Derivatives of benzocycloalkenyldihydroxyalkanoic acids, process

Details Derivatives of benzocycloalkenyldihydroxyalkanoic acids, process Derivatives of benzocycloalkenyldihydroxyalkanoic acids, process

1991-10-24

1993-02-02

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560 45, 549266, 549270, 549357, 549359, 549362, 562451, 562466, 564163, 564164, 564165, 564172, C03C 6976

Patent

active

051839245

ABSTRACT:
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.

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