Issue

Vol. 26 No. 23 (2014)

Copyright (c) 2014 Nagy M. Khalifa1, Adel A.-H. Abdel-Rahman3, Amina A. Abd El Gwaad2, Mohamed A. Al-Omar1

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Characterization of Some Novel Substituted Thiazolo[3,2-a]pyridine and Thioxopyrimido[4,5-d]pyrimidine Derivatives

https://doi.org/10.14233/ajchem.2014.17921
Nagy M. Khalifa1
1Pharmaceutical Chemistry Department, Drug Exploration and Development Chair, College of Pharmacy, king Saud University, Riyadh 11451, Saudia Arabia 2Therapeutical Chemistry Department, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki 12622, Cairo, Egypt 3Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom, Egypt *Corresponding author: E-mail: nagykhalifa@hotmail.com
Adel A.-H. Abdel-Rahman3
1Pharmaceutical Chemistry Department, Drug Exploration and Development Chair, College of Pharmacy, king Saud University, Riyadh 11451, Saudia Arabia 2Therapeutical Chemistry Department, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki 12622, Cairo, Egypt 3Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom, Egypt *Corresponding author: E-mail: nagykhalifa@hotmail.com
Amina A. Abd El Gwaad2
1Pharmaceutical Chemistry Department, Drug Exploration and Development Chair, College of Pharmacy, king Saud University, Riyadh 11451, Saudia Arabia 2Therapeutical Chemistry Department, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki 12622, Cairo, Egypt 3Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom, Egypt *Corresponding author: E-mail: nagykhalifa@hotmail.com
Mohamed A. Al-Omar1
1Pharmaceutical Chemistry Department, Drug Exploration and Development Chair, College of Pharmacy, king Saud University, Riyadh 11451, Saudia Arabia 2Therapeutical Chemistry Department, Pharmaceutical and Drug Industries Division, National Research Centre, Dokki 12622, Cairo, Egypt 3Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom, Egypt *Corresponding author: E-mail: nagykhalifa@hotmail.com

Corresponding Author(s) : Nagy M. Khalifa1

Asian Journal of Chemistry, Vol. 26 No. 23 (2014)

Abstract

Some novel substituted thiazolo[3,2-a]pyridine (2-8) and thioxopyrimido[4,5-d]pyrimidine (10-12) derivatives have been synthesized by initial reactions of 2-[(5-methylfuran-2-yl)methylene]malononitrile with 2-mercaptoacetic acid and thiourea, respectively. Their cyclization with HCl/AcOH, formamide and formic acid afforded a series of polycyclic heterocycles. The structures of the target compounds were confirmed by elemental analyses and spectral data.

