Wojciech Jan Szczepek, Ph.D., D.Sc. Main Specialist in Chemistry Department Phone: (+48 22) 456 39 29 e-mail: w.szczepek@ifarm.eu Wojciech J. Szczepek was born in 1944 in Brzozow (Poland). He received his M.Sc. in chemistry (1967) from the Chemistry Department of the University of Warsaw while conducting research under the guidance of Professor Wladyslaw J. Rodewald. He obtained his Ph.D. in chemistry (1972), under the supervision of Professor W.J. Rodewald, and then his D.Sc. (habilitation) in chemistry (1984), from the Chemistry Department of the University of Warsaw. He employed by the Pharmaceutical Research Institute since 1994. His current research includes working up technologies of generic drug API s and circular dichroism (ECD) studies of organic compounds. He was the recipient of the Polish Government s Minister of Science and Higher Education Awards (in 1984 and 1986). He is the co-author or author of ca. 40 original publications and over 10 patents or patents applications. Promoter of two Ph.D. theses and many Eng. or M.Sc. theses. Publications in medicinal chemistry in Pubmed Publications, complete list 1. K. Sidoryk, M. Switalska, J. Wietrzyk, A. Jaromin, M. Pietka-Ottlik, P. Cmoch, J. Zagrodzka, W.J. Szczepek, L. Kaczmarek, W. Peczynska-Czoch, Synthesis and biological evaluation of new amino acid and dipeptide derivatives of neocryptolepine as anticancer agents, J. Med. Chem., DOI:10.1021/jm300468t (2012). 2. J. Frelek, M. Gorecki, M. Laszcz, A. Suszczynska, E. Vass, W.J. Szczepek, Distinguishing between polymorphic forms of linezolid by solid-phase electronic and vibrational circular dichroism, Chem. Commun., 48, 5295-5297 (2012). 3. K. Sidoryk, L. Kaczmarek, W.J. Szczepek, J. Wietrzyk, M. Switalska, W. Peczynska-Czoch, New amino acid derivatives of 6H-indolo[2,3-b]quinolines, Pol. J. Chem., 82, 2095-2105 (2008). 4. J. Frelek, M. Gerards, M. Gorecki, E. Jablonska, A. Kruszewska, Z. Urbanczyk-Lipkowska, J.W. Morzycki, A. Suszczynska, W.J. Szczepek, A practical method for the absolute configuration assignment to tert/tert 1,2-diols using their complexes with [Mo 2 (OAc) 4 ], J. Org. Chem., 72, 2906-2916 (2007). 5. W.J. Szczepek, B. Kosmacinska, A. Bielejewska, W. Luniewski, M. Skarzynski, D. Rozmarynowska, Identification of imatinib mesylate degradation products obtained under stress conditions, J. Pharm. Biomed. Anal., 43, 1682-1691 (2007). 6. W.J. Szczepek, Mesylan imatinibu metody syntezy i otrzymywanie form polimorficznych, Przemysl Chemiczny, 85, 306-309 (2006). 7. J. Frelek, W.J. Szczepek, S. Neubrech, B. Schultheis, J. Brechtel, H.-G. Kuball, Chiroptical properties of cisoid enones from Circular Dichroism (CD) and Anisotropic Circular Dichroism (ACD) spectroscopy, Chem. Eur. J., 8, 1899-1907 (2002). 8. J. Kossakowski, W. Szczepek, M. Pakosinska-Parys, Synthesis of new N-substituted cyclic imides with expected anxiolytic activity. XXI. Derivatives Page 1 / 5
