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Details for Patent: 4,233,298

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Details for Patent: 4,233,298

Title: Esters of p-carbonylphenoxy-isobutyric acids
Abstract:This invention is concerned with esters of p-carbonylphenoxy-isobutyric acids of the general formulae: ##STR1## wherein R is a phenyl group substituted by one or two halogen atoms; R' is H, CH.sub.3, C.sub.6 H.sub.5, SCH.sub.3, OCH.sub.3, or, SO.sub.2 CH.sub.3 ; R" is CH.sub.3 or C.sub.2 H.sub.5 ; Y is C.sub.1 -C.sub.4 alkoxy, phenoxy, phenoxy substituted by one or two halogen atoms, or, OCH.sub.2 O--CO--C(CH.sub.3).sub.3 ; Z is C.sub.1 -C.sub.4 alkyl, phenyl or R; NR.sub.1 R.sub.2 is N(CH.sub.3).sub.2 N(C.sub.2 H.sub.5).sub.2, morpholino, piperidino, hexamethylenimino, pyrrolidino. This invention is also concerned with acid addition salts obtained from formula Ia compounds with acids. Compounds of formulae I and Ia are useful as hypocholesterolemiant and hypolipidemiant agents.
Inventor(s): Mieville; Andre (Lausanne, CH)
Assignee: Orchimed SA (CH)
Filing Date:Sep 01, 1977
Application Number:05/829,964
Claims:1. A novel ester of p-carbonylphenoxy-isobutyric acid selected from the group consisting of

(a) compounds of the formula ##STR18## wherein R' is H, CH.sub.3, C.sub.6 H.sub.5, SCH.sub.3, OCH.sub.3, or SO.sub.2 CH.sub.3 ;

R" is CH.sub.3 or C.sub.2 H.sub.5 ;

Z is a phenyl group substituted by one halogen atom and

NR.sub.1 R.sub.2 is N(CH.sub.3).sub.2, N(C.sub.2 H.sub.5).sub.2, morpholino, piperidino, hexamethylenimino or pyrrolidino, and

(b) non-toxic acid addition salt thereof.

2. A novel ester of p-carbonylphenoxy-isobutyric acid having the formula ##STR19## wherein Z is a 4-chlorophenyl group, and NR.sub.1 R.sub.2 is N(C.sub.2 H.sub.5).sub.2, morpholino, piperidino or hexamethylenimino; and its non-toxic acid addition salts.

3. A novel ester of p-carbonylphenoxy-isobutyric-acid having the formula ##STR20## wherein Z is C.sub.1 -C.sub.4 alkyl, phenyl or chlorophenyl and NR.sub.1 R.sub.2 is a hexamethylenimino group and non-toxic acid addition salts thereof.

4. A novel ester according to claim 1 in which NR.sub.1 R.sub.2 is a hexamethylenimino group.

5. .beta.-hexamethyleniminoethyl-p-(4-chlorobenzoyl)-phenoxy-isobutyrate and its non-toxic acid addition salts.

6. A novel ester of the formula ##STR21## and nontoxic acid addition salts thereof.

7. A novel ester of the formula ##STR22## and nontoxic acid addition salts thereof.

8. A novel ester of the formula ##STR23## and nontoxic acid addition salts thereof.

9. A novel ester of the formula ##STR24## and nontoxic acid addition salts thereof.

10. A therapeutic composition useful for treating patients in order to reduce their blood cholesterol and lipids content, which comprises, in association with a pharmaceutically acceptable excipient, a therapeutically effective amount of at least a compound according to any one of claims 1, 2, 3 or 6-11.

11. A novel ester of the formula ##STR25## and nontoxic acid addition salts thereof.
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