Thiazolidin-4-one derivatives
AssigneeActelion Pharmaceuticals Ltd.
InventorsChristoph Binkert, Martin Bolli, Boris Mathys, Claus Mueller, Michael Scherz, Oliver Nayler
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Abstract
The invention relates to pharmaceutical compositions containing at least one thiazolidin-4-one derivative to prevent or treat disorders associated with an activated immune system. Furthermore, the invention relates to novel thiazolidin-4-one derivatives notably for use as pharmaceutically active compounds. Said compounds particularly act also as immunosuppressive agents.
Claims27
A pharmaceutical composition containing at least one thiazolidin-4-one derivative of the Formula (I)
- wherein:
- R1 represents a phenyl group independently mono-, di- or trisubstituted with lower alkyl, halogen, lower alkoxy, or —CF3;
- R2 represents lower alkyl;
- allyl;
- cyclopropyl;
- cyclobutyl;
- cyclopentyl;
- or mono- or di-lower alkylamino;
- R3 represents —O—CR7R8—CR9R10—(CR11R12)n—O—R13;
- R4 represents hydrogen;
- hydroxy;
- lower alkoxy;
- lower alkyl;
- or halogen;
- R5 and R6 each represents independently lower alkyl;
- R7 represents hydrogen, lower alkyl, or hydroxymethyl;
- R8, R9, R11 and R12 each represents independently hydrogen or methyl;
- R10 represents hydrogen or lower alkyl;
- in case n represents the integer 1, R10 in addition represents lower alkoxy, hydroxy, —NH2, —NHR5 or —NR5R6;
- R13 represents hydrogen;
- lower alkyl;
- hydroxycarbonyl-lower lower alkyl;
- 1-glyceryl or 2-glyceryl;
- n represents the integer 0 or 1;
- or configurational isomers, optically pure enantiomers, mixtures of enantiomers, enantiomeric racemates, diastereomers, mixtures of diastereomers, diastereomeric racemates, mixtures of diastereomeric racemates, or a meso-form thereof, or pharmaceutically acceptable salts thereof, and inert carrier material.
Thiazolidin-4-one derivatives of the Formula (II)
- wherein:
- R14 represents a phenyl group mono-, di- or trisubstituted independently with lower alkyl, halogen, lower alkoxy. or —CF3;
- R15 represents lower alkyl;
- allyl;
- cyclopropyl;
- cyclobutyl;
- cyclopentyl;
- or mono- or di-lower alkylamino;
- R16 represents hydrogen;
- hydroxy:
- lower alkoxy;
- lower alkyl or halogen;
- R17 represents hydrogen, lower alkyl, or hydroxymethyl;
- R18, R19, R21 and R22 each represents independently hydrogen or methyl;
- R20 represents hydrogen or lower alkyl;
- and in case m represents the integer 1, R20 in addition represents lower alkoxy, hydroxy, —NH2, —NHR5 or —NR5R6;
- R23 represents hydrogen;
- lower alkyl;
- hydroxycarbonyl-lower alkyl;
- 1-glyceryl or 2-glyceryl;
- m represents the integer 0 or 1;
- or configurational isomers, optically pure enantiomers, mixtures of enantiomers, enantiomeric racemates, diastereomers, mixtures of diastereomers, diastereomeric racemates, mixtures of diastereomeric racemates, or a meso-form thereof, or pharmaceutically acceptable salts thereof.
The compound, (R)-5-[3-chloro-4-(2,3-dihydroxy-propoxy)-benz[Z]ylidene]-2-([Z]-propylimino)-3-o-tolyl-thiazolidin-4-one.
Dependencies are inferred from the claim text.