/slct.201700577
9. Pokhodylo N.T. New cascade reaction of azides with malononitrile dimer to polyfunctional[1,2,3]triazolo[4,5-b]pyridine / N.T. Pokhodylo, O. Ya. Shyyka // Synth. Comm. – 2017. – Vol. 47, № 11. – P. 1096–1101.  https://doi.org/10.1080/00397911.2017.1313427
10. Pokhodylo N.T. New Convenient Strategy for Annulation of Pyrimidines to Thiophenes or Furans via the One-pot Multistep Cascade Reaction of 1H-Tetrazoles with Aliphatic Amines / N.T. Pokhodylo, O.Ya. Shyyka, V.S. Matiychuk, M.D. Obushak // ACS Comb. Sci. – 2015. – V. 17, N – P. 399–403.  http://dx.doi.org/10.17344/acsi.2016.2486
11. Pokhodylo N. T. Ethyl 2-Aminothiophene-3-Carboxylates in the Synthesis of Isomeric Thienopyridines / N. T. Pokhodylo, O. Ya. Shyyka, N. D. Obushak // С Heterocycl. Compds – 2014. – Vol. 50, № 12. – Р.1748–1755.  https://doi.org/10.1007/s10593-015-1647-z
12. Pokhodylo N.T. Facile and efficient one-pot procedure for thieno[2,3-e][1,2,3] triazolo[1,5-a]pyrimidines preparation / N.T. Pokhodylo, O.Ya. Shyyka, M.D. Obushak // Commun. – 2014. –Vol. 44, № 7. – P. 1002–1006.  https://doi.org/10.1080/00397911.2013.840729
13. Pokhodylo N.T. Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives / T.Pokhodylo, O.Ya. Shyyka, V.S. Matiychuk // Med. Chem. Res. – 2014. – Vol. 23. – P. 2426–2438. https://doi.org/10.1007/s00044-013-0841-8
14. Pokhodylo N.T. 1-(5-(R-amino)-1,2,4-thiadiazol-3-yl)propan-2-ones – convenient ketomethylenic reagents for the Gewald and Dimroth reactions / T.Pokhodylo, O.Ya. Shyyka // J. Het. Chem. – 2014. – Vol. 51, № 5. – P. 1487–1490. https://doi.org/10.1002/jhet.1719
15. Pokhodylo N. Synthesis of 1,2,3-triazole derivatives and evaluation of their anticancer activity / Pokhodylo, O. Shyyka, V. Matiychuk // Sci Pharm. – 2013. – Vol. 81, № 3. – P. 663–676. https://doi.org/10.3797/scipharm.1302-04
16. Meshkova S.B. Synthesis and luminescence properties of the Pr(III), Sm(III), Eu(III), Nd(III), and Yb(III) complexes with propane-1,3-dione derivatives / B. Meshkova, Z.M. Topilova, V.S. Matiichuk, N.T. Pokhodylo, I.P. Kovalevskaya, I.M. Rakipov and P.G. Doga // Russ. J. Coord. Chem. – 2011. – Vol. 37, № 4. – P. 309–315. https://doi.org/10.1134/S1070328411030080
17. Slyvka Y. First Silver(I) p-Complexes with tetrazole allyl derivatives. Synthesis and Crystal Structure of [Ag₂(C₁₀H₁₀N₄S)₂(H₂O)₂](BF₄)₂ and [Ag(C₁₀H₉ClN₄S)(NO₃)] p-Compounds (C₁₀H₁₀N₄S and C₁₀H₉ClN₄S – 5-(Allylthio)-1-phenyl- and 5-(Allylthio)-1-(4-chlorophenyl)-1H-tetrazole) / Yu.Slyvka, O. Pavlyuk, N. Pokhodylo, B. Ardan, Z. Mazej, E. Goreshnik // Acta Chim. Slov. – – Vol. 58, № 1. – P. 134–138.
