European Journal of Chemistry

Synthesis of nitrogen heterocycles from ethyl 3-(6-dibenzothiophen-2-yl-pyridazin-3-ylamino)-3-oxopropanoate



Main Article Content

Mohamed Sayed Behalo
Aly Abdelmaboud Aly

Abstract

An efficient synthesis of nitrogen-containing heterocycles pyrazole, triazole,  pyridinone and pyrimidinone derivatives from ethyl 3-(6-dibenzothiophen-2-yl-pyridazin-3-ylamino)-3-oxopropanoate (2) was described. The structures of all products were confirmed and characterized by the elemental analysis and spectroscopic studies (IR, MS, 1H NMR, 13C NMR).

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Behalo, M. S.; Aly, A. A. Synthesis of Nitrogen Heterocycles from Ethyl 3-(6-Dibenzothiophen-2-Yl-Pyridazin-3-Ylamino)-3-Oxopropanoate. Eur. J. Chem. 2011, 2, 295-299.

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References

[1]. Butnariu, R. M.; Mangalagiu, I. I. Bioorg. Med. Chem. 2009, 17(7), 2823-2829.
http://dx.doi.org/10.1016/j.bmc.2009.02.028

[2]. Grey, R.; Pierce, A. C.; Bemis, G. W.; Jacobs, M. D.; Moody, C. S.; Jajoo, R.; Mohal, N.; Green, J. Bioorg. Med. Chem. Lett. 2009, 19(11), 3019-3022.
http://dx.doi.org/10.1016/j.bmcl.2009.04.061

[3]. Shimizu, H.; Tanaka, S.; Toki, T.; Yasumatsu, I.; Akimoto, T.; Morishita, K.; Yamasaki, T.; Yasukochi, T.; Imura, S. Bioorg. Med. Chem. Lett. 2010, 20(17), 5113-5118.
http://dx.doi.org/10.1016/j.bmcl.2010.07.026

[4]. Stevens, K. L.; Reno, M. J.; Alberti, J. B.; Price, D. J.; Kane-Carson, L. S.; Knick, V. B.; Shewchuk, L. M.; Hassell, A. M.; Veal, J. M.; Davis, S. T.; Griffin, R. J.; Peel, M. R. Bioorg. Med. Chem. Lett. 2008, 18(21), 5758-5762.
http://dx.doi.org/10.1016/j.bmcl.2008.09.069

[5]. Leger, S.; Black, W. C.; Deschenes, D.; Dolman, S.; Falgueyret, J.; Gagnon, M.; Guiral, S.; Huang, Z.; Guay, J.; Leblanc, Y.; Massé, F.; Oballa, R.; Zhang, L. Bioorg. Med. Chem. Lett. 2010, 20(2), 499-502.
PMid:20004097

[6]. Tang, P. C.; Feng, J.; Huang, L.; Xu, Z.; Cheng, L.; Zhang, X.; Zhang, L.; Hu, B. Bioorg. Med. Chem. Lett. 2009, 19(22), 6437-6440.
http://dx.doi.org/10.1016/j.bmcl.2009.09.038

[7]. Gleave, R. J.; Beswick, P. J.; Brown, A. J.; Giblin, G. M.; Goldsmith, P.; Haslam, C. P.; Mitchell, W. L.; Nicholson, N. H.; Page, L. W.; Patel, S.; Roomans, S.; Slingsby, B. P.; Swarbrick M. E. Bioorg. Med. Chem. Lett. 2010, 20(2), 465-468.
http://dx.doi.org/10.1016/j.bmcl.2009.11.117

[8]. Kummerle, A. E.; Vieira, M. M.; Schmitt, M.; Miranda, A. L. P.; Fraga, C. A. M.; Bourguignon, J. J.; Barreiro, E. J. Bioorg. Med. Chem. Lett. 2009, 19(17), 4963-4966.
PMid:19646868

[9]. Abdel-Hafez, S. H. Eur. J. Med. Chem. 2008, 43(9), 1971-1977.
http://dx.doi.org/10.1016/j.ejmech.2007.12.006
PMid:18242782

[10]. Rodrguez-Ciria, M.; Sanz, A. M.; Yunta, M. J. R.; Gomez-Contreras, F.; Navarro, P.; Fernandez, I.; Pardo, M.; Cano, C. Bioorg. Med. Chem. 2003, 11, 2143-2147.
http://dx.doi.org/10.1016/S0968-0896(03)00127-5

[11]. Bloomer, L. C.; Wotring, L. L.; Townsend, L. B. Cancer Res. 1982, 25, 813-819.

