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Utility of β-diketones in heterocyclic synthesis: Synthesis of new tetrahydro-pyrimidinethione, pyrazole, thiophene, dihydropyridine, dihydropyrane, pyridazine derivatives and investigation of their antimicrobial activity
Mohamed Ahmed Mahmoud Abdel Reheim (1,*)
, Ibrahim Saad Abdel Hafiz (2) , Safaa Mohamed (3) (1) Department of Chemistry, Faculty of Science, Arish University, Arish 45511, Egypt
(2) Department of Chemistry, Faculty of Science, Arish University, Arish 45511, Egypt
(3) Department of Chemistry, Faculty of Science, Arish University, Arish 45511, Egypt
(*) Corresponding Author
Received: 10 May 2016 | Accepted: 11 Jun 2016 | Published: 30 Sep 2016 | Issue Date: September 2016
Abstract
A series of many important diverse number of fused heterocyclic systems were prepared from the reaction of 1-(2-hydroxynaphthalen-1-yl)-3-phenylpropane-1,3-dione with some bifunctional nucleophiles, these reactions mainly proceed via condensation of 1-(2-hydroxynaphthalen-1-yl)-3-phenylpropane-1,3-dione with the aldehydic function followed by nucleophilic attack. Structures of the new compounds were established by elemental analyses and spectral data. Some of the products were also screened in vitro for their antimicrobial activity.
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European Journal of Chemistry
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DOI: 10.5155/eurjchem.7.3.298-308.1447
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Department of Chemistry, Faculty of Science, Arish University, Arish, Egypt
Citations
[1]. Ilya V Taydakov, Yuliya M Kreshchenova, Ekaterina P Dolotova
A convenient and practical synthesis of β-diketones bearing linear perfluorinated alkyl groups and a 2-thienyl moiety
Beilstein Journal of Organic Chemistry 14, 3106, 2018
DOI: 10.3762/bjoc.14.290
[2]. Mohamed Ahmed Mahmoud Abdel Reheim, Ibrahim Saad Abdel Hafiz, Ahmed Adel Mohamed Sarhan, Hala Mohamed Reffat
Synthesis and Biological Studies of Some New Pyrazole, Dihydropyridinethione, Pyrimidine, Thiophene and 4H-Pyran Derivatives
HETEROCYCLES 102(2), 291, 2021
DOI: 10.3987/COM-20-14354
[3]. Mohamed A. M. Abdel Reheim, Safaa M. Baker
Synthesis, characterization and in vitro antimicrobial activity of novel fused pyrazolo[3,4-c]pyridazine, pyrazolo[3,4-d]pyrimidine, thieno[3,2-c]pyrazole and pyrazolo[3′,4′:4,5]thieno[2,3-d]pyrimidine derivatives
Chemistry Central Journal 11(1), , 2017
DOI: 10.1186/s13065-017-0339-4
[4]. Pavel G. Sergeev, Valentin G. Nenajdenko
Recent advances in the chemistry of pyridazine — an important representative of six-membered nitrogen heterocycles
Russian Chemical Reviews 89(4), 393, 2020
DOI: 10.1070/RCR4922
[5]. Ramin Rezaee Tehrani, Enayatollah Sheikhhosseini, Dadkhoda Ghazanfari, Mohammadreza Akhgar
Synthesis and Biological Examination of Novel Tetra Pyranopyrimidine Heterocycles Contained Lipophilic Spacers
Polycyclic Aromatic Compounds 43(4), 2990, 2023
DOI: 10.1080/10406638.2022.2059530
[6]. Mohamed Ahmed Mahmoud Abdel Reheim, Ibrahim Saad Abdel Hafiz, Hend Saad Eldin Abdel Rady
Microwave assisted the short time clean synthesis of 1,3-diketones as building blocks in heterocyclic synthesis: a facile synthesis and antimicrobial evaluation of new dihydropyridine, 4H-pyrane, dihydropyridazine, pyrimidine and pyrazole derivatives
Molecular Diversity 26(2), 741, 2022
DOI: 10.1007/s11030-020-10152-9
References
[1]. Alka, C.; Sharma, P. K. Int. J. Chem. Tech. Res. 2011, 3, 11-17.
[2]. Vishnuvardan, R. T.; Lakshmi, P. K.; Jalaja, M.; Jalaja, M. A.; Mohammed, S. B.; Vuday, K. A. Int. J. Res. Pharm. Biomed. Sci. 2011, 2(2), 547-549.
