Aminoalkylthiazole derivative

Details Aminoalkylthiazole derivative Aminoalkylthiazole derivative

1993-11-29

1996-03-26

Gerstl, Robert

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D27740

Patent

active

055022022

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/JP92/00702 filed May 29, 1992.


TECHNICAL FIELD

This invention relates to an aminoalkylthiazole derivative which acts on a sigma receptor and exhibits an antipsychotic action.


BACKGROUND ART

Antipsychotic drugs have been used not only in the treatment of schizophrenia but also in the treatment of troublesome behaviors (for example, aggressive actions, mental excitation, dromomania, delirium) caused by cerebrovascular disorders or senile dementia. However, conventional antipsychotic drugs are accompanied by severe extrapyramidal disorders as side effects, which results in a serious problem.
In recent years, there have been made approaches for developing antipsychotic drugs from a viewpoint completely differing from the functional mechanism of the conventional drugs to thereby solve the above-mentioned problem. One of these approaches includes the use of a sigma receptor antagonist. A compound having a specific affinity for a sigma receptor, which is considered as an receptor participating in mental symptoms such as hallucinosis, exhibits an antipsychotic action without causing any extrapyramidal disorders.
There has been known talipexole (a compound described in JP-B-52-46236) as an antipsychotic drug having a thiazole skeleton. It is reported that this compound is a selective dopamine autoreceptor agonist and suppresses nerve ignition and biosynthesis and liberation of dopamine by stimulating the presynaptic autoreceptor, thus depressing the function of the dopamine nerve system, which closely relates to the outbreak of schizophrenia European Journal of Pharmacology, 166, 303-305 (1989); Acta Pharmaceut. Suec. Suppl., 1, 154-164 (1983)!.
However, it cannot be expected too much of talipexole of being highly effective on positive symptoms of schizophrenia, similar to other conventionally known selective dopamine autoreceptor agonists. In addition, the effect of talipexole on negative symptoms of this disease had not been definitely confirmed Toshiya Inada et al., Shinkei Seishin Yakuri, 13, 75-77 (1990)!.
In contrast thereto, the compound of the present invention has an affinity for a sigma receptor. Thus it is considered as being different from the dopamine autoreceptor agonists in functional mechanism.
An object of the present invention is to provide an antipsychotic drug which is different from dopamine autoreceptor agonists in functional mechanism, namely, an antipsychotic drug having a specific affinity for a sigma receptor and causing no extrapyramidal disorder.


DISCLOSURE OF THE INVENTION

The present inventors have conducted extensive studies on compounds having a thiazole skeleton. As a result, they have found a novel 2-amino-4-aryl-5-substituted aminoalkylthiazole derivative showing a specific and high affinity for a sigma receptor, thus completing the present invention.
Accordingly, the present invention provides an aminoalkylthiazole derivative represented by the following formula: ##STR2## (wherein R.sup.1 represents a phenyl group substituted with a halogen atom; R.sup.2 and R.sup.3 are either the same or different and each represents an alkyl group having 4 to 10 carbon atoms; and n is 2 or 3;) and a salt thereof.
In the present invention, the term "alkyl group" means a straight chain or branched alkyl group, while the term "halogen atom" means a fluorine, chlorine, bromine or iodine atom.
The term "salt of the compound of the formula (I)" means a pharmaceutically acceptable salt, for example, salts with inorganic acids such as sulfuric acid, hydrochloric acid, bromic acid and phosphoric acid, and salts with organic acids such as acetic acid, lactic acid, tartaric acid, fumaric acid, maleic acid, trifluoroacetic acid, methanesulfonic acid and tosylic acid.
Preferred compounds according to the present invention are those represented by formula (I) wherein R.sup.1 is a phenyl group substituted with a halogen atom at the 4-position and R.sup.2 and R.sup.3 are the same and each represents an alkyl group having 5 to 8 carbon atoms. Examples thereof include 2-

REFERENCES:
patent: 3210368 (1965-10-01), Huebner
Chemical Abstracts, vol. 85, No. 3, 19 Jul. 1976 Abstract No. 21184h.

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