Lipha, Lyonnaise Industrielle Pharmaceutique

Merck Patent Gmbh

Denis Descours

Didier Festal

Jacques Decerprit

Robert Bellemin

Jean-Yves Nioche

Thierry Convard

Claude Lardy

Stéphane Yvon

Catherine Vidal

Marc Lecomte

Marie Noelle Denuault

Marie Noelle Denualt

The invention relates to compounds of the general formula (I), and to their use as caspase-10 inhibitors, especially for the treatment of diabetic retinopathy.

Specific caspase-10 inhibitors

These compounds correspond to the formula ##STR1## in which one of the groups X.sub.1 to X.sub.4 represents nitrogen and the others a CH radical,

Azaindoles, preparation processes and medicinal products containing them

The invention relates to indole derivatives of formula 1, ##STR1## in which: R.sub.1 and R.sub.2 represent H, alkyl, alkenyl, cycloalkyl, N-alkylamino- or N,N-dialkylaminoalkyl, benzyl, pyridylmethyl or phenyl, optionally substituted, R.sub.3 and R.sub.4 represent H, halogen, alkyl, alkoxy, alkylthio, CF.sub.3, NO.sub.2, N-alkylamino or N,N-dialkylamino, benzyl or phenyl, optionally substituted, R.sub.5 represents H, alkyl, cycloalkyl or optionally substituted benzyl, R.sub.6 denotes an alkyl, phenyl or heterocyclic radical, optionally substituted, Z denotes the bivalent radicals --(CH.sub.2).sub.n --C(R.sub.7 R.sub.8)--(CH.sub.2).sub.p --, --CH=CH--C(R.sub.7 R.sub.8)-- in which n=0--2, p=0--2 and n+p.ltoreq.2, R.sub.7 and R.sub.8 represent H, alkyl, alkenyl, cycloalkyl, N-alkylamino, N,N-dialkylamino, N-alkylamino- or N,N-dialkylaminoalkyl, benzyl or phenyl, where appropriate substituted, or together form polymethylene or oxa-, thia- or azapolymethylene chains,

Indole derivatives, preparation processes and medicinal products

Derivatives of benzocycloalkenyldihydroxyalkanoic acids, inhibitors of HMG CoA reductase, antagonists of thromboxane A.sub.2 receptors and antifungals, denoted by the formula I ##STR1## in which X=CH.sub.2, O or S; R.sub.1 and R.sub.2, identical or different, =H, C.sub.1-3 alkyl or together form a --(CH.sub.2).sub.n -- chain (n=4,5) optionally substituted symmetrically by one or two C.sub.1-3 alkyl radicals. R.sub.3 and R.sub.4, identical or different, =H, CF.sub.3, halogen (Cl, F, Br), C.sub.1-5 N,N-dialkylamino, C.sub.1-4 alkyl, C.sub.1-5 -alkoxy, C.sub.1-3 alkylthio, or phenyl optionally substituted by at most substituents which may be identical or different and may denote C.sub.1-3 alkyl or C.sub.1-3 alkoxy radicals or halogens (F, Cl), it being understood that when one of R.sub.3 and R.sub.4 denotes the radicals: CF.sub.3, N,N-dialkylamino, C.sub.6 H.sub.5 or substituted phenyl, it is present at the vertices 3', R' or 5' according to formula 1 and the other denotes a hydrogen atom. R.sub.5 and R.sub.6, (which may be identical or different) =H, halogen (F, Cl, Br), CF.sub.3, C.sub.1-3 alkoxy, C.sub.8 H.sub.5, optionally substituted by at most two substituents which may be identical or different and may denote radicals: C.sub.1-3 alkyl or C.sub.1-3 alkoxy or halogen atoms (F, Cl), on condition that when one of R.sub.5 and R.sub.6 =CF.sub.3, C.sub.6 H.sub.5 or substituted phenyl, it is present at the vertex 6 or 7 and the other denotes a hydrogen atom. The substituents R.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 may also together form, on condition of being at two contiguous vertices, diradicals of formulae: --CH.dbd.CH--CH.dbd.CH--, --(CH.sub.2).sub.m -- and --O(CH.sub.2).sub.p O--, in which m=3 or 4, p=1 or 2, it being understood that when R.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 form the chain sequence --O(CH.sub.2).sub.p O--, the latter is linked to the vertices 3' and 4' and 5' or 6 and 7 according to the formula 1. R.sub.7 and R.sub.8 =H or, together with the existing C-C bond, form a double bond of trans geometry; R.sub.9 and R.sub.10 =H or together form a C.sub.1-3 dialkylmethylene residue. In the form of free acids, salts, esters, amides or .delta.-lactones. Hypocholesterolaemiant, antithrombotic and antifungal medications containing them.

Derivatives of benzocycloalkenyldihydroxyalkanoic acids, processes of

Derivatives of benzocycloalkenyldihydroxyalkanoic acids, inhibitors of HMG CoA reductase, antagonists of thromoboxane A.sub.2 receptors and antifungals, denoted by the formula I ##STR1## in which X=CH.sub.2, O or S; R.sub.1 and R.sub.2, identical or different, =H, C.sub.1-3 alkyl or together from a --(CH.sub.2).sub.n -- chain (n=4,5) optionally substituted symmetrically by one or two C.sub.1-3 alkyl radicals. R.sub.3 and R.sub.4, identical or different, =H, CF.sub.3, halogen (Cl, F, Br), C.sub.1-5 N,N-dialkylamino, C.sub.1-4 alkyl, C.sub.1-5 -alkoxy, C.sub.1-3 alkylthio, or phenyl optionally substituted by at most two substitutents which may be identical or different and may denote C.sub.1-3 alkyl or C.sub.1-3 alkoxy radicals or halogens (F, Cl), it being understood that when one of R.sub.3 and R.sub.4 denotes the radicals: CF.sub.3, N,N-dialkylamino, C.sub.6 H.sub.5 or substituted phenyl, it is present at the vertices 3', 4'or 5' according to formula 1 and the other denotes a hydrogen atom. R.sub.5 and R.sub.6, (which may be identical or different)=H, halogen (F, Cl, Br), CF.sub.3, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, C.sub.6 H.sub.5, optionally substituted by at most two substitutents which may be identical or different and may denote radicals: C.sub.1-3 alkyl or C.sub.1-3 alkoxy or halogen atoms (F, Cl), on condition that when one of R.sub.5 and R.sub.6 =CF.sub.3, C.sub.6 H.sub.5 or substituted phenyl, it is present at the vertex 6 or 7 and the other denotes a hydrogen atom. The substitutents R.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 may also together form, on condition of being at two contiguous vertices, diradicals of formulae: --CH.dbd.CH--CH.dbd.CH--, --(CH.sub.2).sub.m -- and --O(CH.sub.2).sub.p O--, in which m=3 or 4, p=1 or 2, it being understood that when R.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 form the chain sequence --O(CH.sub.2).sub.p O--, the latter is linked to the vertices 3' and 4' or 4' and 5' or 6 and 7 according to the formula 1. R.sub.7 and R.sub.8 =H or, together with the existing C--C bond, form a double bond of trans geometry; R.sub.9 and R.sub.10 =H or together form a C.sub.1-3 dialkylmethylene residue. In the form of free acids, salts, esters, amides or .delta.-lactones. Hypocholesterolaemiant, antithrombotic and antifungal medications containing them.

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Villeurbanne, France

Denis Descours