European Journal of Chemistry

Synthesis, characterization and antimicrobial evaluation of 1-((5,3-diaryl)-4,5-dihydro-1H-pyrazol-1-yl)propan-1-one



Main Article Content

Assia Sid
Nouara Ziani
Ouafa Demmen-Debbih
Mahieddine Mokhtari
Kaddour Lamara

Abstract

1-((5,3-Diaryl)-4,5-dihydro-1H-pyrazol-1-yl)propan-1-one, 6-10, have been synthesized by the reaction of chalcone derivatives, 1-5, with hydrazine hydrate in hot propanoic acid solution. All these compounds were characterized by different spectroscopic techniques (FT-IR, 1H and 13C NMR) and elemental analyses. All the synthesized products were evaluated for antimicrobial activity. All the compounds exhibited significant to moderate antimicrobial activity.

4_3_268_271

icon graph This Abstract was viewed 2013 times | icon graph Article PDF downloaded 816 times

How to Cite
(1)
Sid, A.; Ziani, N.; Demmen-Debbih, O.; Mokhtari, M.; Lamara, K. Synthesis, Characterization and Antimicrobial Evaluation of 1-(5,3-Diaryl)-4,5-Dihydro-1H-Pyrazol-1-yl)propan-1-One. Eur. J. Chem. 2013, 4, 268-271.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Berhr, L. C.; Fusco, F.; Jarboe, C. H. The Chemistry of Heterocyclic Compounds, edition, Wiley-Interscience, 1967.

[2]. Elguero, J. In Comprehensive Heterocyclic Chemistry, edition, Pergamon: Oxford, 1984.

[3]. Bansal, E.; Srivastava, V. K.; Kumar, A. Eur. J. Med. Chem. 2001, 36, 81-91.
http://dx.doi.org/10.1016/S0223-5234(00)01179-X

[4]. Kumar, A.; Archana; Sharma, S.; Malik, N.; Sharma, P.; Kaushik, K.; Saxena, K. Indian J. Chem. B 2004, 43, 1532-1536.

[5]. Barsoum, F. F.; Hosni, H. M.; Girgis, A. S. Bioorg. Med. Chem. 2006, 14, 3929-3937.
http://dx.doi.org/10.1016/j.bmc.2006.01.042
PMid:16460945

[6]. Palaska, E.; Aytemir, M.; Uzbay, I. T.; Erol, D. Eur. J. Med. Chem. 2001, 36, 539-543
http://dx.doi.org/10.1016/S0223-5234(01)01243-0

[7]. Prasad, Y. R.; Rao, A. L.; Prasoona, L.; Murali, K.; Kumar, P. R. Bioorg. Med. Chem. Lett. 2005, 15, 5030-5034.
http://dx.doi.org/10.1016/j.bmcl.2005.08.040
PMid:16168645

[8]. Souza, F. R.; Souza, V. T.; Ratzlaff, V.; Borges, L. P.; Oliveira, M. R.; Bonacorso, H. G.; Zanatta, N.; Martins, M. A. P.; Mello, C. F. Eur. J. Pharmacol 2002, 451, 141-147.
http://dx.doi.org/10.1016/S0014-2999(02)02225-2

[9]. Mamolo, M. G.; Zampieri, D.; Falagiani, V.; Viol, L.; Banafi, E. II Farmaco 2001, 56, 593-599.
http://dx.doi.org/10.1016/S0014-827X(01)01098-9

[10]. Patel, P.; Koregaokar, S.; Shah, M.; Parekh, H. Farmaco 1996, 51, 59-63.
PMid:8721763

[11]. Grant, N.; Mishriky, N.; Asaad, F. M.; Fawzy, N. G. Pharmazie 1998, 53, 543-547.
PMid:9741063

[12]. Nauduri, D.; Reddy, G. B. S. Chem. Pharm. Bull. 1998, 46, 1254-1260.
http://dx.doi.org/10.1248/cpb.46.1254

[13]. Holla, B. S.; Akberali, P. M.; Shivananda, M. K. II Farmaco 2000, 55, 256-263.
http://dx.doi.org/10.1016/S0014-827X(00)00030-6

[14]. Solankee, A.; Thakor, I. Indian J. Chem. B 2006, 45, 517-522.

[15]. Tiwari, N.; Dwivedi, B.; Nizamuddin, N. Boll. Chim. Farm. 1989, 128, 332- 335.
PMid:2637751

[16]. Nimavat, K. S.; Popat, K. H.; Joshi, H. S. Indian J. Heterocycl. Chem 2003, 12, 225-228.

[17]. Van Auken, T. V.; Rinehart, K. L. Jr. J. Am. Chem. Soc. 1962, 84, 3736-3743.
http://dx.doi.org/10.1021/ja00878a028

[18]. Mc Greer, D. E.; Morris, P.; Carmichael, G. Can. J. Chem. 1963, 41, 726-731.
http://dx.doi.org/10.1139/v63-103

[19]. Fieser, M.; Fieser, L. F. Reagents for Organic Synthesis, edition, Wiley- Interscience, 1969.

