

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





(1) Laboratory of Applied Chemistry and Materials Technology, Sciences of Material Department, Larbi Ben M’Hidi University, Oum El Bouaghi, 04000, Rue de Constantine, Algeria
(2) Laboratory of Applied Chemistry and Materials Technology, Sciences of Material Department, Larbi Ben M’Hidi University, Oum El Bouaghi, 04000, Rue de Constantine, Algeria
(3) Laboratory of Applied Chemistry and Materials Technology, Sciences of Material Department, Larbi Ben M’Hidi University, Oum El Bouaghi, 04000, Rue de Constantine, Algeria
(4) Laboratory of Applied Chemistry and Materials Technology, Sciences of Material Department, Larbi Ben M’Hidi University, Oum El Bouaghi, 04000, Rue de Constantine, Algeria
(5) Laboratory of Applied Chemistry and Materials Technology, Sciences of Material Department, Larbi Ben M’Hidi University, Oum El Bouaghi, 04000, Rue de Constantine, Algeria
(*) Corresponding Author
Received: 08 May 2013 | Revised: 07 Jun 2013 | Accepted: 09 Jun 2013 | Published: 30 Sep 2013 | Issue Date: September 2013
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.

Announcements
Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.
1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).
2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).
3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF

DOI: 10.5155/eurjchem.4.3.268-271.824
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics


Funding information
Laboratory of Applied Chemistry and Materials Technology of the University of Oum El Bouaghi, Rue de Constantine, Algeria
Citations
[1]. Mohammad Mahmoud Ibrahim
Synthesis and characterization of new 3,5-disubstituted-4,5-dihydro-1H-pyrazole and their carbothioamide derivatives
European Journal of Chemistry 6(1), 78, 2015
DOI: 10.5155/eurjchem.6.1.78-83.1148

[2]. Ouafa Dammene Debbih, Assia Sid, Rafika Bouchene, Sofiane Bouacida, Wissam Mazouz, Noureddine Gherraf
Two hydrazones derived from 1-aryl-3-(p-substituted phenyl)prop-2-en-1-one: synthesis, crystal structure, Hirshfeld surface analysis andin vitrobiological properties
Acta Crystallographica Section C Structural Chemistry 74(6), 703, 2018
DOI: 10.1107/S2053229618006812

[3]. Farouq Emam Hawaiz, Awaz Jamil Hussein, Mohammed Kareem Samad
One-pot three-component synthesis of some new azo-pyrazoline derivatives
European Journal of Chemistry 5(2), 233, 2014
DOI: 10.5155/eurjchem.5.2.233-236.979

[4]. Saliha Saouli, Ilhem Selatnia, Bachir Zouchoune, Assia Sid, Saber Mustapha Zendaoui, Chawki Bensouici, El-Eulmi Bendeif
Synthesis, spectroscopic characterization, crystal structure, DFT studies and biological activities of new hydrazone derivative: 1-(2,5-bis((E)-4-isopropylbenzylidene)cyclopentylidene)-2-(2,4-dinitrophenyl) hydrazine
Journal of Molecular Structure 1213, 128203, 2020
DOI: 10.1016/j.molstruc.2020.128203

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.
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.4.3.268-271.824

















European Journal of Chemistry 2013, 4(3), 268-271 | doi: https://doi.org/10.5155/eurjchem.4.3.268-271.824 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.