Glycomimetics as selectin antagonists and pharmaceuticals having antiinflammatory activity prepared therefrom
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United States of America Patent
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Mar 6, 2001
Grant Date -
N/A
app pub date -
Sep 5, 1996
filing date -
Sep 6, 1995
priority date (Note) -
Expired
status (Latency Note)
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Abstract
The invention relates to novel mimetics of the tetrasaccharides sialyl-Lewis-X (SLeX) and sialyl- Lewis-A (SLeA) having an improved action as inhibitors of cell adhesion, specifically a compound of the formula I ##STR1## in which R.sup.1 is --H, --CH.sub.3 or --CH.sub.2 OH, R.sup.2 is --H or --OH, R.sup.3, R.sup.4 and R.sup.5 independently of one another are --H, C.sub.1 -C.sub.4 -alkyl or --OH, R.sup.6, R.sup.7, R.sup.8, R.sup.9 and R.sup.10 independently of one another are --H or C.sub.1 -C.sub.4 -alkyl D is --O--C(O)--, --C(O)--or --NR.sup.6 --C(O)--, E is --CR.sup.7 R.sup.8 --, --NR.sup.7 --, or a nitrogen heterocycle of the formula ##STR2## n is 1 or 2, m is 0 or 1, p is an integer from 0 to 10, q is 1 or 2 and X.sup.1 and X.sup.2 independently of one another are --H, --COOR.sup.9, --NR.sup.9 R.sup.10, --OH, --OSO.sub.3 H, --CH.sub.2 COOR.sup.9 or --CH.sub.2 OSO.sub.3 H or together are .dbd.O, to a process for preparing these compounds and to their use as pharmacological active compounds and diagnostic agents.
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