[12]. Garcia, M. H.; Morais, T. S.; Florindo, P.; Piedade, M. F.; Moreno, V.; Ciudad, C.; Noe, V. J. Inorg. Biochem. 2009, 103(3), 354-361.
http://dx.doi.org/10.1016/j.jinorgbio.2008.11.016
PMid:19128838

[13]. Mantu, D.; Luca, M. C.; Moldoveanu, C.; Zbancioc, G.; Mangalagiu, I. I. Eur. J. Med. Chem. 2010, 45(11), 5164-5168.
http://dx.doi.org/10.1016/j.ejmech.2010.08.029
PMid:20813433

[14]. Demirayak, S.; Karaburn, A. C.; Beis, R. Eur. J. Med. Chem. 2004, 39, 1089-1093.
http://dx.doi.org/10.1016/j.ejmech.2004.09.005
PMid:15571871

[15]. Gokce, M.; Dogruer, D.; Fethi Sahin, M. Farmaco II, 2001, 56, 223-228.

[16]. Butnariu, R.; Caprosu, M.; Bejan, V.; Ungureanu, M.; Poiata, A.; Tuchilus, C.; Florescu, M.; Mangalagiu, I. I. J. Heterocycl. Chem. 2007, 44, 1149-1155.
http://dx.doi.org/10.1002/jhet.5570440528

[17]. Caprosu, M.; Butnariu, R.; Mangalagiu, I. I. Heterocycles 2005, 65, 1871-1875.
http://dx.doi.org/10.3987/COM-05-10428

[18]. Ungureanu, M.; Mangalagiu, I. I.; Grosu, G.; Petrovanu, M. Ann. Pharm. Fr. 1997, 55, 69-74.
PMid:9181703

[19]. Kandile, N. G.; Mohamed, M. I.; Zaky, H.; Mohamed, H. M. Eur. J. Med. Chem. 2009, 44(5), 1989-1996.
http://dx.doi.org/10.1016/j.ejmech.2008.09.047
PMid:19013692

[20]. Guan, L. P.; Sui, X.; Deng, X. Q.; Quan, Y. C.; Quan, Z. S. Eur. J. Med. Chem. 2010, 45, 1746-1752
http://dx.doi.org/10.1016/j.ejmech.2009.12.077
PMid:20116141

[21]. Attanasi, O. A.; Crescentini, L. D.; Favi, G.; Filippone, P.; Giorgi, G.; Mantellini, F.; Moscatelli, G.; Behalo, M. S. Org. Lett. 2009, 11(11), 2265-2268.
http://dx.doi.org/10.1021/ol900545v
PMid:19397335

[22]. Issac, Y. A.; El-Karim, I. G.; Donia, S. G. and Behalo, M. S. Sulf. Lett. 2002, 25(4), 183-190.
http://dx.doi.org/10.1080/02786110213977

[23]. Issac, Y. A.; El-Karim, I. G.; Behalo, M. S.; Aly, A. A.; Donia, S. G. Olaj, Szappan, Kozmetika 2008, 57(4), 128-132.

[24]. Behalo, M. S. Phosphorus, Sulfur and Silicon and the Relat. Elements, 2009, 184(1), 206-219.
http://dx.doi.org/10.1080/10426500802095764

[25]. Donia, S. G.; Essawy S. A.; El-Sawy, A. A.; Farouk, A. A. J. Serb. Chem. Soc. 1988, 53, 543-550.

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