of 1-acetyldibenzo[e,h]bicyclo[2.2.2]octane-2,3-dicarboximide, Acta Polon. Pharm. Drug Research, 59, 418-423 (2002). 9. J. Frelek, J. Jagodzinski, H. Meyer-Figge, W.S. Sheldrick, E. Wieteska, W.J. Szczepek, Chiroptical properties of binuclear rhodium complexes of lanostane alcohols, Chirality, 13, 313-321 (2001). 10. J. Glowacka, W.J. Szczepek, P.K. Wrona, Application of 4-hydroxy-, 4-oxo- and 4-hydroxyimino derivatives of stable 2,2,6,6-tetramethylpiperidine N-oxyl radicals for the measurements of Lewis acidity of solvents, Pol. J. Chem., 74, 1341-1348 (2000). 11. J. Frelek, W.J. Szczepek, [Rh 2 (OCOCF 3 ) 4 ] as an auxiliary chromophore in chiroptical studies on steroidal alcohols, Tetrahedron Asymm., 10, 1507-1520 (1999). 12. J.W. Morzycki, A. Gryszkiewicz, Z. Lotowski, W.J. Szczepek, Reduction of 2-nitro-5 - cholestan-3-one, its enol tautomer and 2-nitro-5 -cholest-2-en-3-amine derivatives. Synthesis of bis-steroidal pyrazines, Collect. Czech. Chem. Commun., 63, 1589-1596 (1998). 13. J. Frelek, W.J. Szczepek, H.P. Weiß, G.J. Reiss, W. Frank, J. Brechtel, B. Schultheis, H.-G. Kuball, Chiroptical properties of the cisoid enone chromophore, J. Am. Chem. Soc., 120, 7010-7019 (1998). 14. J. Frelek, W. Szczepek, W. Voelter, Determination of the absolute configuration of chiral 1,3-diols by CD spectroscopy of their [Mo 2 (OAc) 4 ] complexes, J. Prakt. Chem., 339, 135-139 (1997). 15. A. Kasal, H. Chodounska, W.J. Szczepek, Trans hydrindanes by reduction: Synthesis of dihydro-b-nortestosterone, Collect. Czech. Chem. Commun., 61, 1386-1395 (1996). 16. A. Kasal, H. Chodounska, W.J. Szczepek, Trans hydrindanes by diimide reduction: Synthesis of dihydro-b-nortestosterone and its 17 -methyl derivative, Tetrahedron Letters, 37 6221-6222 (1996). 17. M. Trojanowicz, A. Lewenstam, T. Krawczynski vel Krawczyk, I. Lähdesmäki, W. Szczepek, Flow injection amperometric detection of ammonia using a polypyrrole-modified electrode and its application in urea and creatinine biosensors, Electroanalysis, 8, 233-243 (1996). 18. J. Frelek, W.J. Szczepek, H.P. Weiß, Circular dichroism of steroidal and related cisoid, -unsaturated ketones. Part II, Tetrahedron Asymm., 6, 1419-1430 (1995). 19. J.W. Morzycki, W.J. Szczepek, Nomenklatura steroidow (Zalecenia 1989, translation), Wiadomosci Chemiczne. Biblioteka. Wydawnictwo Uniwersytetu Wroclawskiego, 1994. 20. J. Frelek, W.J. Szczepek, H.P. Weiß, Circular dichroism of steroidal and related cisoid, -unsaturated ketones. Part I, Tetrahedron Asymm., 4, 411-424 (1993). 21. J. Frelek, G. Snatzke, W.J. Szczepek, Chiroptical properties of steroid 1,3-diaxial diols in the presence of Mo 2 (OAc) 4, Fresenius J. Anal. Chem., 345, 683-687 (1993). 22. H. Duddeck, J. Frelek, G. Snatzke, W.J. Szczepek, P. Wagner, Synthesis and spectroscopic characterization of dimeric steroid oximes, Liebigs Ann. Chem., 715-718 (1992). 23. H. Duddeck, J. Frelek, C. Krüger, G. Snatzke, W.J. Szczepek, P. Wagner, S. Werner, Spectroscopic properties of 6-hydroxyimino-5 -cholestane derivatives, Tetrahedron Asymm., 3, 613-620 (1992). 24. Frelek, G. Snatzke, W.J. Szczepek, Circular dichroism XCIV: Chiroptical properties of stereoisomeric conjugated oximes, Part II, Tetrahedron Asymm., 2, 381-387 (1991). 25. J. Frelek, L. Huang, F. Kerek, G. Snatzke, W.J. Szczepek, Chiroptical properties of stereoisomeric conjugated oximes, I, Liebigs Ann. Chem., 89-91 (1991). 26. G. Snatzke, J. Frelek, W.J. Szczepek, Circular dichroism of some steroidal 6-membered ketoximes, Tetrahedron Asymm., 1, 649-659 (1990). Page 2 / 5