[3]. Sherif, A. F. R. Bioorg. Med. Chem. 2010, 18, 2767-2776.
http://dx.doi.org/10.1016/j.bmc.2010.02.006
[4]. Chauhan, A.; Sharma, P. K.; Kaushik, N. Int. J. Chem. Tech. Res. 2011, 3(1), 11-17.
[5]. Ramaiyan, M.; Ramaiyan, V.; Muthusubramanian, S.; Perumal, Y.; Dharmarajan, S. Bioorg. Med. Chem. Lett. 2010, 20, 6920-6924.
http://dx.doi.org/10.1016/j.bmcl.2010.09.137
[6]. Mistry, B.D.; Desai, K.R.; Patel, J.A.; Patel, N.I. Indian J. Chem. B. 2012, 51, 746-751.
[7]. Rajendra, P. Y.; Lakshmana, R. A.; Prasoona, L.; Murali, K.; Ravi, K. P. Bioorg. Med. Chem. Lett. 2005, 15, 5030-5034.
http://dx.doi.org/10.1016/j.bmcl.2005.08.040
[8]. Ozdemir, Z.; Kandilici, B.; Gamusal, B.; Calis, U.; Bilgin, A. Eur. J. Med. Chem. 2007, 42, 373-379.
http://dx.doi.org/10.1016/j.ejmech.2006.09.006
[9]. Masereel, B.; Wouters, J.; Pochet, L.; Lambert, D. J. Med. Chem. 1998, 41(17), 3239-3244.
http://dx.doi.org/10.1021/jm981022n
[10]. Joachim, S.; Ellen, W.; Rudolf, F. Arzneimittel-Forsch 1963, 13, 200-204.
[11]. Ghoneim, K. M.; Badran, M. M.; Shaaban, M. A.; El-Meligie, S. Egypt J. Pharm. Sci. 1988, 29(1-4), 553-562.
[12]. Ghorab, M. M.; Abdel-Hamide, S. G.; Abou Zeid, M. M. Phosphorus, Sulfur Silicon Rel. Elem. 1996, 112(1-4), 7-17.
http://dx.doi.org/10.1080/10426509608046343
[13]. Baldwin, J. J.; Engelhardt, E. L.; Hirschmann, R.; Penticello, G. S.; Akinson, J. G.; Wasson, B. K.; Sweet, C. S.; Sriabine, A. J. Med. Chem. 1980, 23(1), 65-70.
http://dx.doi.org/10.1021/jm00175a012
[14]. Krauze, A.; Violina, R.; Zarins, G.; Pekers, J.; Kimenis, Z.; Duburs, G. Khim-Farm. Zh 1985, 19, 540-545.
[15]. Van, S.; Eugene, J.; Yu, R. J.; Ger. Offen. 2, 803, 592 (Cl. A61K31 / 455), 02 Aug 1979, Appl. 27 Jan 1978, 23pp. Chem. Abstr., 1980, 92, 47216q.
[16]. Paghdar, D. J.; Akabari, J. D.; Tala, S. D.; Dhaduk, M. F.; Joshi, H. S. Indian J. Heterocycl. Chem 2007, 17, 113-117.
[17]. Mosaad, S. M.; Mohamed, A.; Yasser, M. Z.; Zainab, M. M. Pharmacophore 2012, 3(1), 62-75.
[18]. Baucer, V.; Dalalian, H.; Safir, S. J. Med. Chem. 1968, 11, 1263-1264.
http://dx.doi.org/10.1021/jm00312a610
[19]. El-Agrody, A. M.; Abd El- Latif, M. S.; El-Hady, N. A.; Bedair, A. H. Molecules 2001, 6, 519-527.
http://dx.doi.org/10.3390/60600519
[20]. Bedair, A. H.; Nagwa, A. E.; Abd El-Latif, M. S.; Fakery, A. H.; El-Agrody, A. M. Il Farmaco 2000, 55, 708-714.
http://dx.doi.org/10.1016/S0014-827X(00)00097-5
[21]. El-Agrody, A. M.; El-Hakim, M. H.; Abd El-Latif, M. S.; Fakery, A. H.; El-Sayed, E. M.; El- Ghareab, K. A. Acta Pharm. 2000, 50, 111-120.
