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US 5,688,815 AGranted
Hydroxypyridinones
AssigneeCiba-Geigy Corporation
InventorPaul Zbinden
Life of this patent
Estimating the term…
Abstract
Described are 3-hydroxypyridin-4-ones of formula I ##STR1## wherein R.sub.1 -R.sub.4, A and B are as defined in the description. The compounds have valuable pharmaceutical properties and are especially effective as chelators of iron. They can be used to treat excess iron in the bodies of warm-blooded animals.
Claims10
A compound of formula I ##STR10## wherein:
- R.sub.1 is hydrogen, halogen, substituted or unsubstituted lower alkyl or lower alkoxy, lower alkoxycarbonyl, amino, substituted or unsubstituted lower alkylamino or di-lower alkylamino, aminocarbonyl, substituted or unsubstituted N-lower alkylaminocarbonyl or N,N-di-lower alkylaminocarbonyl, carboxyl, lower alkylsulfonyl, aminosulfonyl, cyano, hydroxy, nitro, tetrazolyl, or lower alkylenedioxy which with the group B forms a heterocyclic oxygen-containing ring system;
- R.sub.2 is hydrogen, substituted or unsubstituted lower alkyl or lower alkylenehydroxy, substituted or unsubstituted lower alkylene-lower alkoxy, lower alkylenecarboxy, lower alkylenecarbonyl-lower alkoxy, substituted or unsubstituted lower alkyleneamine, substituted or unsubstituted N-lower alkanoyl-lower alkyleneamine, lower alkanoyloxy-lower alkylene, formyl-lower alkylene;
- R.sub.3 is hydrogen, substituted or unsubstituted lower alkyl, substituted or unsubstituted lower alkanoyloxy-lower alkylene, aminocarbonyl, substituted or unsubstituted N-lower alkylaminocarbonyl, N,N-di-lower alkylaminocarbonyl;
- R.sub.4 is hydrogen, lower alkanoyl, lower alkoxycarbonyl, or a radical that can be removed under physiological conditions;
- A is substituted or unsubstituted methylene, carbonyl;
- and
- B is mono- or poly-substituted or unsubstituted aryl or mono- or poly-substituted or unsubstituted heteroaryl;
- or a stereoisomer, a tautomer or a salt thereof.
5 more elements
A compound from the group consisting of
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(hydroxy-phenyl-methyl)-1 H-pyridin-4-one;
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(4-methyl-benzyl)-1H-pyridin-4-one;
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(hydroxy-4-fluorophenyl-methyl)-1H-pyiidin- 4-one;
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(4-fluorobenzyl)-1H-pyridin-4-one;
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(hydroxy-4-chlorophenyl-methyl)-1H-pyridin- 4-one;
- and
- 3-hydroxy-1-(2-hydroxy-ethyl)-2-(4-chlorobenzyl)-1H-pyridin-4-one;
- or a stereoisomer, a tautomer or a pharmaceutically acceptable salt thereof.
5 more elements
Dependencies are inferred from the claim text.