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Synthetic profiles to pyrazolylquinoxalines

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Chemistry of Heterocyclic Compounds Aims and scope

Pyrazolylquinoxalines act as important intermediates for the production of novel derivatives with potential biological applications. The current review covers the synthesis of 2(3)-(pyrazol-1(3(5),4)-yl)quinoxalines published from 1978 until present.

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References

  1. Pereira, J. A.; Pessoa, A. M.; Cordeiro, M. N. D. S.; Fernandes, R.; Prudêncio, C.; Noronha, J. P.; Vieira, M. Eur. J. Med. Chem. 2015, 97, 664.

    Article  CAS  Google Scholar 

  2. Nageswar, Y. V. D.; Reddy, K. H. V.; Ramesh, K.; Murthy, S. N. Org. Prep. Proced. Int. 2013, 45, 1.

    Article  CAS  Google Scholar 

  3. Yuan, J.; Ouyang, J.; Cimrová, V.; Leclerc, M.; Najari, A.; Zou, Y. J. Mater. Chem. C 2017, 5, 1858.

    Article  CAS  Google Scholar 

  4. Achelle, S.; Baudequin, C.; Plé, N. Dyes Pigm. 2013, 98, 575.

    Article  CAS  Google Scholar 

  5. El Newahie, A. M. S.; Ismail, N. S. M.; Abou El Ella, D. A. K.; Abouzid, A. M. Arch. Pharm. Chem. Life Sci. 2016, 349, 309.

    Article  Google Scholar 

  6. Cheng, G.; Sa, W.; Cao, C.; Guo, L.; Hao, H.; Liu, Z.; Wang, X.; Yuan, Z. Front Pharmacol. 2016, 7, 64.

    Google Scholar 

  7. Pereira, J. A.; Pessoa, A. M.; Cordeiro, M. N.; Fernandes, R.; Prudêncio, C.; Noronha, J. P.; Vieira M. Eur. J Med. Chem. 2015, 97, 664.

    Article  CAS  Google Scholar 

  8. Ajani, O. O. Eur. J. Med. Chem. 2014, 85, 688.

    Article  CAS  Google Scholar 

  9. González, M.; Cerecetto, H. Expert Opin. Ther. Pat. 2012, 22, 1289.

    Article  Google Scholar 

  10. Dhanaraj, C. J.; Johnson, J.; Joseph, J.; Joseyphus, R. S. J. Coord. Chem. 2013, 66, 1416.

    Article  CAS  Google Scholar 

  11. Cherukupalli, S.; Karpoormath, R.; Chandrasekaran, B.; Hampannavar, G. A.; Thapliyal, N.; Palakollu, V. N. Eur. J. Med. Chem. 2017, 126, 298.

