Synthesis and discovery of a water-soluble ureid of galodif with succinic acid

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Resumo

For the first time, a new acyl ureide of the anticonvulsant and anti-alcohol drug galodif (3-chlorobenzhydryl urea) with succinic acid was obtained and studied. The synthesis was carried out by the acylation of galodif with succinic anhydride in presence of certain acids. Unlike galodif, which is practically insoluble in water, the resulting benzhydryl ureide is soluble in aqueous media and can potentially exhibit greater bioavailability and can be used as a liquid dosage form and prodrug with prolonged action.

Sobre autores

V. Kuksenok

Kizhner Research Center, National Research Tomsk Polytechnic University

Email: kukver89@tpu.ru

Y. Cui

Kizhner Research Center, National Research Tomsk Polytechnic University

V. Shtrykova

Kizhner Research Center, National Research Tomsk Polytechnic University

V. Filimonov

Kizhner Research Center, National Research Tomsk Polytechnic University

T. Shushpanova

Mental Health Research Institute, Tomsk National Research Medical Center, Russian Academy of Sciences

Bibliografia

  1. Шушпанова Т.В., Бохан Н.А., Станкевич К.С., Новожеева Т.П., Мандель А.И., Счастный Е.Д., Кисель Н.И., Шушпанова О.В, Удут В.В., Сафронов С.М., Боев Р.С., Князева Е.М. Хим.-фарм. ж. 2020, 54, 9-16.
  2. Shushpanova T.V., Bokhan N.A., Stankevich K.S., Novozheeva T.P., Mandel' A.I., Schastnyi E.D., Shushpanova O.V., Udut V.V., Safronov S.M., Boev R.S., Knyazeva E.M. Pharm. Chem. J. 2021, 54, 1093-1100. doi: 10.1007/s11094-021-02327-x
  3. Kuksenok V.Yu., Shtrykova V.V., Filimonov V.D., Druganov A.G., Bondarev A.A., Stankevich K.S. Chirality. 2018, 30, 1135-1143. doi: 10.1002/chir.23005
  4. Shushpanova T.V., Bokhan N.A., Kuksenok V.Yu., Shtrykova V.V., Shushpanova O.V., Udut V.V.. Mendeleev Commun. 2023, 33, 546-549. doi: 10.1016/j.mencom.2023.06.034
  5. Silva F.L.O.D., Marques M.B.D.F., Kato K.C., Carneiro G. Exp. Opin. Drug Disc. 2020, 15, 853-864. doi: 10.1080/17460441.2020.1750591
  6. Gupta D.S., Parab S.B., Kaur G. Curr. Res. Pharmacol. Drug Disc. 2022, 3, 100-121. doi: 10.1016/j.crphar.2022.100121
  7. Volchegorskii I.A., Izarovskii B.V., Shamaeva T.N., Izarovskaia I.V. Zh. Nevrolog. Psikh. S.S. Korsakova. 2021, 121, 63-71. doi: 10.17116/jnevro202112109163
  8. Yue W., Liu Y.X., Zang D. L., Zhou M., Zhang F., Wang L. Acta Pharmacol. Sin. 2002, 23, 847-850. PMID: 12230956
  9. Ghosh A.K., Brindisi M. J. Med. Chem. 2020, 63, 2751-2788. doi: 10.1021/acs.jmedchem.9b01541
  10. Xu M., Jupp A.R., Ong M.S.E., Burton K.I., Chitnis S.S., Stephan D.W. Angew. Chem. 2019, 131, 5763-5767. doi: 10.1002/anie.201900058
  11. Вафина Г.Ф., Ханова М.Д., Лобов А.Н. ХПС. 2022, 58, 887-892.
  12. Vafina G.F., Khanova M.D., Lobov A.N. Chem. Nat. Compd. 2022, 58, 1055-1061. doi: 10.1007/s10600-022-03865-w
  13. Бакибаев А.А., Горшкова В.К., Тигнибидина Л.Г., Штрыкова В.В., Филимонов В.Д., Саратиков А.С. Хим.-фарм. ж. 1994, 28, 11-12.
  14. Bakibaev A.A., Gorshkova V.K., Tignibidina L.G., Shtrykova V.V., Filimonov V.D., Saratikov A.S. Pharm. Chem. J. 1994, 28, 452-454.
  15. Manoni F., Cornaggia C., Murray J., Tallon S., Connon S.J. Chem. Commun. 2012, 48, 6502-6504. doi: 10.1039/C2CC32147E
  16. Palani A., Badea V., Gerasimou E., Nitu S., Csunderlik C., Simon M. Rev. de Chim. 2011. 62, 614-617.
  17. Manda P., Popescu C., Juluri A., Janga K., Kakulamarri P.R., Narishetty S., Murthy S.N., Repka M.A. AAPS Pharm. Sci. Tech. 2018, 19, 1358-1366. doi: 10.1208/s12249-017-0924-9

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