Glycomimetics as selectin antagonists and pharmaceuticals...

Details Glycomimetics as selectin antagonists and pharmaceuticals... Glycomimetics as selectin antagonists and pharmaceuticals...

C - Chemistry, Metallurgy

07

H

C07H 7/02 (2006.01) A61K 31/70 (2006.01) C07D 307/20 (2006.01) C07D 309/10 (2006.01)

Patent

CA 2184881

Novel glycomimetics as selectin antagonists and pharmaceuticals having antiinflammatory activity prepared therefrom 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 Image I, in which R1 is -H, -CH3 or -CH2OH, R2 is -H or -OH, R3, R4 and R5 independently of one another are -H, C1-C4-alkyl or -OH, R6, R7, R8, R9 and R10 independently of one another are -H or C1-C4- alkyl D is -O-C(O)-, -C(O)- or -NR6-C(O)-, E is -CR7R8-, -NR7-, or a nitrogen heterocycle of the formula Image , or Image Image , n is 1 or 2, m is 0 or 1, p is an integer from 0 to 10, q is 1 or 2 and X1 and X2 independently of one another are -H, -COOR9, -NR9R10, -OH, -OSO3H,-CH2COOR9 or -CH2OSO3H or together are =O, to a process for preparing these compounds and to their use as pharmacological active compounds and diagnostic agents.

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