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http://dx.doi.org/10.5012/bkcs.2011.32.8.3063

Synthesis and Biological Evaluation of 1-Heteroarylmethyl 1,4-Diazepanes Derivatives as Potential T-type Calcium Channel Blockers  

Ullapu, Punna Reddy (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Ku, Su-Jin (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Choi, Yeon-Hee (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Park, Ji-Yeon (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Han, So-Yeop (Department of Chemistry and Nano Science, Ewha Womans University)
Baek, Du-Jong (Department of Chemistry, College of Natural Sciences, Sangmyung University)
Lee, Jae-Kyun (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Pae, Ae-Nim (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Min, Sun-Joon (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Cho, Yong-Seo (Center for Neuro-Medicine, Brain Science Institute, Korea Institute of Science and Technology (KIST))
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.spc8, 2011 , pp. 3063-3073 More about this Journal
Abstract
The synthesis and biological evaluation of 1-heteroarylmethyl 1,4-diazepane derivatives as potential T-type calcium channel blockers is described. In this study, we have identified the compound 21i exhibiting the most potent T-type calcium channel blocking activity with $IC_{50}$ value of 0.20 ${\mu}M$, which is superior to that of mibefradil.
Keywords
T-type calcium channel blockers; 1,4-Diazepanes; Heteroaromatic compounds; FDSS6000 assay; Patch-clamp assay;
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1 Doddareddy, M. R.; Choo, H.; Cho, Y. S.; Rhim, H.; Koh, H. Y.; Lee, J. H.; Jeong, S. W.; Pae, A. N. Bioorg. Med. Chem. 2007, 15, 1091.   DOI
2 Doddareddy, M. R.; Jung, H. K.; Lee,J. Y. ; Lee, Y. S.; Cho, Y. S.; Koh, H. Y.; Pae, A. N. Bioorg. Med. Chem. 2004, 12, 1605.   DOI
3 Lee, J. C.; Choi, J. H.; Lee, Y. C Tetrahedron Lett. 2003, 44, 123.   DOI
4 Chaudhari, S. S.; Akamanchi, K. G. Synlett 1999, 1763.
5 Stensbol, T. B.; Uhlmann, P.; Morel, S.; Eriksen, B. L.; Felding, J.; Kromann, H.; Hermit, M. B.; Greenwood, J. R.; Brauner- Osborne, H.; Madsen, U.; Junager, F.; Krogsgaard-Larsen, P.; Begtrup, M. J. Med. Chem.2002, 45, 19.   DOI
6 Kim, T.; Choi, J.; Kim, S.; Kwon, O.; Nah, S. Y.; Han, Y. S.; Rhim, H. Biochem. Biophys. Res. Commun. 2004, 324, 401.   DOI
7 Rhim, H.; Lee, Y. S.; Park, S. J.; Chung, B. Y.; Lee, J. Y. Bioorg. Med. Chem. Lett. 2005, 15, 283.   DOI
8 Vassort, G.; Talavera, K.; Alvarez, J. L. Cell Calcium 2006, 40, 205.   DOI
9 Fry, C. H.; Sui, G.; Wu, C. Cell Calcium 2006, 40, 231.   DOI
10 Khosravani, H.; Zamponi, G. W. Physiol. Rev. 2006, 86, 941.   DOI
11 Belardetti, F.; Zamponi, G. W. Curr. Opin. Investig. Drugs 2008, 9, 707.
12 Santi, C. M.; Cayabyab, F. S.; Sutton, K. G.; McRory, J. E.; Mezeyova, J.; Hamming, K. S.; Parker, D.; Stea, A.; Snutch, T. P. J. Neurosci. 2002, 22, 396.   DOI
13 Nelson, M. T.; Todorovic, S. M.; Perez-Reyes, E. Curr. Pharm. Des. 2006, 12, 2189.   DOI
14 McCalmont, W. F.; Heady, T. N.; Patterson, J. R.; Lindenmuth, M. A.; Haverstick, D. M.; Gray, L. S.; Macdonald, T. L. Bioorg. Med. Chem. Lett. 2004, 14, 3691.   DOI
15 McCalmont, W. F.; Patterson, J. R.; Lindenmuth, M. A.; Heady, T. N.; Haverstick, D. M.; Gray, L. S.; Macdonald, T. L. Bioorg. Med. Chem. 2005, 13, 3821.   DOI
16 Richelson, E.; Souder, T. Life Sci. 2000, 68, 29.   DOI
17 Hermsmeyer, K.; Mishra, S.; Miyagawa, K.; Minshall, R. Clin. Ther. 1997, 19, 18.   DOI
18 Richard, S.; Diochot, S.; Nargeot, J.; Baldymoulinier, M.; Valmier, J. Neurosci. Lett. 1991, 132, 229.   DOI
19 Spoendlin, M.; Peters, J.; Welker, H.; Bock, A.; Thiel, G. Nephrol. Dial. Transpl. 1998, 13, 1787.   DOI
20 Gu, S. J.; Lee, J. K.; Pae, A. N.; Chung, H. J.; Rhim, H.; Han, S. Y.; Min, S.-J.; Cho, Y. S. Bioorg. Med. Chem. Lett. 2010, 20, 2705.   DOI
21 Perez-Reyes, E. Physiol. Rev. 2003, 83, 117.   DOI
22 Doering, D.; Zamponi, G.; Connolly, T. M.; Barrow, J. C.; Triggle, D. J.; Snutch, T. P. In Voltage-Gated Ion Channels as Drug Targets; Triggle, D. J., Gopalakrishnan, M., Rampe, D., Zheng, W., Eds.; Wiley-VCH: Weinhiem, 2006; pp 65-149, Vol. 29.
23 Clapham, D. E. Cell 2007, 131, 1047.   DOI