European Journal of Chemistry

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



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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.

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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.

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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.

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Laboratory of Applied Chemistry and Materials Technology of the University of Oum El Bouaghi, Rue de Constantine, Algeria
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