Heterocyclisation on the basis of ethyl 1-aryl-4-(bromoacetyl)-5-methyl-1h-pyrazo-le-3-carboxylates

Authors

  • M. A. Potopnyk Lviv National University named after. Ivan Franko, Ukraine
  • V. S. Matiychuk Lviv National University named after. Ivan Franko, Ukraine
  • M. D. Obushak Lviv National University named after. Ivan Franko,

DOI:

https://doi.org/10.24959/ophcj.13.756

Keywords:

pyrazole, 1-arylpyrazoles, heterocyclisations, thiazole, imidazo[1, 2-a]pyridine, imidazo[2, 1-b][1, 3] thiazole, [1, 2, 4]triazolo[3, 4-b][1, 3, 4]thiadiazine

Abstract

Ethyl 1-aryl-5-methyl-4-(2-R-1,3-thiazol-4-yl)-1H-pyrazole-3-carboxylates, ethyl 1-aryl-4-(imidazo[1,2-a]pyridin-2-yl)-5-methyl-1H-pyrazole-3-carboxylates, ethyl 1-aryl-4-(imidazo[2,1-b][1,3]thiazol-6-yl)-5-methyl-1H-pyrazole-3-carboxylates, ethyl 1-aryl-4-{3-aryl(hetaryl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-5-methyl-1H-pyrazole-3-carboxylate have been synthesized by heterocyclisations of ethyl 1-aryl-4-(bromoacetyl)-5-methyl-1H-pyrazole-3-carboxylates with thiobenzamide, 1-(6-methylpyridin-2-yl)thiourea or 1-carbamidoylthiourea, pyridin-2-amine, 1,3-thiazol-2-amine and 4-amino-5-aryl(hetaryl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones, respectively.

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References

  1. Hwang S.H., Wagner K.M., Morisseau C. et al. // J. Med. Chem. – 2011. – Vol. 54, №8. – P. 3037-3050.
  2. Donohue S.R., Dannals R.F., Halldin C., Pike V.W. // J. Med. Chem. – 2011. – Vol. 54, №8. – P. 2961-2970.
  3. Uddin Md.J., Crews B.C., Ghebreselasie K. et al. // Med. Chem. Lett. – 2011. – Vol. 2. – P. 160-164.
  4. Lenzi O., Colotta V., Catarzi D. et al. // Bioorg. Med. Chem. – 2011. – Vol. 19, №11. – P. 3757-3768.
  5. Вовк М.В., Братенко М.К., Чорноус В.О. 4-Функціональнозаміщені піразоли. – Чернівці: Прут, 2008. – 283 с.
  6. Потопник М.А., Боднар Н.Є., Обушак М.Д., Матійчук В.С. // Ukrainica Bioorganica Acta. – 2009. – Vol. 7, №2. – P. 42-46.
  7. Потопник М.А., Матійчук В.С., Обушак М.Д. // Фармац. журн. – 2009. – Вип. 4. – С. 86-89.
  8. Потопник М.А., Скробала В.Е., Матійчук В.С., Обушак М.Д. // Клінічна фармація, фармакотерапія та медична стандартизація. – 2009. – №3-4. – С. 161-165.
  9. Потопник М., Матійчук В., Обушак М. // Вісн. Львів. ун-ту. Сер. хім. – 2011. – Вип. 52. – C. 233-237.
  10. Матийчук В.С., Потопнык М.А., Обушак Н.Д. // ЖОрХ. – 2010. – Т. 46, №10. – С. 1544-1551.
  11. Bramley S.E., Dupplin V., Goberdhan D.G.C., Meakins G.D. // J. Chem. Soc., Perkin Trans. 1. – 1987. – №2. – P. 639-643.
  12. Chaubet G., Maillard L.T., Martinez J., Masurier N. // Tetrahedron. – 2011. – Vol. 67, №26. – P. 4897-4904.
  13. Chaouni-Benabdallah A., Galtier C., Allouchi H. et al. // Chem. Pharm. Bull. – 2001. – Vol. 49, №12. – P. 1631-1635.
  14. Cupido T., Rack P.G., Firestone A.J. et al. // Angew. Chem., Int. Ed. – 2009. – Vol. 48, №13. – P. 2321-2324.
  15. Meakins G.D., Musk S.R.R., Robertson C.A., Woodhouse L.S. // J. Chem. Soc. Perkin Trans. I. – 1989. – №3. – P. 643-648.
  16. Kamal A., Dastagiri D., Ramaiah M.J. et al. // Chem. Med. Chem. – 2010. – Vol. 5, №11. – P. 1937-1947.
  17. Ibrahim D.A. // Eur. J. Med. Chem. – 2009. – Vol. 44, №7. – P. 2776-2781.
  18. Avaji P.G., Patil S.A. // J. Enzym. Inhib. Med. Chem. – 2009. – Vol. 24, №1. – P. 140-150.
  19. Holla B.S., Rao B.S., Sarojini B.K. et al. // Eur. J. Med. Chem. 2006. – Vol. 41, №5. – P. 657-663.
  20. Delferro M., Marchiò L., Tegoni M. et al. // Dalton Trans. – 2009. – №19. – P. 3766-3773.

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Published

2013-09-10

How to Cite

(1)
Potopnyk, M. A.; Matiychuk, V. S.; Obushak, M. D. Heterocyclisation on the Basis of Ethyl 1-Aryl-4-(bromoacetyl)-5-Methyl-1h-Pyrazo-Le-3-Carboxylates. J. Org. Pharm. Chem. 2013, 11, 56-61.

Issue

Vol. 11 No. 3(43) (2013)

Section

Original Researches

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Copyright (c) 2013 National University of Pharmacy

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