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1-[2-(1H-inden-3-yl)ethyl]-4-(naphth-1-yl)piperazine derivatives, their preparation and their application in therapeutics
| Details |
Inventors: Manoury, Phillip; Obitz, Daniel; Peynot, Michel; Sevrin, Mireille; George, Pascal;
Assignee: Synthelabo (Le Plessis Robinson, FR)
Primary Examiner: Bernhardt; Emily
Assistant Examiner:
Attorney, Agent or Firm: Foley & Lardner
Compounds of formula: ##STR1## in which X represents a hydrogen atom, a C.sub.1 -C.sub.3 alkoxy group or a cyclopropylmethoxy group and Y represents a hydrogen atom or a methoxy group, are useful in the therapy of conditions. |
|
DETAILED DESCRIPTION We claim: 1.
A compound of the formula: ##STR6## in which X represents a hydrogen atom, a C.
sub.
1 -C.
sub.
3 alkoxy group or a cyclopropylmethoxy group, and Y represents a hydrogen atom or a methoxy group, in the form of the free base or an addition salt thereof.
2.
A compound according to claim 1, wherein X represents a C.
sub.
1 -C.
sub.
3 alkoxy group and Y represents a methoxy group.
3.
A compound according to claim 2, wherein X represents a methoxy group.
4.
Pharmaceutical composition, comprising a compound according to claim 1, in combination with an excipient.
Description:
The present invention relates to 1-[2-(1H-inden-3-yl)ethyl]-4-(naphth-1-yl)piperazine derivatives, their preparation and their application in therapeutics.
The compounds of the invention have the formula: ##STR2## in which X represents a hydrogen atom, a C.
sub.
1 -C.
sub.
3 alkoxy group or a cyclopropylmethoxy group, and Y represents a hydrogen atom or a methoxy group.
X preferably represents a C.
sub.
1 -C.
sub.
3 alkoxy group, especially a methoxy group, and Y preferably represents a methoxy group.
The compounds of the invention may exist as free bases and as addition salts, especially with pharmaceutically acceptable acids.
Compounds whose chemical structure is similar to that of the compounds of formula (I), and which can be used as antidepressant and anxiolytic agents, are described in European Patent Application EP-A-0490772.
In accordance with a feature of the invention, the compounds of formula (I) are prepared by the processes illustrated in schemes 1 and 2 below.
##STR3## In the process of scheme 1, a 1H-indene-3-acetic acid derivative of formula (II) (in which Y is as defined above) is treated with a simple or complex reducing agent such as an alkali metal hydride or metal hydride, for example lithiumaluminium hydride, boron hydride, the boron hydride/tetrahydrofuran complex, the boron hydride/dimethyl sulphide complex, or aluminium hydride, in an inert aromatic or ether solvent, for example toluene, xylene, diethyl ether, tetrahydrofuran or dioxane, at a temperature of from 30
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Vasodialators 
