Synthesis and Properties of N-Substituted Purpuric Acid Derivatives and Their 2-Thioanalogues

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Abstract

A new route was developed for the synthesis of N-substituted derivatives of purple acid based on the condensation of methylene-active barbituric acids with the corresponding derivatives of 5-hydroxyiminobarbituric acid. 2-Thioanalogs of purple acid were obtained for the first time using a similar method. The spectral properties and hydrolytic stability of the synthesized purpurates were studied.

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About the authors

K. A. Krasnov

Golikov Scientific and Clinical Center of Toxicology of the Federal Medical and Biological Agency of Russia

Author for correspondence.
Email: institute@toxicology.ru
ORCID iD: 0000-0003-1503-2243
Russian Federation, Saint Petersburg, 192019

K. A. Feklistova

Golikov Scientific and Clinical Center of Toxicology of the Federal Medical and Biological Agency of Russia

Email: institute@toxicology.ru
ORCID iD: 0009-0006-3670-2145
Russian Federation, Saint Petersburg, 192019

A. A. Krasnova

Golikov Scientific and Clinical Center of Toxicology of the Federal Medical and Biological Agency of Russia

Email: institute@toxicology.ru
ORCID iD: 0009-0004-1666-2161
Russian Federation, Saint Petersburg, 192019

V. T. Papp

Golikov Scientific and Clinical Center of Toxicology of the Federal Medical and Biological Agency of Russia

Email: institute@toxicology.ru
Russian Federation, Saint Petersburg, 192019

S. S. Gaft

Golikov Scientific and Clinical Center of Toxicology of the Federal Medical and Biological Agency of Russia

Email: institute@toxicology.ru
ORCID iD: 0009-0008-5092-8161
Russian Federation, Saint Petersburg, 192019

References

  1. Morris P.J.T., Travis A.S. // Am. Dyest. Rep. 1991. Vol. 81. N 11. P. 59.
  2. Lewis M.J. // Int. J. Dairy Technol. 2011. Vol. 64. P. 1. doi: 10.1111/j.1471-0307.2010.00639.x
  3. Kohn R. // Chem. Zvesti. 1969. Vol. 23. P. 721.
  4. Fathi M.R., Shamsipur M. // Spectrosc. Lett. 1993. Vol. 26. N 9. P. 1797. doi: 10.1080/00387019308010777
  5. Masoud M.S., Kassem T.S., Shaker M.A., Ali A.E. // J. Therm. Anal. Calorim. 2006. Vol. 84. N 3. P. 549. doi: 10.1007/s10973-005-9991-3
  6. Grochala W., Bukowska J. // Vib. Spectrosc. 1998. Vol. 17. N 2. P. 145. doi: 10.1016/S0924-2031(98)00024-1
  7. Khaled M.E., Fatma M.N., Abdunaser M.E.-A., Noor el Huda E. // Chem. J. 2020. Vol. 5. P. 40.
  8. Бидоленко В.В., Попов А.С., Иванова И.С., Чухно А.С. // Междунар. научно-иссл. ж. 2022. Вып. 4(118). Ч. 2. С. 167. doi: 10.23670/IRJ.2022.118.4.103
  9. Машковский М.Д. Лекарственные средства. М.: Новая Волна, 2006. С. 751.
  10. Ковтун В.Ю., Гладких В.Д., Давидович Ю.А., Жорова Е.С., Огородникова В.В., Беляев И.К., Краснюк В.И. // Медицинская радиология и радиационная безопасность. 2015. Т. 60. Вып. 1. С. 45.
  11. Kontoghiorghes G.J. // Int. J. Mol. Sci. 2020. Vol. 21. N 7. P. 2499. doi: 10.3390/ijms21072499
  12. Ibrahim O., O’Sullivan J. // Biometals. 2020. Vol. 33. N 4. P. 201. doi: 10.1007/s10534-020-00243-3
  13. Aaseth J.O., Nurchi V.M. // Biomolecules. 2022. Vol. 12. N 11. P. 1713. doi: 10.3390/biom12111713
  14. Chaudhari V., Bagwe-Parab S., Buttar H.S., Gupta S., Vora A., Kaur G. // Neurotox. Res. 2023. Vol. 41. N 3. P. 270. doi: 10.1007/s12640-023-00634-7
  15. Ward R.J., Dexter D.T., Martin-Bastida A., Crichton R.R. // Int. J. Mol. Sci. 2021. Vol. 22. N 7. P. 3338. doi: 10.3390/ijms22073338
  16. Галынкин В.А., Еникеев А.Х., Подольская Е.П., Гпадчук А.С., Виноградова Т.И., Заболотных Н.В., Догонадзе М.З., Краснов К.А. // Медицина экстремальных ситуаций. 2022. Т. 24. Вып. 1. С. 43. doi: 10.47183/mes.2022.002
  17. Hartley W.N. // J. Chem. Soc. 1905. Vol. 87. P. 1791.
  18. Кептэнару К. Органическая химия. Б.: Кишинэу, 2021. С. 394.
  19. Dhahri R., Guizani M., Yılmaz M., Mechi L., Alsukaibi A.Kh.D., Alimi F., ben Salem R., Moussaoui Y. // J. Chem. 2022. P. 14. doi: 10.1155/2022/9735071
  20. Левина Р.Я., Величко Ф.К. // Усп. химии. 1960. Т. 29. С. 929.
  21. Ramaiah N.A., Gupta S.I., Vishnu J. // Z. Naturforsch. (B). 1957. Vol. 12. P. 189. doi: 10.1515/znb-1957-0311
  22. Пат. 2188196 (1998). РФ // Б. И. 2002. № 24.
  23. Biirgi H.B., Djuric S., Dobler M., Dunitz J.D. // Helv. Chim. Acta. 1972. Vol. 55. P. 1771. doi: 10.1002/hlca.19720550537

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3. Scheme 2.

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4. Fig. 1. Absorption spectra of compounds 2a, 5e, 5i at a concentration of 1 · 10-4 mol/L (water, pH = 7).

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