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Claims for Patent: 3,900,481

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Claims for Patent: 3,900,481

Title: Derivatives of pyrrolidine and piperidine
Abstract:Certain compounds in which a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the nitrogen of a substituted benzamido group, and their pharmaceutically acceptable salts, are found to be active as antiarrhythmic agents.
Inventor(s): Banitt; Elden H. (Woodbury, MN), Bronn; William R. (St. Paul, MN)
Assignee: Riker Laboratories, Inc. (Northridge, CA)
Application Number:05/457,099
Patent Claims: 1. A compound of the formula: ##SPC5##

wherein R.sub.f is a perfluoroalkyl radical containing from one to three carbon atoms, n is one to three, p is one or two, Q is a carbon-nitrogen bond, methylene or methylmethylene and R and R' are hydrogen, methyl or ethyl, or a pharmaceutically acceptable salt thereof.

2. A compound according to claim 1 wherein p is 2.

3. A compound according to claim 1 wherein R.sub.f is trifluoromethyl, n is two and the substituents are in the 2,5 positions.

4. A compound of the formula: ##SPC6##

wherein R.sub.f is a perfluoroalkyl radical containing from one to three carbon atoms, n is one to three, p is one or two, Q is methylene or methylmethylene and R and R' are hydrogen, methyl or ethyl, or a pharmaceutically acceptable salt thereof.

5. A compound according to claim 4 wherein R.sub.f is trifluoromethyl, n is two and the substituents are in the 2,5 positions.

6. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-[(1-methyl-2-piperidyl)methyl]benzamide, or a pharmaceutically acceptable salt thereof according to claim 1.

7. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-(3-piperidyl)benzamide or a pharmaceutically acceptable salt thereof according to claim 1.

8. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-[(1-ethyl-2-piperidyl)methyl]benzamide or a pharmaceutically acceptable salt thereof according to claim 1.

9. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-[(1-ethyl-2-pyrrolidyl)methyl]benzamide, or a pharmaceutically acceptable salt thereof according to claim 1.

10. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-[1-(2-piperidyl)ethyl]benzamide or a pharmaceutically acceptable salt thereof according to claim 1.

11. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-[(6-methyl-2-piperidyl)methyl]benzamide or a pharmaceutically acceptable salt thereof according to claim 1.

12. 2,5-Bis(2,2,2-trifluoroethoxy)-N-[(6-methyl-2-piperidyl)methyl]b enzamide hydrochloride according to claim 11.

13. The compound 2,5-bis(2,2,2-trifluoroethoxy)-N-(2-piperidylmethyl)benzamide or a pharmaceutically acceptable salt thereof according to claim 1.

14. 2,5-Bis(2,2,2-trifluoroethoxy)-N-(2-piperidylmethyl)benzamide hydrochloride according to claim 13.

15. A compound according to claim 1 which has an asymmetric carbon atom.
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