Pyridazine and its related compounds: Part 32. Synthesis and antimicrobial evaluation of some 3-substituted amino-4,5,6-triphenylpyridazine derivatives

Ali Abdel Hamid Deeb; Fatma Abdel Rahman El-Mariah; Heba Kamal Abd El-Mawgoud

doi:10.5155/eurjchem.6.2.211-218.1251

PDF

Published: Jun 30, 2015

DOI: https://doi.org/10.5155/eurjchem.6.2.211-218.1251

Keywords:

3-Aminopyridazin, Anti-microbial activity, Benzil monohydrazone, Pyridazine sulfonamides, Pyrimido[1, 2-b]pyridazines, 3-Substituted aminopyridazine

Section

Research Article

Issue

Vol. 6 No. 2 (2015): June 2015

Dates

Received 2015-02-04
Accepted 2015-05-01
Published 2015-06-30

Ali Abdel Hamid Deeb

Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44519, Egypt

Fatma Abdel Rahman El-Mariah

Department of Chemistry, College of Women for Arts, Science and Education, Ain Shams University, Cairo, 11753, Egypt

Heba Kamal Abd El-Mawgoud

Department of Chemistry, College of Women for Arts, Science and Education, Ain Shams University, Cairo, 11753, Egypt

Abstract

3-Amino-4,5,6-triphenylpyridazine was subjected to some selected reactions with nitrous acid, formic acid/dimethylformamide, acetic anhydride, benzoyl chloride, chloroacetyl chloride, acetaldehyde, diethyl malonate, malonic acid/phosphoryl chloride, diethyl oxalate, ethyl cyanoacetate, ethyl acetoacetate, and ethyl benzoylacetate to give new 3-substituted aminopyridazine derivatives. A few sulfonamide derivatives (new) were also prepared. The structures of the synthesized compounds were proved by their infrared, mass spectra,¹H NMR, and elemental analysis. The antimicrobial activity of the compounds obtained was examined against some selected microorganisms.

This Abstract was viewed 2536 times |

Article PDF downloaded 887 times

How to Cite

(1)

Deeb, A. A. H.; El-Mariah, F. A. R.; El-Mawgoud, H. K. A. Pyridazine and Its Related Compounds: Part 32. Synthesis and Antimicrobial Evaluation of Some 3-Substituted Amino-4,5,6-Triphenylpyridazine Derivatives. Eur. J. Chem. 2015, 6, 211-218.

Links for Article

Crossref - Scopus - Google - European PMC

References

[1]. VanDerMey, M.; Boss, H.; Hatzelmann, A.; VanDerLaan, I. J.; Sterk, G. I.; Timmerman, H. J. Med. Chem. 2002, 45, 2520-2523.
http://dx.doi.org/10.1021/jm0110340

[2]. Bradbury, R. H.; Bath, C.; Butlin, R. J.; Dennis, M.; Heys, C.; Hunt, S. J.; James, R.; Mortlock, A. A.; Sumner, N. F.; Tang, E. K.; Telford, B.; Whiting, E.; Wilson, C. J. Med. Chem. 1997, 40, 996-1004.
http://dx.doi.org/10.1021/jm9604585

[3]. Barbara, R.; Betti, L.; Botta, M.; Corelli, F.; Giannaccini. G.; Maccari, L.; Manetti, F. G.; Strappahetti, G.; Corsano, S. J. Med. Chem. 2001, 44, 2118-3132.

