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6
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33846922459
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note
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ADAMTS-5 activity was determined using a Fluorescence Resonance Energy Transfer assay. Binding to target studies were conducted using a fluorescence polarization assay using a xanthene-ADAMTS-5 hydroxamic acid inhibitor.
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8
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33846896972
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See the accompanying letter for the related 5-((1H-Pyrazol-4-yl)methylene)-2-thioxothiazolidin-4-one varient of this new class of ADAMTS-5 inhibitors: Gilbert, A. M.; Bursavich, M. G.; Lombardi, S.; Georgiadis, K. E.; Reifenberg, E.; Flannery, C. R; Morris, E. A. Bioorg. Med. Chem. Lett. 2007, doi:10.1016/j.bmcl.2006.12.020.
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Cherney R.J., Mo R., Meyer D.T., Wang L., Yao W., Wasserman Z.R., Liu R.-Q., Covington M.B., Tortorella M.D., Arner E.C., Qian M., Christ D.D., Trzaskos J.M., Newton R.C., Magolda R.L., and Decicco C.P. Bioorg. Med. Chem. Lett. 13 (2003) 1297
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Qian, M.11
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Trzaskos, J.M.13
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Magolda, R.L.15
Decicco, C.P.16
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10
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27944476265
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Xiang J.S., Hu Y., Rush T.S., Thomason J.R., Ipek M., Sum P.-E., Abrous L., Sabatini J.J., Georgiadis K., Reifenberg E., Majumdar M., Morris E.A., and Tam S. Bioorg. Med. Chem. Lett. 16 (2006) 311
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0037033136
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Yao W., Chao M., Wasserman Z.R., Liu R.-Q., Covington M.B., Newton R., Christ D., Wexler R.R., and Decicco C.P. Bioorg. Med. Chem. Lett. 12 (2001) 101
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12
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0035846124
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Yao W., Wasserman Z.R., Chao M., Reddy G., Shi E., Liu R.-Q., Covington M.B., Arner E.C., Pratta M.A., Tortorella M., Magolda R.L., Newton R., Qian M., Ribadeneira M.D., Christ D., Wexler R.R., and Decicco C.P. J. Med. Chem. 44 (2001) 3347
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13
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33846912647
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note
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All compounds were characterized by reversed phase-HPLC/MS spectroscopy. Selected compounds were also characterized by 1H NMR.
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14
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33846938692
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note
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Knoevenagel condensation afforded the Z isomer as shown. However 1H NMR spectroscopy studies demonstrated a time dependent Z to E isomeration in DMSO solution from the pure Z upto an 80:20 Z:E isomeric ratio.
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