European Journal of Chemistry 2015, 6(2), 211-218 | doi: https://doi.org/10.5155/eurjchem.6.2.211-218.1251 | Get rights and content






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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 (1,*) , Fatma Abdel Rahman El-Mariah (2) , Heba Kamal Abd El-Mawgoud (3)

(1) Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44519, Egypt
(2) Department of Chemistry, College of Women for Arts, Science and Education, Ain Shams University, Cairo, 11753, Egypt
(3) Department of Chemistry, College of Women for Arts, Science and Education, Ain Shams University, Cairo, 11753, Egypt
(*) Corresponding Author

Received: 04 Feb 2015 | Accepted: 01 May 2015 | Published: 30 Jun 2015 | Issue Date: June 2015

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.


Keywords


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

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DOI: 10.5155/eurjchem.6.2.211-218.1251

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[1]. Ali Abdel Hamid Deeb, Fatma Abdel Rahman El-Mariah, Heba Kamal Abd El-Mawgoud
Pyridazine and its related compounds: Part 38. Pyrimido[1,2-b]pyridazinone, synthesis and some reactions
European Journal of Chemistry  6(2), 204, 2015
DOI: 10.5155/eurjchem.6.2.204-210.1252
/


[2]. Nicolai A. Aksenov, Dmitrii A. Aksenov, Nikolai A. Arutiunov, Daria S. Aksenova, Alexander V. Aksenov, Michael Rubin
Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones
RSC Advances  10(31), 18440, 2020
DOI: 10.1039/D0RA03520C
/


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.

How to cite


Deeb, A.; El-Mariah, F.; El-Mawgoud, H. Eur. J. Chem. 2015, 6(2), 211-218. doi:10.5155/eurjchem.6.2.211-218.1251
Deeb, A.; El-Mariah, F.; El-Mawgoud, H. 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(2), 211-218. doi:10.5155/eurjchem.6.2.211-218.1251
Deeb, A., El-Mariah, F., & El-Mawgoud, H. (2015). Pyridazine and its related compounds: Part 32. Synthesis and antimicrobial evaluation of some 3-substituted amino-4,5,6-triphenylpyridazine derivatives. European Journal of Chemistry, 6(2), 211-218. doi:10.5155/eurjchem.6.2.211-218.1251
Deeb, Ali, Fatma Abdel Rahman El-Mariah, & Heba Kamal Abd El-Mawgoud. "Pyridazine and its related compounds: Part 32. Synthesis and antimicrobial evaluation of some 3-substituted amino-4,5,6-triphenylpyridazine derivatives." European Journal of Chemistry [Online], 6.2 (2015): 211-218. Web. 5 Dec. 2020
Deeb, Ali, El-Mariah, Fatma, AND El-Mawgoud, Heba. "Pyridazine and its related compounds: Part 32. Synthesis and antimicrobial evaluation of some 3-substituted amino-4,5,6-triphenylpyridazine derivatives" European Journal of Chemistry [Online], Volume 6 Number 2 (30 June 2015)

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

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