27. H. Duddeck, J. Frelek, B. Kojic-Prodic, G. Snatzke, W.J. Szczepek, P. Wagner, Synthesis and spectroscopic properties of stereoisomeric 5,7-oxido-6-hydroxyiminocholestane derivatives, J. Phys. Org. Chem., 3, 404-413 (1990). 28. R.R. Sicinski, W.J. Szczepek, Homoallylic rearrangement in the peracid oxidation of 19-iodo-5-androsten derivative, Tetrahedron Letters, 28, 5729-5732 (1987). 29. H. Duddeck, J. Frelek, W.J. Szczepek, W.J. Rodewald, Highfield 1 H and 13 C NMR of 5-oxygenated cholestane-6-oxime derivatives, Bull. Chem. Soc. Ethiop., 1, 18-28 (1987). 30. W.J. Szczepek, Katalizowane kwasami reakcje 5-hydroksy-6-oksosteroidow (D.Sc. thesis), Wydawnictwa Uniwersytetu Warszawskiego, 1987. 31. W.J. Szczepek, Reactions of 5-hydroxy-6-oxo steroids, VII. New reagent for the Westphalentype rearrangement of 5 -hydroxy-6-oxosteroids, Acta Chim. Hung., 123, 77-82 (1986). 32. W.J. Szczepek, Reactions of 5-hydroxy-6-oxo steroids, VI. Acid-catalyzed isomerisation of 5 -hydroxy-6-oxosteroids, Acta Chim. Hung., 123, 69-76 (1986). 33. W.J. Szczepek, Reactions of 5-hydroxy-6-oxo steroids. V. Verification of some aspects of Westphalen rearrangement, Bull. Pol. Ac. Chem., 34, 89-107 (1986). 34. J. Gumulka, J.J. Jagodzinski, W.J. Szczepek, Reactions of 5-hydroxy-6-oxo steroids. IV. The influence of oxygen and solvent on aromatization processes, Bull. Pol. Ac. Chem., 32, 223-231 (1984). 35. W.J. Szczepek, J.W. Morzycki, Z. Boncza-Tomaszewski, M. Chodynski, W.J. Rodewald, Synthesis of Des-A-B-secocholestanes, Can. J. Chem., 62, 1081-1084 (1984). 36. J. Gumulka, W.J. Szczepek, Z.A. Wielogorski, Oxidative cleavage of the double bond of 7-dehydrocholesterol acetate peroxide, Polish J. Chem., 57, 403-41 (1983). 37. B. Achmatowicz, A. Bien, J. Cybulski, J. Izdebski, K. Kabzinska, A. Krawczyk, A. Leniewski, J. Ruszkowska, W. Szczepek, J. Szychowski, Preparatyka i elementy syntezy organicznej, ed. J.T. Wrobel, PWN, Warszawa, 1983. 38. W.J. Szczepek, Tribromoacetic acid as brominating agent, Polish J. Chem., 55, 709-711 (1981). 39. J.J. Jagodzinski, J. Gumulka, W.J. Szczepek, Reactions of 5-hydroxy-6-oxo steroids. III. Acid-catalysed reactions of 3ß-acetoxy-5-hydroxy-5 -cholestan-6-one, Tetrahedron, 37, 1015-1018 (1981). 40. W.J. Szczepek, J. Gumulka, J.J. Jagodzinski, Reactions of 5-hydroxy-6-oxo steroids. II. New aromatization reactions of steroids, Bull. Acad. Polon. Sci., ser. sci chim., 28, 165-172 (1980). 41. J. Gumulka, W.J. Szczepek, Z. Wielogorski, Ozonolysis of 7-dehydrocholesterol acetate peroxide, Tetrahedron Letters, 4847-4850 (1979). 42. W.J. Rodewald, W.J. Szczepek, J. Gumulka, Reactions of 5-hydroxy-6-oxo steroids. Part I. Reactions of 3ß-acetoxy-5-hydroxy-5 -cholestan-6-one with bromine, hydrogen bromide and hydrogen iodide, Polish J. Chem., 53, 797-803 (1979). 43. W.J. Rodewald, W.J. Szczepek, J. Gumulka, Chemistry of 7-en-6-oxo steroids. Part I. New substitution reactions at C-14 in 7-en-6-oxo-cholestanes, Polish J. Chem., 53, 139-147 (1979). 44. W.J. Rodewald, W.J. Szczepek, J. Gumulka, Highly efficient synthesis of 3ß-acetoxy-14 -hydroxy-5 -cholest-7-en-6-one, Bull. Acad. Polon. Sci., ser. sci chim., 26, 91-94 (1978). 45. W.J. Rodewald, W.J. Szczepek, Des-A and Des-A,B-secosteroids. Part I. Degradation of some A-secocholestanoic acids, Roczniki Chem., 50, 815-822 (1976). 46. W.J. Rodewald, W.J. Szczepek, Des-A and Des-A,B-secosteroids. Part II. Synthesis of methyl ester of 10-oxo-3,10-seco-1,2,19-norcholestan-3-oic acid, Roczniki Chem., 50, 823-831 (1976). 47. W.J. Szczepek, E. Zakrzewski, Nagrody Nobla. Chemia, Problemy, 1, 46 (1974). Page 3 / 5