[4]. Cignarella, G.; Barlocco, D. J. Heterocycl. Chem. 2002, 39, 545-550.
http://dx.doi.org/10.1002/jhet.5570390310

[5]. Mann, E.; Moisan, L.; Hou, J.; Rebek, J. Tetrahedron Lett. 2008, 49, 903-905.
http://dx.doi.org/10.1016/j.tetlet.2007.11.149

[6]. Tucker, J. A.; Allwine, D. A.; Grega, K. C.; Barbachyn, M. R.; Klock, J. L.; Adamski, J. L.; Brickner, S.; Hutchinson, S. J.; Ford, D. K.; Zurenko, C. W.; Conradi, G. E.; Burton, R. A.; Jensen, P. R. M. J. Med. Chem. 1998, 41, 3727-3735.
http://dx.doi.org/10.1021/jm980274l

[7]. Tamayo, N.; Liao, L.; Goldberg, M.; Powers, D.; Tudor, Y. Y.; Yu, V.; Wong, L. M.; Henkle, B.; Middleton, S.; Syed, R.; Harvey, T.; Jang, G.; Hungate, R.; Dominguez, C. Bioorg. Med. Chem. Lett. 2005, 15, 2409-2413.
http://dx.doi.org/10.1016/j.bmcl.2005.02.010

[8]. Benson, S. C.; Palabrica, C. A.; Snyder, J. K. J. Org. Chem. 1987, 52, 4610-4614.
http://dx.doi.org/10.1021/jo00229a034

[9]. Gyoten, M.; Nagaya, H.; Fukuda, S.; Ashida, Y.; Kawano, Y. Chem. Pharm. Bull. 2003, 51, 122-133.
http://dx.doi.org/10.1248/cpb.51.122

[10]. Piaz, V. D.; Vergelli, C.; Giovannoni, M. P.; Scheideler, A. M. A.; Petrone, G.; Zaratin, P. Il Farmaco 2003, 58, 1063-1071.
http://dx.doi.org/10.1016/S0014-827X(03)00162-9

[11]. Crespo, A.; Meyers, C.; Coelho, A.; Sotelo, E.; Fraiz, N.; Sotelo, E.; Maes, B. U. W.; Laguna, R.; Cano, E.; Lemière, G. L. F.; Ravina, E. Bioorg. Med. Chem. Lett. 2006, 16, 1080-1083.
http://dx.doi.org/10.1016/j.bmcl.2005.10.073

[12]. Drochioiu, G.; Sunel, V.; Onisco, C.; Basu, C.; Murariu, M. Roum. Biotechnol. Lett. 2001, 6, 155-165.

[13]. Tucaliuc, R. B.; Risca, I. M.; Drochioiu, G.; Mangalagiu, I. Roum. Biotechnol. Lett. 2008, 13, 3837-3842.

[14]. Schmidt P.; Druey, J. Helv. Chim. Acta. 1954, 37, 134-140.
http://dx.doi.org/10.1002/hlca.19540370116

[15]. Deeb, A.; Sterk, H.; Kappe, T. Liebigs. Ann. Chem. 1991, 11, 1225-1227.
http://dx.doi.org/10.1002/jlac.1991199101210

[16]. Staudinger, H.; Meyer, J. Helv. Chim. Acta. 1919, 2, 635-646.
http://dx.doi.org/10.1002/hlca.19190020164

[17]. Deeb, A.; Said, S. A. Collect. Czech. Chem. Commun. 1990, 55, 2795-2799.
http://dx.doi.org/10.1135/cccc19902795

[18]. Bauer, A. W.; Mkriby, M. D. K.; Sherris, J. C.; Turck, M. Am. J. Clin. Pathol. 1966, 45, 493-496.

[19]. El-Mariah, F.; Nassar, E.; Hosny, M.; Deeb, A. Phosphorus Sulfur 2008, 184, 92-102.
http://dx.doi.org/10.1080/10426500802080246

[20]. Vogel, A. I.; Furniss, A.; Brian, S. Vogel's Textbook of Practical Organic Chemistry. 4th ed. Longman, 1980, pp. 651.

Supporting Agencies

Most read articles by the same author(s)

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

License Terms

License Terms

by-nc

Copyright © 2025 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).

Article Sidebar

Main Article Content

Abstract

Article Details

Most read articles by the same author(s)

Downloads

Metrics