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note
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1 = 4-Cl) was prepared from 4-chloro-2-(methyloxy)-1-nitrobenzene by reduction using 10% Pt/C and ammonium formate in MeOH (yield: 97%).
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note
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3 in 2,6-lutidine under reflux. However, while 7a reacted with unsubstituted aniline in TEA/DCM to produce 8a, it did not react with other deactivated or hindered anilines (e.g., 2-chloroaniline). Later, we discovered that the activated amidoyl triflates 7 reacted well with most of these deactivated or hindered anilines. {A figure is presented}
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For experimental procedures for the preparation of exemplar compounds, see: Busch-Petersen, J.; Fu, W.; Kerns, J. K.; Palovich, M. R.; Widdowson, K. L. WO Patent 2005000231-A2, 2005; Chem. Abstr. 2005, 142, 107422.
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note
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Analogs with substituent on 6-position of LHS phenyl ring have not been made yet for SAR analysis.
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26
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0020698115
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note
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125I]-IL-8 (human recombinant). The binding results are expressed as a mean of three individual experiments.
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27
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0037479902
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For synthesis of analogs with RHS alkylamine, see:
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For synthesis of analogs with RHS alkylamine, see:. de Tullio P., Becker B., Boverie S., Dabrowski M., Wahl P., Antoine M.-H., Somers F., Sebille S., Ouedraogo R., Bondo Hansen J., Lebrun P., and Pirotte B. J. Med. Chem. 46 (2003) 3342
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note
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50 calculated as the concentration of test compound that inhibits 50% of the maximal response induced by IL-8. The FLIPR results are expressed as a mean of two or more individual experiments.
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