Keywords

Fused pyrimidine derivatives Thiazolo[3 2-a]pyridine Pyrido[2 3-d]pyrimidines Thioxopyrimido[4 5-d]pyrimidines derivatives.
M. Khalifa1, N., A.-H. Abdel-Rahman3, A., A. Abd El Gwaad2, A., & A. Al-Omar1, M. (2014). Synthesis and Characterization of Some Novel Substituted Thiazolo[3,2-a]pyridine and Thioxopyrimido[4,5-d]pyrimidine Derivatives. Asian Journal of Chemistry, 26(23), 8202–8206. https://doi.org/10.14233/ajchem.2014.17921
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. A. El-Gaby, G. Al-Sehemi, A. Mohamed and A. Ammar, Phosphorus Sulfur Silicon Relat. Elem., 181, 631 (2006).
  2. Y. Isobe, J. Goto, S. Chiba and Y. Matsuda, Jpn. Kokai Tokkyo Koho, JP 08157363 [96157363] (1996); Chem. Abstr., 125, 195649y (1996).
  3. J. Mullan, D. Paris and P. Bakshi, WO 2008070875 (2008); Chem. Abstr., 149, 45259 (2008).
  4. S. Vadivelan, N. Sinha, J. Irudayam and P. Jagarlapudi, J. Chem. Inf. Model., 47, 1526 (2007).
  5. H. Park, Y. Hwang, H. Oh, H. Kim, Y. Lee and K. Kim, Bioorg. Med. Chem., 16, 284 (2008).
  6. Manhi and A. Soliman, Bull. Fac. Pharm., 31, 265 (1993); Chem. Abstr., 121, 50029 (1993).
  7. G. El-Hag Ali, A. Khalil, R. Lamphon and A. El-Maghraby, Phosphorus Sulfur Silicon Relat. Elem., 180, 1909 (2005).
  8. A.A. El-Maghraby, G.A.M.E.-H. Ali, A.H.A. Ahmed and M.S.A. El-Gaby, Phosphorus Sulfur Silicon Relat. Elem., 177, 293 (2002).
  9. J. Valenciano, E. Sanchez-Pavon, M. Cuadro, J. Vaquero and J. Alvarez-Builla, J. Org. Chem., 66, 8528 (2001).
  10. I. Ungureanu, P. Klotz, A. Schoenfelder and A. Mann, Chem. Commun., 958 (2001).
  11. J. Tejeda, R. Reau, F. Dahan and G. Bertrand, J. Am. Chem. Soc., 115, 7880 (1993).
  12. V. Nair, S. Menon, R. Sreekanth, N. Abhilash and T. Biju, Acc. Chem. Res., 39, 520 (2006).
  13. V. Nair, R. Sreekanth, N. Abhilash, M. Bhadbhade and C. Gonnade, Org. Lett., 4, 3575 (2002).
  14. V. Nair, R. Sreekanth, T. Biju and P. Rath, Tetrahedron Lett., 44, 729 (2003).
  15. J.P. de la Cruz, T. Carrasco, G. Ortega and F.S. de la Cuesta, Lipid, 27, 192 (1992).
  16. S. Sanghvi, B. Larson, S. Matsumoto, D. Nord, F. Smee, C. Willis, H. Avery, K. Robins and R. Revankar, J. Med. Chem., 32, 629 (1989).
  17. N. Kitamura and A. Onishi, European Patent 163599 (1984); Chem. Abstr., 104, 186439 (1984).
  18. P. Raddatz and R. Bergmann, German Patent 360731 (1988); Chem. Abstr., 109, 54786 (1988).
  19. S. Furuya and T. Ohtaki, European Patent 608565 (1994); Chem. Abstr., 121, 205395w (1994).
  20. G. Singh, K. Yadav and K. Mishraa, Indian J. Chem., 41B, 430 (2002).
  21. D. Prajapati, M. Gohain and A. Thakur, J. Bioorg. Med. Chem. Lett., 16, 3537 (2006).
  22. N.J. Curtin, H.C. Barlow, K.J. Bowman, A.H. Calvert, R. Davison, B.T. Golding, B. Huang, P.J. Loughlin, D.R. Newell, P.G. Smith and R.J. Griffin, J. Med. Chem., 47, 4905 (2004).
  23. X.N. Guo, L. Zhong, J.Z. Tan, J. Li, X.M. Luo, H.L. Jiang, F.J. Nan, L.P. Lin, X.W. Zhang and J. Ding, Cancer Biol. Ther., 4, 1125 (2005).
  24. J. Caballero, M. Fernández, M. Saavedra and F.D. González-Nilo, Bioorg. Med. Chem., 16, 810 (2008).
  25. N.C. Wolff, D.R. Veach, W.P. Tong, W.G. Bornmann, B. Clarkson and R.L. Ilaria, Blood, 105, 3995 (2005).
  26. C. Antczak, D.R. Veach, C.N. Ramírez, M.A. Minchenko, D. Shum, P.A. Calder, M.G. Frattini, B. Clarkson and H. Djaballah, Bioorg. Med. Chem. Lett., 19, 6872 (2009).
  27. Z. Wu, R.G. Robinson, S. Fu, S.F. Barnett, D. Defeo-Jones, R.E. Jones, A.M. Kral, H.E. Huber, N.E. Kohl, G.D. Hartman and M.T. Bilodeau, Bioorg. Med. Chem. Lett., 18, 2211 (2008).
  28. F. Graf, B. Mosch, L. Koehler, R. Bergmann, F. Wuest and J. Pietzsch, Mini Rev. Med. Chem., 10, 527 (2010).
  29. D. Chan, H. Fu, R. Forsch, S. Queener and A. Rosowsky, J. Med. Chem., 48, 4420 (2005).
  30. O. Hashimoto, M. Shinkawa, T. Torimura, T. Nakamura, K. Selvendiran, M. Sakamoto, H. Koga, T. Ueno and M. Sata, BMC Cancer, 6, 292 (2006).
  31. N. Khalifa, A. Abdel-Rahman, S. Abd-Elmoez, O. Fathalla and A. Abd El-Gwaad, Res. Chem. Intermed., doi:10.1007/s11164-013-1347-1.
Read More
Author biographies is not available.
Download
Statistic
Read Counter : 0