Have a personal or library account? Click to login
The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities Cover

The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities

Open Access
|Dec 2008

References

  1. A. Bolognese, G. Correale, M. Manfra, A. Lavecchia, E. Novellino and S. Pepe, Antitumor agents. 5. Synthesis, structure-activity relationships, and biological evaluation of dimethyl-5H-pyridophenoxazin-5-ones, tetrahydro-5H-benzopyridophenoxazin-5-ones, and 5H-benzopyridophenoxazin-5-ones with potent antiproliferative activity, J. Med. Chem. 49 (2006) 5110-5118; DOI: 10.1021/jm0507451.
  2. G. Heimer, M. Rivlin-Etzion, I. Bar-Gad, J. A. Goldberg, S. N. Haber and H. Bergman, Dopamine replacement therapy does not restore the full spectrum of normal pallidal activity in the 1-methyl-4-phenyl-1,2,3,6-tetra-hydropyridine primate model of Parkinsonism, J. Neurosci. 26 (2006) 8101-8114; DOI: 10.1523/JNEUROSCI.5140-05.2006.10.1523/JNEUROSCI.5140-05.2006667378116885224
  3. R. Powers, J. C. Copland, K. Germer, K. A. Mercier, V. Ramanathan and P. Revesz, Comparison of protein active site structures for functional annotation of proteins and drug design, Proteins 65 (2006) 124-135; DOI: 10.1002/prot.21092.10.1002/prot.2109216862592
  4. F. M. Abdelrazek, F. A. Micheal and A. E. Mohamed; Synthesis and molluscicidal activity of some 1,3,4-triaryl-5-chloropyrazole, pyrano[2,3-c]pyrazole, pyrazolylphthalazine and pyrano[2,3-d]thiazole derivatives, Arch. Pharm. (Weinheim) 339 (2006) 305-312; DOI: 10.1002/ardp.200500259.10.1002/ardp.20050025916649159
  5. F. M. Abdelrazek and A. D. Fathy, A novel synthesis and molluscicidal activity of some functionally substituted pyridine, pyrido[3,2-c]pyridazine, and pyrido[3,2-c]pyridazino[2',3'-a]quinazoline derivatives, Arch. Pharm. (Weinheim) 338 (2005) 329-334; DOI: 10.1002/ardp.200400938.10.1002/ardp.20040093815981299
  6. S. Alias, R. Andreu, M. A. Cerdan, S. Franco, J. Garin, J. Orduna, P. Romero and B. Villacampa, Synthesis, characterization and optical properties of merocyanines derived from malononitrile dimer, Tetrahedron Lett. 48 (2007) 6539-6542; DOI: 10.1016/j.tetlet.2007.07.048.10.1016/j.tetlet.2007.07.048
  7. L. K. Wing, H. A. Behanna, L. J. Van Eldik, D. M. Watterson and R. H. Ralay, De novo and molecular target-independent discovery of orally bioavailable lead compounds for neurological disorders, Curr. Alzheimer Res. 3 (2006) 205-214; DOI: 10.2174/156720506777632844.10.2174/15672050677763284416842097
  8. E. Rozsa, H. Obotka, D. Nagy, T. Farkas, K. Saa, L. Vecsei and J. Toldi, The pentylenetetrazole-iduced acivity in the hippocampus can be inhibited by the conversion of 1-kynurenine to kynurenic acid: an in vitro study, Brain Res. Bull. 76 (2008) 474-479; DOI: 10.1016/j.brainresbull.2007.12.001.10.1016/j.brainresbull.2007.12.00118534254
  9. E. Szarics, A. Simon, J. Visy, E. Simon-Trompler, Z. Banka, L. Heja, L. G. Harsing, G. Blasco, J. Kardos, L. Jeja, L. G. Harsing, G. Blasco and J. Kardos, Cyclothiazide binding to the GABAA receptor, Neurosci. Lett. 439 (2008) 66-69; DOI: 10.1016/j.neulet.2008.04.092.10.1016/j.neulet.2008.04.09218502046
  10. K. Odlo, J. Hentzen, J. F. Chabert, S. Ducki, O. A. Gani, I. Sylte, M. Skrede, V. A. Florenes and T. V. Hanse, 1,5-Disubstituted 1,2,3-triazole as cis-restricted analogues of combrestastatin A-4: Synthesis, molecular modeling and evaluation as cytotoxic agents and inhibitors of tubulin, Bioorg. Med. Chem. 16 (2008) 4829-4838; DOI: 10.1016/j.bmc.2008.03.049.10.1016/j.bmc.2008.03.04918396050
