3-Phenyl-tetrahydropyridine derivatives, and their use as sedative agents

• US 4,663,328 A
• Filed: 01/29/1986
• Issued: 05/05/1987
• Est. Priority Date: 02/01/1985
• Status: Expired due to Term

• Current Assignee: Societe Anonyme DITE Laboratorie L Lafon
• Original Assignee: Laboratoire L. Lafon
• Inventors: Lafon, Louis
• Primary Examiner(s): Ford, John M.
• Assistant Examiner(s): RICHTER, JOHANN R
• Application Number:
  US06/823,596
• Time in Patent Office: 461 Days
• Field of Search: 546/348, 514/277
• US Class Current: 514/277
• CPC Class Codes: A61P 25/20 Hypnotics; Sedatives
• CPC Class Codes: C07D 211/70 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Abstract

The present invention relates, by way of new industrial products, to the N-alkyl-3-phenyl-1,2,5,6- and 1,4,5,6-tetrahydropyridines of the formulae ##STR1## wherein R is a C₂ -C₄ alkyl group, and their addition salts. These new products are useful as pharmaceuticals, especially as sedative agents.

Claims

1. A 3-phenyl-tetrahydropyridine derivative selected from the group consisting

(i) the N-alkyl-3-phenyl-1,2,5,6- and 1,4,5,6-tetrahydropyridines of the formulae ##STR11## wherein R represents a C₂ -C₄ alkyl group, and, their mixtures;

and,

(ii) addition salts thereof.

2. A derivative according to claim 1, in which R represents CH₂ CH₃, CH(CH₃)₂ or C(CH₃)₃.

5. A therapeutical sedative composition comprising, in association with a physiologically acceptable excipient, a pharmaceutically sedative effective amount of a compound of the formula I or I bis according to claim 1 or one of its non-toxic addition salts.

6. A therapeutical sedative composition according to claim 5, which comprises a pharmaceutically sedative effective amount of a compound selected from the group comprising N-isopropyl-3-phenyl-1,2,5,6-tetrahydropyridine, N-ethyl-3-phenyl-1,2,5,6-tetrahydropyridine and non-toxic addition salts thereof.

7. A method of treatment of excitation which comprises administering to a patient in need of such a treatment a sedative amount of a sedative compound selected from the group comprising N-alkyl-3-phenyl-1,2,5,6-tetrahydropyridines of the formula I according to claim 1, N-alkyl-3-phenyl-1,4,5,6-tetrahydropyridines of the formula I bis according to claim 1, and non-toxic addition salts thereof.

3. N-Isopropyl-3-phenyl-1,2,5,6-tetrahydropyridine and addition salts thereof.

4. N-Ethyl-3-phenyl-1,2,5,6-tetrahydropyridine and addition salts thereof.