    Article  CAS  Google Scholar 

  12. Khan, M. F.; Alam, M. M.; Verma, G.; Akhtar, W.; Akhter, M.; Shaquiquzzaman, M. Eur. J. Med. Chem. 2016, 120, 170.

    Article  CAS  Google Scholar 

  13. Havrylyuk, D.; Roman, O.; Lesyk, R. Eur. J. Med. Chem. 2016, 113, 145.

    Article  CAS  Google Scholar 

  14. Kaur, K.; Kumar, V.; Gupta, G. K. J. Fluorine Chem. 2015, 178, 306.

    Article  CAS  Google Scholar 

  15. Keri, R. S.; Chand, K.; Ramakrishnappa, T.; Nagaraja, B. M. Arch. Pharm. Chem. Life Sci. 2015, 348, 299.

    Article  CAS  Google Scholar 

  16. Mamedov, V. A. Quinoxalines: Synthesis, Reactions, Mechanisms and Structure; Springer: Heidelberg, 2016.

    Google Scholar 

  17. Aggarwal, R.; Sumran, G.; Kumar, R.; Singh, S. P. ARKIVOC 2007, (xv), 292.

  18. Aggarwal, R.; Masan, E.; Sumran, G. Synth. Commun. 2013, 43, 1842.

    Article  CAS  Google Scholar 

  19. Eakta; Aggarwal, R.; Sumran, G. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 2013, 52B, 273.

    CAS  Google Scholar 

  20. Shiho, D.; Tagami, S. J. Am. Chem. Soc. 1960, 82, 4044.

    Article  CAS  Google Scholar 

  21. Wojciechowski, L. PL Patent 72990.

  22. El Massry, A. M. Heterocycl. Commun. 1999, 5, 555.

    Article  Google Scholar 

  23. Al-Marhabi, A. R.; Abbas, H.-A. S.; Ammar, Y. A. Molecules 2015, 20, 19805.

    Article  CAS  Google Scholar 

  24. Abbas, H. A.; Al-Marhabi, A. R.; Eissa, S. I.; Ammar, Y. A. Bioorg. Med. Chem. 2015 23, 6560.

    Article  CAS  Google Scholar 

  25. Issa, D. A. E.; Habib, N. S.; Abdel Wahab, A. E. Med. Chem. Commun. 2015, 6, 202.

    Article  CAS  Google Scholar 

  26. Ajani, O. O.; Obafemi, C. A.; Ikpo, C. O.; Ogunniran, K. O.; Nwinyi, O. C. Chem. Heterocycl. Compd. 2009, 45, 1370. [Khim. Geterotsikl. Soedin. 2009, 1703.]

  27. Rashed, N.; El Massry, A. M.; El Ashry, E. S. H.; Amer, A.; Zimmer, H. J. Heterocycl. Chem. 1990, 27, 691.

    Article  CAS  Google Scholar 

  28. Kim, H. S.; Lee, S. U.; Jeong, W. Y.; Han, S. W.; Kim, D. I.; Kurasawa, Y. J. Korean Chem. Soc. 2001, 45, 318.

    CAS  Google Scholar 

  29. Atta, K. F.; El-Massry, A.; Abdel Hamid, H.; El Ashry, E. H.; Amer, A. J. Heterocycl. Chem. 1994, 31, 549.

    Article  CAS  Google Scholar 

  30. Kim, H. S.; Kwag, S. T. J. Korean Chem. Soc. 2000, 44, 229.

    CAS  Google Scholar 

  31. Kim, H. S.; Kwag, S. T.; Choi, K. O.; Okamoto, Y.; Kajiwara, S.; Fujiwara, N.; Kurasawa, Y. J. Heterocycl. Chem. 2000, 37, 103.

