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US 5,693,621 AGranted
Malonic acid derivatives having antiadhesive properties
AssigneeHoechst Aktiengesellschaft
InventorsAlexander Toepfer, Gerhard Kretzschmar, Eckart Bartnik, Dirk Seiffge
Life of this patent
Estimating the term…
Abstract
The invention relates to malonic acid derivatives, which inhibit the binding of selectin to carbohydrate ligands, and pharmaceutical compositions and diagnostic agents containing these derivatives, and methods for using these pharmaceutical compositions and diagnostic agents.
Claims20
A compound of formula I ##STR20## in which R.sup.1, R.sup.2 and R.sup.3 independently of one another are H, (CH.sub.2).sub.m X or CH.sub.2 O(CH.sub.2).sub.m X.sup.1 or
- R.sup.1 and R.sup.2 together form a six-membered carbo- or heterocycle having at least one substituent selected from the group consisting of R.sup.4, R.sup.5 and R.sup.6 and
- A and B independently of one another are O, S, NH, HN--CO, OC--NH, O--CO, OC--O, NH--CO--O, O--CO--NH, S--CO, SC--O, O--CS--S, S--CS--O, NH--CS--S, S--CS--NH or CH.sub.2 and
- Z is a pyranose, a furanose, an open-chain polyalcohol or Y-X.sup.6,
- Y is --O--(CX.sub.2 X.sup.3).sub.n, --(CX.sup.2 X.sup.3).sub.n, --(CX.sup.2 R.sup.7).sub.n --, --(CR.sup.7 R.sup.8).sub.n --, --CH.sub.2 --(CX.sup.2 X.sup.3).sup.-.sub.n or a saturated or
- unsaturated, six-membered carbocycle or heterocycle having at least one substituent R.sup.9, or Y is a pair of said carbocycle or said heterocycle and a chain, wherein said chain is selected from the group consisting of --O--(CX.sup.2 X.sup.3).sub.n, --(CX.sup.2 X.sup.3).sub.n --, --(CX.sup.2 R.sup.7).sub.n --, and --(CR.sup.7 R.sup.8).sub.n --, where
- R.sup.4, R.sup.5 and R.sup.6 independently of one another are H, OH, (CH.sub.2).sub.q X.sup.4, CH.sub.2 O(CH.sub.2).sub.q X.sup.5 or HNC(O)CH.sub.3 and
- R.sup.7, R.sup.8 and R.sup.9 independently of one another are H, OH, --O--(CH.sub.2).sub.q X.sup.4 or CH.sub.2 O(CH.sub.2).sub.q X.sup.5 and
- X, X.sup.1, X.sup.2, X.sup.3, X.sup.4 and X.sup.5 independently of one another are H, NH.sub.2, COOH, OH, CH.sub.2 OH, CH.sub.2 NH.sub.2, C.sub.1 -C.sub.20 -alkyl or C.sub.6 -C.sub.10 -aryl and
- X.sup.6 is OH or ##STR21## and m, n and q independently of one another is an integer from 1 to 20.
6 more elements
Dependencies are inferred from the claim text.