European Journal of Chemistry 2013, 4(1), 10-19 | doi: https://doi.org/10.5155/eurjchem.4.1.10-19.707 | Get rights and content






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Synthesis, reactions and biological evaluation of benzyltriazolophthalazine derivatives


Ashraf Hassan Fekry Abd El-Wahab (1,*) , Hany Mostafa Mohamed (2) , Ahmed Mohamed El-Agrody (3) , Mohamed Ahmed El-Nassag (4) , Ahmed Hammam Bedair (5)

(1) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(2) Chemistry Department, Faculty of Medicine, Jazan University, 82621, Jazan, Saudi Arabia
(3) Chemistry Department, Faculty of Science, King Khalid University, 9004, Abha, Saudi Arabia
(4) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(5) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(*) Corresponding Author

Received: 09 Nov 2012 | Revised: 02 Dec 2012 | Accepted: 17 Dec 2012 | Published: 31 Mar 2013 | Issue Date: March 2013

Abstract


A series of triazolophthalazine derivatives (4-22) were synthesized and characterized. The structures of the newly synthesized compounds were confirmed by spectral data. The newly synthesized compounds were also screened for their antimicrobial activity.

4_1_10_19

Keywords


Thioglycolic acid; Aromatic aldehyde; Knoevenagal reaction; Cyanoacetohydrazide; Antimicrobial activity; 4-Benzyl-1-chlorophthalazine

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DOI: 10.5155/eurjchem.4.1.10-19.707

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References

[1]. Juan, L.; Yan-Fang, Z.; Yuan, Xiao-Ye, Y.; Jing-Xiong, X.; Ping, G. Molecules 2006, 11, 574-582.

[2]. Jin, S. K.; Hee-Kyung, R.; Hyen, J. P.; Sang, K. L.; Chong-Ock, L.; Hea-Young, P. C. Bioorg. Med. Chem. 2008, 16, 4545-4550.
http://dx.doi.org/10.1016/j.bmc.2008.02.049
PMid:18321715

[3]. Raposo, M. M.; Sampaio, A. M. B. A.; Kirsch, G. J. Hetero. Chem. 2005, 42, 1245-1451.

[4]. Haack, T.; Fattori, R.; Naboletano, M.; Pellacini, F.; Fronza, G.; Raffaini, G.; Janazzoli, F. Bioorg. Med. Chem. 2005, 13, 4425-4433.
http://dx.doi.org/10.1016/j.bmc.2005.04.057
PMid:15927474

[5]. Napoletano, M.; Norcini, G.; Pellacini, F.; Marchini, F.; Morazzoni, G.; Fattori, R.; Ferienga, P.; Pradella, L. Bioorg. Med. Chem. Lett. 2002, 12, 5-8.
http://dx.doi.org/10.1016/S0960-894X(01)00668-0

[6]. Napoletano, M.; Norcini, G.; Pellacini, F.; Marchini, F.; Morazzoni, G.; Fattori, R.; Ferienga, P.; Pradella, L. Bioorg. Med. Chem. Lett. 2001, 11, 33-37.
http://dx.doi.org/10.1016/S0960-894X(00)00587-4

[7]. Line, B.; Andre, T.; Patricia, M. Tertrahedron Lett. 1996, 37, 4145-4148.
http://dx.doi.org/10.1016/0040-4039(96)00743-5

[8]. Reddy, R. S.; Saravanan, K.; Kumar, P. Tertrahedron 1998, 54, 6553-6564.
http://dx.doi.org/10.1016/S0040-4020(98)00315-9

[9]. Gomha, S. M.; Riyadh, S. M. Molecules 2011, 16, 8244-8256.
http://dx.doi.org/10.3390/molecules16108244
PMid:21959297

[10]. El-Sakka, S. S.; Soliman, A. H.; Imam, A. M. Afinidad 2009, 66, 167-172.

[11]. Tsoungas, P. G.; Searcey, M. Tetrahedron Lett. 2001, 42, 6589-6592.
http://dx.doi.org/10.1016/S0040-4039(01)01302-8

[12]. Sivakumar, R.; Gnanasam, S. K.; Ramachandran, S.; Leonard, J. T. Eur. J. Med. Chem. 2002, 37, 793-801.
http://dx.doi.org/10.1016/S0223-5234(02)01405-8

[13]. Coelho, A.; Sotelo, E.; Fraiz, N. M.; Yanez, M.; Laguna, R.; Canob, E.; Ravina, E. Bioorg. Med. Chem. Lett. 2004, 14, 321-324.
http://dx.doi.org/10.1016/j.bmcl.2003.11.009
PMid:14698150

[14]. Demirayak, S.; Karaburun, A. C.; Beis, R. Eur. J. Med. Chem. 2004, 39, 1089-1095.
http://dx.doi.org/10.1016/j.ejmech.2004.09.005
PMid:15571871

[15]. Dogruer, D. S.; Sahin, M. F.; Unlu, S.; Ito, S. Arch. Pharm. 2000, 333, 79-86.
http://dx.doi.org/10.1002/(SICI)1521-4184(20004)333:4<79::AID-ARDP79>3.0.CO;2-S

[16]. Norbert, H.; Tamara, K.; Johann, K.; Angelika, P. Molecules 2007, 12, 1900-1909.
http://dx.doi.org/10.3390/12081900

[17]. Imamura, Y.; Noda, A.; Imamura, T.; Ono, Y.; Okawara, T.; Noda, H. Life Sci. 2003, 74, 29-36.
http://dx.doi.org/10.1016/j.lfs.2003.06.032
PMid:14575810

[18]. Dogruer, D. S.; Sahin, M. F.; Kupeli, E.; Yesilada, E. Turk. J. Chem. 2003, 27, 727-738.

