Pyrrolidine and thiazolidine derivatives, their preparation and

Details Pyrrolidine and thiazolidine derivatives, their preparation and Pyrrolidine and thiazolidine derivatives, their preparation and

1994-06-27

1997-03-11

Gerstl, Robert

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

546245, 548200, 548201, 548533, C07D20706, A61K 3800

Patent

active

056101449

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/FR 92/00626 filed Jul. 3, 1992.


DESCRIPTION OF THE INVENTION

The present invention relates to derivatives of formula: ##STR2## their salts, their preparation and medicaments containing them.
In the formula (I), a sulphur atom, R.sub.1 represents a pyridyl radical optionally substituted by one or more alkyl radicals, a furyl radical optionally substituted by one or more alkyl radicals, a thienyl radical optionally substituted by one or more alkyl radicals, a quinolyl radical optionally substituted by one or more alkyl radicals, a naphthyl radical optionally substituted by one or more alkyl radicals, an indolyl radical optionally substituted by one or more alkyl radicals, or a phenyl radical optionally substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy, hydroxyl, nitro, amino, monoalkylamino, dialkylamino, alkoxycarbonyl, --CO--NR.sub.7 R.sub.8, --NH--CO--CH.sub.3, trifluoromethyl or trifluoromethoxy radicals, and R.sub.5 represents a hydrogen atom, R.sub.5 represents a phenyl radical, a hydrogen atom, cycloalkylalkyloxycarbonyl, --CONR.sub.9 R.sub.10 or phenyl radical optionally substituted by one or more substituents chosen from among the alkyl, alkoxy or hydroxyl radicals, substituents chosen from among the halogen atoms and the alkyl, alkoxy and alkylthio radicals), a naphthyl, indolyl, quinolyl or phenylamino radical, the phenyl ring of which is optionally substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy, alkylthio, trifluoromethyl, carboxyl, alkoxycarbonyl, hydroxyl, nitro, amino, acyl, cyano, sulphamoyl, carbamoyl, hydroxyiminoalkyl, alkoxyiminoalkyl, hydroxyamino-carbonyl, alkoxyaminocarbonyl, 5-tetrazolyl, 5-tetrazolylalkyl, trifluoromethylsulphonamido, alkylsulphinyl, mono- or polyhydroxyalkyl, sulpho, -alk-O--CO-alk, -alk-COOX, -alk-O-alk, -alk'-COOX, --O-alk-COOX, --CH.dbd.CH--COOX, --CO--COOX, -alk-SO.sub.3 H, in the form of a salt, --CH.dbd.CH-alk', --C(.dbd.NOH)--COOX, --S-alk-COOX, --O--CH.sub.2 -alk'-COOX, --CX.dbd.N--O-alk-COOX, -alk-N(OH)--CO-alk or 2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl radicals, radical optionally substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy and alkylthio radicals, substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy and alkylthio radicals, or R.sub.7 and R.sub.8 form with the nitrogen atom to which they are attached a mono- or polycyclic saturated or unsaturated heterocycle containing 4 to 9 carbon atoms and one or more hetero atoms (O, N) and optionally substituted by one or more alkyl radicals, cycloalkyl, phenylalkyl or phenyl radical optionally substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy and alkylthio radicals, phenyl radical optionally substituted by one or more substituents chosen from among the halogen atoms and the alkyl, alkoxy and alkylthio radicals, or R.sub.9 and R.sub.10 form together with the nitrogen atom to which they are attached a mono- or polycyclic saturated or unsaturated heterocycle containing 4 to 9 carbon atoms and one or more hetero atoms (O, N, S) and optionally substituted by one or more alkyl radicals, alkoxyalkylene radical.
In the preceding definitions and in those cited below, unless otherwise mentioned, the alkyl, alkylene and alkoxy radicals and the alkyl, alkylene and alkoxy moieties contain 1 to 4 carbon atoms in a straight or branched chain, the acyl radicals or moieties contain 2 to 4 carbon atoms and the cycloalkyl radicals and moieties contain 3 to 6 carbon atoms.
When R.sub.7 and R.sub.8 form a heterocycle with the nitrogen atom to which they are attached, the latter is preferably a piperidino cycle optionally substituted by one or more alkyl radicals or a 1,2,3,4-tetrahydroquinoline cycle.
When R.sub.9 and R.sub.10 form a heterocycle with the nitrogen atom to which they are attached, the latter is preferably a piperidino cycle or a 1-perhydroazepinyl,

REFERENCES:
patent: 5126483 (1992-06-01), Sekiya
patent: 5420348 (1995-05-01), Ito

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