[20]. Freeman, J. P. J. Org. Chem 1964, 29, 1379-1382.
http://dx.doi.org/10.1021/jo01029a027

[21]. Nakamichi, N.; Kawashita, Y.; Hayashi, M. Org. Lett. 2002, 4, 3955-3957.
http://dx.doi.org/10.1021/ol0268135
PMid:12599501

[22]. Nakamichi, N.; Kawashita, Y.; Hayashi, M. Synthesis 2004, 1015-1020.

[23]. Zolfigol, M. A.; Azarifar, D.; Mallakpour, S.; Mohammadpoor-Baltork, I.; Forghaniha, A; Maleki B; Abdollahi-Alibeik, M. Tetrahedron Lett. 2006, 47, 833-836.
http://dx.doi.org/10.1016/j.tetlet.2005.11.088

[24]. Lokhand, P.; Hasanzadeh, K.; Konda, S. G. Eur. J. Chem. 2011, 2, 223-228.
http://dx.doi.org/10.5155/eurjchem.2.2.223-228.336

[25]. Abdelhamid, A. O.; Fahmi, A. A.; Noury, K.; Halim, M. Eur. J. Chem. 2011, 2, 317-223.
http://dx.doi.org/10.5155/eurjchem.2.3.317-323.420

[26]. Abdelhamid, A. O.; Fahmi, A. A.; Ali Mohamed Alscheflo, A. Eur. J. Chem. 2012, 3, 129-137.
http://dx.doi.org/10.5155/eurjchem.3.2.129-137.579

[27]. Levai, A. J. Heterocycl. Chem. 2002, 39, 1-13.
http://dx.doi.org/10.1002/jhet.5570390101

[28]. Blicke, F. F.; Burkhalter, J. H. J. Am. Chem. Soc. 1942, 64, 451-454.
http://dx.doi.org/10.1021/ja01254a059

[29]. Beech, S. G.; Turnbull, J. H.; Wilson, W. J. Chem. Soc. Chem. Commun. 1952, 4686-4690.

[30]. Petersen, R. J.; Skell, P. S. Organic Synthesis Collective, edition, John Wiley, 1973.

[31]. Smith, L. I.; Rogier, E. R. J. Am. Chem. Soc. 1951, 73, 3840-3849.
http://dx.doi.org/10.1021/ja01152a083

[32]. Mehr, L.; Becker, E. I.; Spoerri, P. E. J. Am. Chem. Soc. 1955, 77, 984-989.
http://dx.doi.org/10.1021/ja01609a053

[33]. Fieser, M.; Fieser, L. F. Reagents for Organic Synthesis, edition, Wiley-Interscience, 1969.

[34]. Hanson, G. A. Bull. Soc. Chim. Belg. 1958, 67, 707-711.
http://dx.doi.org/10.1002/bscb.19580671105

[35]. Huang, Y. R.; Katzenellenbogen, J. A. Org. Lett .2000, 2, 2833-2836.
http://dx.doi.org/10.1021/ol0062650
PMid:10964377

[36]. Katritzky, A. R.; Wang, M.; Zhang, S.; Voronkov, M. V. J. Org. Chem. 2001, 66, 6787-6791.
http://dx.doi.org/10.1021/jo0101407

[37]. Kolhe, S. V.; Doshi, A. G.; Raut, A. W. Indian J. Heterocycl. Chem. 2003, 12, 281-283.

[38]. Kidwai, M.; Kukreja, S.; Thakur, R. Lett. Org. Chem. 2006, 3, 135-139.
http://dx.doi.org/10.2174/157017806775224170

[39]. Lévai, A.; Jeko, J. J. Heterocycl. Chem. 2006, 43, 111-115.
http://dx.doi.org/10.1002/jhet.5570430117

[40]. Siddiqui, A. H.; Satyanarayana, Y.; Srinivas, M.; Rajeshwar, K. J. Indian Chem. Soc. 1992, 69, 846-848.

[41]. Agrawal, N. N.; Soni, P. A. Indian J. Chem. B 2007, 43, 532-534.

[42]. Reimlinger, H.; Moussebois, C. Chem. Ber. 1965, 98, 1805-1813.
http://dx.doi.org/10.1002/cber.19650980619

[43]. Garcia Ruano, J. L.; Alonso de Diego, S. A.; Blanco, D.; Martin Castro, A. M.; Martin, M. R.; Rodriguez Ramos, J. H. Org. Lett. 2001, 3, 3173-3176.
http://dx.doi.org/10.1021/ol016481o

[44]. Sid, A.; Lamara, K.; Mokhtari, M.; Ziani, N.; Mosset, P. Eur. J. Chem. 2011, 2, 311-313.
http://dx.doi.org/10.5155/eurjchem.2.3.311-313.414

[45]. Barry, A L.; Antimicrobial susceptibility test, Principle and practice, (Illus Lea and Fehniger, Philedelphia, USA) 1976.

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 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).