18. Pokhodylo N.T. Novel Selected Tandem Transformations of the Amino and Carbonyl/Nitrile Groups in the Gewald Thiophenes / T. Pokhodylo, O.Ya.Shyyka, R.D. Savka, M.D. Obushak // Phosphorus Sulfur Silicon Relat. Elem. – 2010 – Vol. 185, № 10. – P. 2092–2100. https://doi.org/10.1080/10426500903496739
19. Pokhodylo N.T. Synthesis of 1-(R–phenyl)-5-(R–methyl)-1H-1,2,3-triazole-4-carboxylic acids by One-Pot Tandem Reaction / T. Pokhodylo, V.S.Matiychuk, M. D. Obushak // Synth. Commun. – 2010. Vol. 40, № 13. – P. 1932–1938. https://doi.org/10.1080/00397910903174408
20. Pokhodylo N.T. Synthesis of new 1,2,3-triazolo[1,5-a]quinazolinones/ N. Pokhodylo, V. S. Matiychuk // J. Het. Chem. – 2010. – Vol. 47, № 2. – P. 415–420. https://doi.org/10.1002/jhet.321
21. Pokhodylo N.T. Synthesis of 3-aryl-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d] pyrimidine-7-thiones as building blocks for potentially biologically active compounds / Nazariy T. Pokhodylo, Vasyl S. Matiychuk, Mykola D. Obushak // Phosphorus, Sulfur, Silicon Relat. Elem. – 2010. – Vol. 185, № 3. – P. 578–581. https://doi.org/10.1080/10426500902849573
22. Pokhodylo N.T. Synthesis of isothiocoumarin derivatives / T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Chem. Heterocycl. Comp. – 2010. – Vol. 46, № 2. – Р. 140–145. https://doi.org/10.1007/s10593-010-0484-3
23. Pokhodylo N.T. Synthesis of 2-Azido-1,3-thiazoles as 1,2,3-Triazole Precursors / N. T. Pokhodylo, R. D. Savka, N. I. Pidlypnyi, V. S. Matiychuk, M. D. Obushak // Synth. Commun. – 2010. – Vol.40, №  – P. 391–399. https://doi.org/10.1080/00397910902981274
24. Pokhodylo N.T. Сhemoselective reactions of the aryl azides with ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate / T. Pokhodylo, V.S. Matiychuk, M.D.Obushak // Chem. Heterocycl. Compds. – 2009. – Vol. 45, № 12. – P. 1469–1472. https://doi.org/10.1007/s10593-010-0452-y
25. Pokhodylo N.T. Synthesis of the new heterocyclic system – pyrido[3′,2′:4,5]thieno[2,3-e][1,2,3]triazolo[1,5-a]pyrimidine / N.T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Chem. Compds. – 2009. – Vol. 45, № 7. – P.881–883. https://doi.org/10.1007/s10593-009-0338-z
26. Pokhodylo N.T. Synthesis of 2,1-Benzisoxazoles by Nucleophilic Substitution of Hydrogen in Nitroarenes Activated by the Azole Ring / N.T. Pokhodylo, Y.O. Teslenko, V.S.Matiychuk, M.D. Obushak  // – 2009. – № 17. – Р. 2741–2748. https://doi.org/10.1055/s-0029-1216875
27. Pokhodylo N.T. (Arylsulfonyl)acetones and -acetonitriles: New activated methylenic building blocks for synthesis of 1,2,3-triazoles / N.T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // – 2009. – № 14. – Р. 2321–2323. https://doi.org/10.1055/s-0029-1216850
28. Pokhodylo N.T. One-Pot Multicomponent Synthesis of 1-Aryl-5-methyl-N-R²-1H-1,2,3-triazole-4-carboxamides: An Easy Procedure for Combinatorial Chemistry / N.T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Comb. Chem. – 2009. – Vol.11, № 3. – Р. 481–485. https://doi.org/10.1021/cc900012w
29. T. Pokhodylo. Synthesis of the 1H-1,2,3-triazole derivatives by the cyclization of arylazides with 1-(1,3-benzothiazol-2-yl)acetone, 1,3-benzothiazol-2-ylacetonitrile and (4-aryl-1,3-thiazol-2-yl)acetonitrile / N.T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Chem. Heterocycl. Compds. – 2009. – Vol. 45, № 4. – P. 483–488. https://doi.org/10.1007/s10593-009-0287-6
30. Nazariy T. Pokhodylo. Synthesis of Triazoles via Regioselective Reactions of Aryl Azides with Cyanoacetyl Pyrroles and Indoles / T. Pokhodylo, V. S. Matiychuk, M. D. Obushak // Synthesis. – 2009. – № 8. – Р. 1297–1300. https://doi.org/10.1055/s-0028-1087992
31. Pokhodylo T. Synthesis of ethyl 4,5-disubstituted 2-azido-3-thiophenecarboxylates and use in the synthesis of thieno[3,2-e][1,2,3] triazolo[1,5-a]pyrimidin-5(4H)-ones / N.T. Pokhodylo, V.S. Matiichuk, N.D. Obushak // Tetrahedron. – 2009. – Vol. 65, № 13. – Р. 2678–2683. https://doi.org/10.1016/j.tet.2009.01.086