  11. H. Zhao, M. D. Serby, Z. Xin, B. G. Szczepankiewicz, M. Liu, C. Kosogof, B. Liu, L. T. Nelson, E. F. Johnson, S. Wang, T. Pederson, R. J. Gum, J. E. Clampit, D. L. Haasch, C. Abad-Zapatero, E. H. Fry, C. Rondinone, J. M. Trevillyan, H. L. Sham and G. Liu, Discovery of potent highly selective, and orally bioavailable pyridine carboxamide c-Jun NH2-terminal kinase inhibitors, J. Med. Chem. 27 (2006) 4455-4458; DOI: 10.1021/jm0604651.
  12. K. Muranaka, A. Sano, S. Ichikawa and A. Mastsuda, Synthesis of Hsp89 inhibitor dimmers as potential antitumer agents, Bioorg. Med. Chem. 16 (2008) 5862-5870; DOI: 10.1016/j.bmc.2008.04.070.10.1016/j.bmc.2008.04.07018487051
  13. A. Burguete, E. Pontiki, D. H. Litina, R. Villar, E. Vicente, B. Solano, S. Ancizu, S. Silanes, I. Aldana, A. Monge, Y. Maruyama, K. Anami and Y. Kotoh, Synthesis and anti-flammatory/antioxidant activities of some new ring substituted 3-phenyl-1-(1,4-di-N-oxide quinioxalin-2-yl)-2-propen-1-one derivatives and of their 4,5-dihydro-(1H)-pyrazole analogues, Bioorg. Med. Chem. Lett. 17 (2007) 6439-6443; DOI: 10.1016/j.bmcl.2007.10.002.10.1016/j.bmcl.2007.10.002
  14. Y. Hirokawa, H. Kinoshita, T. Tanaka, T. Nakamura, K. Fujimoto, S. Kashimoto, T. Kojima and S. Kato, Pleuromutilin derivatives having a putine ring. Part 1: new compounds with promising antibacterial activity against resistant Gram-positive pathogens, Bioorg. Med. Chem. Lett. 18 (2008) 3556-3561; DOI: 10.1016/j.bmcl.2008.05.011.10.1016/j.bmcl.2008.05.011
  15. A. M. Palmer, B. Grobbel, C. Brehm, P. J. Zimmermann, W. Buhr, M. O Feth, H. C. Holst and W. A. Simon, Preparation of tetrahydroimidazo[2,1-a]isoquinolines and their use as inhibitors of gastric acid secretion, Bioorg. Med. Chem. 15 (2007) 7647-7660; DOI: 10.1016/j.bmc.2007.08.065.10.1016/j.bmc.2007.08.065
  16. R. Leon, C. Rois, J. M. Contelles, M. G. Lopez, A. G. Barcia and M. Villaroya, Synthesis of 6-amino-1,4-dihydropyridines that prevent calcium overload and neuronal death, Eur. J. Med. Chem. 43 (2008) 668-674; DOI: 10.1016/j.ejmech.2007.06.001.10.1016/j.ejmech.2007.06.001
  17. J. Z. Yang, Y. Chen, A. M. Zhu, Q. L. Liu and J. Y. Wu, Analyzing diffusion behaviour of methanol/water through MFI membranes by molecular simulation, J. Membrane Sci. 328 (2008) 327-333; DOI: 10.1016/j.memsci.2008,02,059.
  18. Y. Z. Povstenko, Fractional radial diffusion ion in a cylinder, J. Mol. Liquids, 137 (2008) 46-50; DOI: 10.1016/j.molliq.2007,03.006.
  19. H. Sterk and M. Mittelbach, The relaxational behaviour of nitrile groups, J. Mag. Res. 62 (1985) 175-181; DOI: 10.1016/0022-2364(85)90051-4.10.1016/0022-2364(85)90051-4
  20. B. P. McKibben, C. H. Cartwright and A. L. Castelhano, Practicle synthesis of tetrasubstituted thiophenes for use in compound libraries, Tetrahedron Lett. 40 (1999) 5471-5474; DOI: 10.1016/S0040-4039(99)01108-9.10.1016/S0040-4039(99)01108-9
  21. P. Milart, J. Wilamowski and J. J. Sepiol, Synthesis of di- and triamino-1,1':3",1"-terphenyls from arylethylidene- and arylidenemalonodinitriles, Tetrahedron 54 (1998) 15643-15656; DOI: 10.1016/S0040-4020(98)00978-8.10.1016/S0040-4020(98)00978-8
DOI: https://doi.org/10.2478/v10007-008-0030-3 | Journal eISSN: 1846-9558 | Journal ISSN: 1330-0075
Language: English
Page range: 429 - 444
Published on: Dec 22, 2008
Published by: Croatian Pharmaceutical Society
In partnership with: Paradigm Publishing Services
Publication frequency: 4 issues per year
Related subjects:

© 2008 Rafat Mohareb, Karam El-Sharkawy, Sherif Sherif, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.

Volume 58 (2008): Issue 4 (December 2008)