[22]. Taylor, R. N.; Cleasby, A.; Singh, O.; Skarzynski, T. J. Med. Chem. 1998, 41, 798-807.
http://dx.doi.org/10.1021/jm9703754
[23]. Hirmoto, K.; Nasuhara, A.; Michiloshi, K.; Kato, T. Kikugawa, K. Mutat. Res. 1997, 395, 47-56.
[24]. Martinez, A. G.; Marco, L. J. Bioorg. Med. Chem. Lett. 1997, 7, 3165-3170.
http://dx.doi.org/10.1016/S0960-894X(97)10165-2
[25]. Dell, C. P.; Smith, C. W. Eur. Pat. 1993, 537, 94, 9, 21 Apr, Chem. Abstr. 1993, 119, 139102d.
[26]. Bianchi, G.; Tava, A. Agr. Bio. Chem. 1987, 51, 2001-2002.
[27]. Eiden, F.; Denk, F. Archiv. Pharm. (Weinheim) 1991, 324, 353-354.
http://dx.doi.org/10.1002/ardp.19913240606
[28]. Shishoo, C. J.; Devani, M. B.; Ullas, G. V.; Ananthan, S.; Bahadit, V. S. J. Hetero. Chem. 1981, 18, 43-46.
http://dx.doi.org/10.1002/jhet.5570180109
[29]. Noda, K.; Nakagawa, A.; Nakajima, Y.; Ide, H.; Japan. Kokai 7785, 194, 15 Jul 1977; Chem. Abstr. 1978, 88, P50908q.
[30]. Joan, F.; Juan-Miguel, J. Bioorg. Med. Chem. Lett. 2001, 11, 2687-2690.
http://dx.doi.org/10.1016/S0960-894X(01)00534-0
[31]. Kunal, N.; Gurinder, D. Bioorg. Med. Chem. 2011, 19, 1950-1958.
http://dx.doi.org/10.1016/j.bmc.2011.01.058
[32]. Stylianakis, A.; Kolocouris, N.; Kolocouris, G.; Fytas, G. B.; Foscolos, E.; Padalko, J.; Neyts, D.; Clerq, E. Bioorg. Med. Chem. Lett. 2003, 13, 1699-1703.
http://dx.doi.org/10.1016/S0960-894X(03)00231-2
[33]. Murray, P. R.; Baron, E. J.; Pfaller, M. A.; Tenover, F. C.; Yolken, R. H.; in: Wood, G. L.; Washington, J. A.; (Eds.). Manual of Clinical Microbiology, Am. Soc. Microbiol., Washington, DC, 1995.
[34]. Jones, R. N.; Barry, A. L.; Gavan, T. L; Washington, I. I. A.; in: Lennette, E. H.; Ballows, A.; Hausler, W. J.; Shadomy, H. J.; (Eds.), Manual of Clinical Microbiology, fourth edn, Am. Soc. Microbiol. 1972, Washington DC 1985.
[35]. Mahmoud, M. M. R.; Ibrahim, S. A.; Mohamed, A. M. A.; Hatem, M. G. J. Chinese Chem. Soc. 2012, 59, 72-80.
http://dx.doi.org/10.1002/jccs.201100194
[36]. Ibrahim, S. A.; Mohamed, A. A.; Mahmoud, M. R. J. Chem. Soc. Pak. 2014, 36(5), 884-889.
[37]. Ibrahim, S. A.; Mohamed, A. M. A.; Safaa, M. B.; Mahmoud, M. R. J. Chem. Soc. Pak. 2014, 36(6), 1133-1144.
[38]. Mohamed, A. M. A.; Ahmed, M. E. T. Int. J. Org. Chem. 2016, 6, 44-54.
http://dx.doi.org/10.4236/ijoc.2016.61005
[39]. Mansouri, M.; Movahedian, A.; Rostami, M.; Fassihi, A. Res. Pharm. Sci. 2012, 7(4), 257-264.
[40]. Mohamed, A. M. A.; Azza, M. E.; Magdy, H. S.; Osama, F. M. Eur. J. Chem. 2012, 3(3), 273-278.
http://dx.doi.org/10.5155/eurjchem.3.3.273-278.605
[41]. Anand, B. P.; Dhaval, G. P.; Saurabh, S. P. J. Appl. Pharm. Sci. 2012, 2(08), 226-232.
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DOI Link: https://doi.org/10.5155/eurjchem.7.3.298-308.1447
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European Journal of Chemistry 2016, 7(3), 298-308 | doi: https://doi.org/10.5155/eurjchem.7.3.298-308.1447 | Get rights and content
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