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Details for Patent: 7,863,445

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Details for Patent: 7,863,445

Title:Carboxylic acid derivatives, their preparation and use
Abstract: Carboxylic acid derivatives ##STR00001## where R-R.sup.6, X, Y and Z have the meanings stated in the description, and the preparation thereof, are described. The novel compounds are suitable for controlling diseases.
Inventor(s): Riechers; Hartmut (Neustadt, DE), Klinge; Dagmar (Heidelberg, DE), Amberg; Wilhelm (Friedrichsdorf, DE), Kling; Andreas (Mannheim, DE), Muller; Stefan (Speyer, DE), Baumann; Ernst (Dudenhofen, DE), Rheinheimer; Joachim (Ludwigshafen, DE), Vogelbacher; Uwe Josef (Ludwigshafen, DE), Wernet; Wolfgang (Hassloch, DE), Unger; Liliane (Ludwigshafen, DE), Raschack; Manfred (Weisenheim, DE)
Assignee: Abbott GmbH & Co. KG (Wiesbaden, DE)
Filing Date:Aug 17, 2009
Application Number:12/542,050
Claims:1. A carboxylic acid derivative of the formula I ##STR00016## wherein R is --CO.sub.2H or another radical which can be hydrolyzed to --CO.sub.2H; R.sup.2 is C.sub.1-C.sub.4-alkoxy; X is CR.sup.14, where R.sup.14 is hydrogen or C.sub.1-C.sub.5-alkyl, or CR.sup.14 forms together with CR.sup.3 a 5- or 6-membered alkylene or alkenylene ring which can be substituted by one or two C.sub.1-C.sub.4-alkyl groups and in which in each case a methylene group can be replaced by oxygen; R.sup.3 is C.sub.1-C.sub.4-alkoxy or CR.sup.3 is linked to CR.sup.14 to give a 5- or 6-membered ring; R.sup.4 and R.sup.5 are independently phenyl or naphthyl, which are connected together in the ortho position via a direct linkage, a methylene, ethylene or ethenylene group, an oxygen or sulfur atom or an SO.sub.2, NH or N-alkyl group or a C.sub.3-C.sub.7-cycloalkyl group; R.sup.6 is hydrogen, C.sub.1-C.sub.8-alkyl or C.sub.3-C.sub.8-cycloalkyl, where each of these radicals can be substituted by one or more substituents selected from the group consisting of: halogen, nitro, cyano, C.sub.1-C.sub.4-alkoxy, C.sub.3-C.sub.6-alkenyloxy, C.sub.3-C.sub.6-alkynyloxy, C.sub.1-C.sub.4-alkylthio, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-alkylcarbonyl, C.sub.1-C.sub.4-alkoxycarbonyl, C.sub.3-C.sub.8-alkylcarbonylalkyl, C.sub.1-C.sub.4-alkylamino, di-C.sub.1-C.sub.4-alkylamino, phenyl and phenoxy which is substituted by one or more substituents selected from the group consisting of: halogen, nitro, cyano, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy and C.sub.1-C.sub.4-alkylthio; or phenyl or naphthyl, each of which can be substituted by one or more of the following radicals selected from the group consisting of: halogen, nitro, cyano, hydroxyl, amino, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy, phenoxy, C.sub.1-C.sub.4-alkylthio, C.sub.1-C.sub.4-alkylamino, C.sub.1-C.sub.4-dialkylamino, dioxomethylene and dioxoethylene; Y is oxygen; and Z is oxygen.

2. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a direct linkage, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

3. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a methylene, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

4. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via CH.sub.2--CH.sub.2, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

5. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

6. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an oxygen atom, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

7. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a sulfur atom, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

8. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via NH(CH.sub.3), R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

9. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a direct linkage, R.sup.1 is hydroxy, R.sup.6 is isopropyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

10. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a direct linkage, R.sup.1 is hydroxy, R.sup.6 is p-isopropylphenyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

11. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a direct linkage, R.sup.1 is hydroxy, R.sup.6 is benzyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

12. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is ethyl, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

13. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is (CH.sub.3).sub.2--CH.sub.2--CH.sub.2, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

14. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is cyclopropylmethylene, R.sup.2 and R.sup.3 each is methoxy, and X is C--H.

15. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 is methoxy, R.sup.3 is methyl, and X is C--CH.sub.2--CH.sub.2--O, wherein X and R.sup.3 together forms a 4-membered ring.

16. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via CH.sub.2--CH.sub.2, R.sup.1 is hydroxy, R.sup.6 is ethyl, R.sup.2 is methoxy, and X is C--CH.dbd.CH--O, wherein X and R.sup.3 together forms a 4-membered ring.

17. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via an ethenylene, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 is methoxy, R.sup.3 is methyl, and X is C--CH.sub.2--CH.sub.2, wherein X and R.sup.3 together forms a 5-membered ring.

18. The carboxylic acid derivative of claim 1, wherein R.sup.4 and R.sup.5 each is phenyl connected together in the ortho position via a direct linkage, R.sup.1 is hydroxy, R.sup.6 is methyl, R.sup.2 is methoxy, R.sup.3 is methyl, and X is C--CH.sub.2--CH.sub.2--O, wherein X and R.sup.3 together forms a 5-membered ring.
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