    Article  CAS  Google Scholar 

  32. Gad, L. M. Mansoura J. Pharm. Sci. 1994, 10, 237; Chem. Abstr. 1995, 123, 9412.

  33. Soliman, A. M.; Amer, A. A. Synth. Commun. 2012, 42, 1401.

    Article  CAS  Google Scholar 

  34. Wojciechowski, L. PL Patent 72674.

  35. Kim, H. S.; Jeong, W. Y.; Choi, K. O.; Lee, S. U.; Kwag, S. T.; Lee, M. K. J. Korean Chem. Soc. 2002, 46, 37.

    Article  CAS  Google Scholar 

  36. Aggarwal, R.; Kumar, R. Synth. Commun. 2009, 39, 2169.

    Article  CAS  Google Scholar 

  37. Kurasawa, Y.; Takano, A.; Kato, K.; Takada, A.; Kim, H. S.; Okamoto, Y. J. Heterocycl. Chem. 1996, 33, 757.

    Article  CAS  Google Scholar 

  38. Eiden, F.; Bachmann, G. Arch. Pharm. 1973, 306, 401.

    Article  CAS  Google Scholar 

  39. Sarodnick, G.; Kempter, G. Ger. (East) Patent DD 291999.

  40. Sarodnick, G. Chem.-Ztg. 1991, 115, 217; Chem. Abstr. 1991, 115, 256116.

  41. Ferfra, S.; Ahabchane, N. H.; Garrigues, B.; Essassi, E. C. R. Acad. Sci., Ser. IIc: Chim. 2001, 4, 905.

    CAS  Google Scholar 

  42. Doumbia, M. L.; Bouhfid, R.; Ahabchane, N. H.; Essassi, E. ARKIVOC 2008, (xiii), 36.

  43. Rashed, N.; Abdel Hamid, H.; El-Ashry, E. S. H. Alexandria J. Pharm. Sci. 1993, 7, 47.

    CAS  Google Scholar 

  44. Rashed, N.; Abdel Hamid, H. Shoukry, M. Heterocycles 1993, 36, 961.

    Article  CAS  Google Scholar 

  45. Abdel Hamid, H. Alexandria J. Pharm. Sci. 1992, 6, 59.

    CAS  Google Scholar 

  46. Awad, L. F.; Abdel Hamid, H.; Rashed, N. Alexandria J. Pharm. Sci. 1991, 5, 14.

    CAS  Google Scholar 

  47. El Ashry, E. S. H.; El Kilany, Y.; Abdel Hamid, H. Gazz. Chim. Ital. 1986, 116, 721.

    Google Scholar 

  48. El Ashry, E. S. H.; El Kholy, I. E.; El Kilany, Y. Carbohydr. Res. 1978, 60, 303.

    Article  Google Scholar 

  49. El Ashry, E. S. H.; El Kholy, I. E.; El Kilany, Y. Carbohydr. Res. 1978, 64, 81.

    Article  Google Scholar 

  50. El Ashry, E. S. H.; Abdel Rahman, M.; Labib, G. H.; El-Massry, A. M.; Moft, A. Carbohydr. Res. 1986, 152, 339.

    Article  Google Scholar 

  51. El Kilany, Y.; Rashed, N.; Mansour, M.; Abdel Rahman, M.; El Ashry, E. S. H. J. Carbohydr. Chem. 1988, 7, 199.

    Article  Google Scholar 

  52. Mousaad, A.; Awad, L.; El Shimy, N.; El Ashry, E. S. H. J. Carbohydr. Chem. 1989, 8, 773.

    Article  CAS  Google Scholar 

  53. Somogyi, L. Carbohydr. Res. 1992, 229, 89.

    Article  CAS  Google Scholar 

  54. Awad, L. F. Carbohydr. Res. 2000, 326, 34.

    Article  CAS  Google Scholar 

  55. Abdel Hamid, H. M. Carbohydr. Res. 2003, 338, 2301.

    Article  Google Scholar 

  56. Atta, K. F. M.; El Ashry, E. H. J. Heterocycl. Chem. 2011, 48, 1216.

    Article  CAS  Google Scholar 

  57. El Ashry, E. S. H.; Atta, K. F.; Aboul-Ela, S.; Beldi, R. J. Carbohydr. Chem. 2007, 26, 1.

    Article  Google Scholar 

  58. Zalesov, V. V.; Vyaznikova, N. G.; Andreichikov, Y. S. Zh. Org. Khim. 1995, 31, 1213.

    CAS  Google Scholar 

  59. Kurasawa, Y.; Takada, A. Heterocycles 1980, 14, 281.

    Article  CAS  Google Scholar 

  60. Kurasawa, Y.; Takada, A. Chem. Pharm. Bull. 1981, 29, 2871.

    Article  CAS  Google Scholar 

  61. Pissot-Soldermann, C.; Gerspacher, M.; Furet, P.; Gaul, C.; Holzer, P.; McCarthy, C.; Radimerski, T.; Regnier, C. H.; Baffert, F.; Drueckes, P.; Tavares, G. A.; Vangrevelinghe, E.; Blasco, F.; Ottaviani, G.; Ossola, F.; Scesa, J.; Reetz, J. Bioorg. Med. Chem. Lett. 2010, 20, 2609.

    Article  CAS  Google Scholar 

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The project was supported by King Saud University, Deanship of Scientific Research, Research Chairs.

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Correspondence to Bakr F. Abdel-Wahab or Gamal A. El-Hiti.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(2), 114–121

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Baashen, M., Abdel-Wahab, B.F. & El-Hiti, G.A. Synthetic profiles to pyrazolylquinoxalines. Chem Heterocycl Comp 54, 114–121 (2018). https://doi.org/10.1007/s10593-018-2241-y

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  • DOI: https://doi.org/10.1007/s10593-018-2241-y

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