32. N.T. Pokhodylo. Synthesis of [1,2,3]triazolo-[4′,5′:4,5]pyrimido[1,6-a] benzimidazole, a new heterocyclic system / N.T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Heterocycl. Compds. – 2009. – Vol. 45, № 2. – P. 245-247. https://doi.org/10.1007/s10593-009-0255-1
33. Pokhodylo N.T. A convenient method for the synthesis of a new heterocyclic system – thiopyrano[4,3-c]quinoline / N.T. Pokhodylo, V.S. Matiychuk, N.D.Obushak // Heterocycl. Compds. – 2009. – Vol. 45, № 1. – P. 121–122. https://doi.org/10.1007/s10593-009-0238-2
34. Pokhodylo N.T. New convenient synthesis of 2,3-diaminothieno[2,3-d]pyrimidin-4(3H)-one derivates from substituted alkyl 2-(1H-tetrazol-1-yl)thiophene-3-carboxylates / T. Pokhodylo, V.S. Matiychuk, M.D. Obushak // Tetrahedron. – 2008. – Vol. 64, № 7. – P. 1430–1434. https://doi.org/10.1016/j.tet.2007.11.045

Nazariy Pokhodylo was born on May 27, 1982, in Lviv.
In 1989 – 1999 he studied at the Lviv Secondary School No 53 with the depth study of English language, which he graduated with praiseworthy certificates of success in studying.
From 1997 to 1999 he studied in the Lviv Regional Junior Academy of Sciences of Ukraine in the fields of mathematics, biology and chemistry.
In July 1999 he entered the Faculty of Chemistry of the Ivan Franko National University of Lviv. In 2003 he received a bachelor’s degree in chemistry with honors, and in 2004 completed a full course of study at the university, received a diploma with honors in full higher education in the speciality “Organic Chemistry” and got a Master’s degree in chemistry, a chemistry teacher. He also received a certificate in a foreign language (in English).
In 2001 – 2003 he was trained as an officer at the Hetman Petro Sahaidachnyi National Ground Forces Academy in Lviv.
In 2004-2007 he entered the postgraduate course at the Ivan Franko National University of Lviv. After completing his studies he defended his dissertation on the topic “Molecular design of functional derivatives of 1,2,3-triazole and 1 H-tetrazole, obtained by reactions of cyclic azide addition”, and in 2008 received a candidate degree in chemical sciences (speciality “Organic chemistry”).
In 2012-2015 he studied at the postgraduate education program at the Ivan Franko National University of Lviv on the Faculty of Economics. He received a specialist diploma in Economics of Enterprise.
Since 2007, he has been a Junior researcher ( 2008), Assistant (2008-2010) and Senior Researcher (2010 – 2014) of the Department of Organic Chemistry at the Ivan Franko National University of Lviv.
From 2014 to 2015 he worked as an auditor at Arterium Corporation PJSC “Halychpharm”.
In the years 2015 – 2016 he served in the Armed Forces of Ukraine. From June 6, 2015 to April 4, 2016 participated in the Anti-Terrorist Operation in the Donetsk and Luhansk regions.
In 2018 completed his habilitation and received Doctor of Chemical Sciences degree in speciality Organic Chemistry (Thesis “Organic azides as convenient building blocks in the synthesis of nitrogen-containing heterocycles”). Currently Leading Researcher of Organic Chemistry Department in the Ivan Franko National University of Lviv.

• Scholars of the Cabinet of Ministers of Ukraine for young scientists (2014).
• Scientia Pharmaceutica Citation Award 2014 for the most cited research paper of the year 2013
• Grant of the President of Ukraine for young scientists (2012).
• Prizes of the President of Ukraine for young scientists (2010).
• Awards of Lviv Regional State Administration and Lviv regional council for scientific workers and educational employees (2010, 2017).
• Honorary Certificate (Rector’s Hramota, Ivan Franko National University of Lviv) for many years of conscientious work and significant achievements in scientific and educational activity (2009, 2018).
• Awards for scientific adviser of the winner of the Students Research Papers Competition on natural, technical and humanitarian sciences in “Chemical science”, held in Ukraine (2008/2009 and 2009/2010).

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