[19]. Dogruer, D. S.; Sahin, M. F.; Kupeli, E.; Yesilada, E. Arch. Pharm. 2004, 337, 303-310.
http://dx.doi.org/10.1002/ardp.200200719
PMid:15188219

[20]. Bold, G.; Altmann, K. -H.; Frei, J.; Lang, M.; Manley, P. W.; Traxler, P.; Wietfeld, B.; Brueggen, J.; Buchdunger, E.; Cozens, R.; Ferrari, S.; Furet, P.; Hofmann, F.; MartinyBaron, G.; Mestan, J.; Roesel, J.; Sills, M.; Stover, D.; Acemoglu, F.; Boss, E.; Emmenegger, R.; Laesser, L.; Masso, E.; Roth, R.; Schlachter, C.; Vetterli, W.; Wyss, D.; Wood, J. M. J. Med. Chem. 2000, 43, 2310-2323.
http://dx.doi.org/10.1021/jm9909443

[21]. Stuart, L. F.; Daniel, F. M.; Peter, K. Nature Reviews Drug Discovery, 2005, 4, 187-188.
http://dx.doi.org/10.1038/nrd1925

[22]. Hennequin, L. F.; Stokes, E. S.; Thomas, A. P.; Johnstone, C; Ple, P. A.; Ogilvie, D. J.; Dukes, M.; Wedge, S. R.; Kendrew, J.; Curwen, J. O. J. Med. Chem. 2002, 45, 1300-1312.
http://dx.doi.org/10.1021/jm011022e

[23]. Piatnitski, E. L.; Duncton, M. A.; Kiselyov, A. S.; Katoch, R. R.; Sherman, D.; Milligan, D. L.; Balagtas, C.; Wong, W. C.; Kawakami, J.; Doody, J. F. Bioorg. Med. Chem. Lett. 2005, 15, 4696-4698.
http://dx.doi.org/10.1016/j.bmcl.2005.07.064
PMid:16143524

[24]. Matthew, A. J. D.; Evgueni, L. P.; Reeti, K. R; Leon, M. S.; Alexander, S. K.; Daniel, L. M.; Chris, B; Wai, C. W.; Joel, K.; Jacqueline, F. D. Bioorg. Med. Chem. Lett. 2006, 16, 1579-1581.
http://dx.doi.org/10.1016/j.bmcl.2005.12.045
PMid:16386418

[25]. Bromber, A. Ber. 1896, 29, 1434-1435.

[26]. Ashraf, H. F. A; Hany, M. M.; Ahmed, M. E; Mohammed, A. E.; Ahmed, H. B. Pharmaceuticals 2011, 4, 1158-1170
http://dx.doi.org/10.3390/ph4081158

[27]. European Committee for Antimicrobial Susceptibility Testing (EUCAST) of the European Society of Clinical Microbiology and Infectious Diseases (ESCMID). Determination of minimum inhibitory concentrations (MICs) of antibacterial agents by agar dilution. Clin. Microbiol. Infect. 2000, 6, 509-515.
http://dx.doi.org/10.1046/j.1469-0691.2000.00142.x
PMid:11168187

[28]. National Committee for Clinical Laboratory Standards. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically, 5th ed.; NCCLS: Wayne, PA, USA, 2000; Approved Standard M7-A5.

How to cite


El-Wahab, A.; Mohamed, H.; El-Agrody, A.; El-Nassag, M.; Bedair, A. Eur. J. Chem. 2013, 4(1), 10-19. doi:10.5155/eurjchem.4.1.10-19.707
El-Wahab, A.; Mohamed, H.; El-Agrody, A.; El-Nassag, M.; Bedair, A. Synthesis, reactions and biological evaluation of benzyltriazolophthalazine derivatives. Eur. J. Chem. 2013, 4(1), 10-19. doi:10.5155/eurjchem.4.1.10-19.707
El-Wahab, A., Mohamed, H., El-Agrody, A., El-Nassag, M., & Bedair, A. (2013). Synthesis, reactions and biological evaluation of benzyltriazolophthalazine derivatives. European Journal of Chemistry, 4(1), 10-19. doi:10.5155/eurjchem.4.1.10-19.707
El-Wahab, Ashraf, Hany Mostafa Mohamed, Ahmed Mohamed El-Agrody, Mohamed Ahmed El-Nassag, & Ahmed Hammam Bedair. "Synthesis, reactions and biological evaluation of benzyltriazolophthalazine derivatives." European Journal of Chemistry [Online], 4.1 (2013): 10-19. Web. 30 Oct. 2020
El-Wahab, Ashraf, Mohamed, Hany, El-Agrody, Ahmed, El-Nassag, Mohamed, AND Bedair, Ahmed. "Synthesis, reactions and biological evaluation of benzyltriazolophthalazine derivatives" European Journal of Chemistry [Online], Volume 4 Number 1 (31 March 2013)

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DOI Link: https://doi.org/10.5155/eurjchem.4.1.10-19.707

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