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Patents P1. W. Szczepek, W. Luniewski, L. Kaczmarek, B. Zagrodzki, D. Samson-Lazinska, W. Szelejewski, M. Skarzynski, A process for preparation of imatinib base, US 7,674,901 B1, 2010, EP 1833815 B1, WO 2006/071130 A2, 2006, CA 145: 103728. P2. W. Szczepek, D. Samson-Lazinska, B. Zagrodzki, M. Glice, W. Maruszak, K. Korczak, R. Modzelewski, M. Lawecka, L. Kaczmarek, W. Szelejewski, U. Fraczek, P. Cmoch, Preparation of crystalline methanesulfonic acid addition salts of imatinib, US 7,732,601 B2, 2010, EP 1742933 A2, 2007, WO 2005/095379 A2, CA 143: 392946. P3. W. Szczepek, I. Malinowska, A. Wisniewska, W. Szelejewski, L. Kaczmarek, M. Glice, K. Korczak, A. Kutner, Sposob wytwarzania soli polwapniowej atorwastatyny w postaci amorficznej, PL 204535 B1, 2009, CA 154: 167170. P4. W. Szczepek, B. Zagrodzki, D. Samson-Lazinska, W. Luniewski, M. Skarzynski, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania pochodnych 3-(dialkiloamino)-1- (heteroarylo)-prop-2-en-1-onu, PL 203902 B1, 2009. P5. K. Sidoryk, L. Kaczmarek, W.J. Szczepek, J. Wietrzyk, M. Switalska, W. Peczynska-Czoch, Sposob otrzymywania aminokwasowych pochodnych 6,11-dimetylo-6H-indolo[2,3- b]chinoliny, Application No. P-385006 (22.04.2008). P6. W. Szczepek, D. Samson-Lazinska, R. Modzelewski, U. Fraczek, M. Lawecka, M. Glice, P. Cmoch, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania krystalicznej formy monomesylanu 4-(4-metylopiperazyn-1-ylometylo)-N-[4-metylo-3-[(4-pirydyn-3- ylo)pirymidyn-2-yloamino]fenylo]benzamidu, Application No. P-374074 (01.04.2005). P7. W. Szczepek, W. Luniewski, B. Zagrodzki, D. Samson-Lazinska, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania pochodnych N-fenylo-2-pirymidynoamin, Application No. P-376691 (19.08.2005). P8. W. Szczepek, W. Luniewski, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania N-(5- amino-2-metylofenylo)-4-(3-pirydylo)-2-pirymidynoaminy, Application No. P-377984 (08.11.2005). P9. W. Szczepek, D. Samson-Lazinska, W. Szelejewski, Sposob wytwarzania 1-(4-amino-6,7- dimetoksy-2-chinazolinylo)-4-[(2-tetrahydrofuranylo)-karbonylo]-piperazyny, PL 187839 B1, 2004, CA 143:422370. P10. W. Szczepek, D. Samson-Lazinska, B. Zagrodzki, M. Glice, W. Maruszak, K. Korczak, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania krystalicznej formy soli addycyjnej kwasu metanosulfonowego i 4-(4-metylopiperazyn-1-ylometylo)-N-[4-metylo-3-[(4- pirydyn-3-ylo)pirymidyn-2-yloamino]fenylo]benzamidu, Application No. P-366885 (02.04.2004). P11. W. Szczepek, W. Luniewski, D. Samson-Lazinska, B. Zagrodzki, M. Skarzynski, L. Kaczmarek, W. Szelejewski, Sposob wytwarzania pochodnych N-fenylo-2- pirymidynoamin, Application No. P-372016 (30.12.2004). Page 5 / 5