Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding |
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| Authors: | Wang Gary T Wang Sheldon Gentles Robert Sowin Thomas Leitza Sandra Reilly Edward B von Geldern Thomas W |
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| Institution: | Global Pharmaceutical Research & Development, Abbott Laboratories, Abbott Park Road, Abbott Park, IL 60064, USA. gary.t.wang@abbott.com |
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| Abstract: | 2-Amino-4-phenyl pyridine and, to a lesser extent, 4-amino-6-phenyl pyrimidine, were established as isosteres of trans-cinnamide moiety. Applying this isosterism to previously reported p-arylthio cinnamides resulted in the identification of 4-amino-6-(p-arylthio)phenyl-pyrimidines and 2-amino-4-(p-arylthio)phenyl-pyridines as potent antagonists of LFA-1/ICAM-1 binding. |
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