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Details for Patent: 4,254,130

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Details for Patent: 4,254,130

Title: Piperidine derivatives
Abstract:Pharmaceutically useful compounds of the following formula: ##STR1## wherein R.sub.1 represents hydrogen or hydroxy; R.sub.2 represents hydrogen; or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is a positive whole integer of from 1 to 5; R.sub.3 is --CH.sub.3, --CH.sub.2 OH, --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; and A and B are individually hydrogen or hydroxy; with the provisos that at least one of A or B is hydrogen and one of A or B is other than hydrogen when R.sub.3 is --CH.sub.3 ; and pharmaceutically acceptable acid addition salts thereof.
Inventor(s): Carr; Albert A. (Cincinnati, OH), Dolfini; Joseph E. (Cincinnati, OH), Wright; George J. (Richmond, VA)
Assignee: Richardson-Merrell Inc. (Wilton, CT)
Filing Date:Apr 10, 1979
Application Number:06/028,872
Claims:1. A compound of the formula ##STR11## wherein R.sub.1 is hydrogen or hydroxy; R.sub.2 is hydrogen; or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is an integer of from 1 to 5; R.sub.3 is --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched; and A and B are individually hydrogen or hydroxy; with the proviso that at least one of A or B is hydrogen; and pharmaceutically acceptable acid addition salts thereof.

2. A compound of claim 1 wherein R.sub.1 is hydroxy or R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2.

3. A compound of claim 2 wherein n is 3.

4. A compound of claim 2 wherein R.sub.3 is --COOalkyl or --COOH.

5. A compound of claim 2 wherein R.sub.1 is hydroxy.

6. A compound of claim 2 wherein R.sub.1 is hydroxy, and R.sub.3 is --COOalkyl or --COOH.

7. A compound of claim 1 wherein R.sub.1 is hydroxy, n is 3 and B is hydrogen.

8. A compound of claim 1 wherein R.sub.1 and R.sub.2 together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2, n is 3 and B is hydrogen.

9. A compound of claim 1 which is 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-.alpha.,.alpha. -dimethylbenzeneacetic acid or a pharmaceutically acceptable salt thereof.

10. A compound of claim 1 which is 4-[4-[4-(diphenylmethylene)-1-piperidinyl]-1oxobutyl]-.alpha.,.alpha.-dime thylbenzeneacetic acid or a pharmaceutically acceptable salt thereof.

11. A compound of claim 1 which is ethyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-.alpha.,.alpha. -dimethylbenzeneacetate or a pharmaceutically acceptable salt thereof.

12. A compound of claim 1 which is ethyl 4-[4-[4-(diphenylmethylene)-1-piperidinyl]-1-oxobutyl]-.alpha..alpha.-dime thylbenzeneacetate or a pharmaceutically acceptable salt thereof.

13. A compound of claim 1 which is ethyl 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-.alpha.,.alpha. -dimethyl-3-hydroxyphenylacetate or a pharmaceutically acceptable salt thereof.

14. A pharmaceutical composition in unit dosage form which comprises an effective antiallergic amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof and a significant amount of a pharmaceutically acceptable carrier.

15. A method of treating allergic reactions in a patient in need thereof which comprises administering to said patient an effective amount of a compound of claim 1.
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