2,3-dihydrobenzofuran derivatives, method for producing the same

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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514337, 514444, 549 60, 549467, 5462841, A61K 3134, A61K 3138, A61K 3144

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active

057983828

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

1. Technical field
The present invention relates to novel 2,3-dihydrobenzofuran derivatives, a method for producing the same, and use thereof.
The 2,3-dihydrobenzofuran derivatives and non-toxic salts thereof of the present invention have a high affinity for a serotonin 1A receptor and, therefore, are useful as pharmaceutical compositions for preventing and treating serotonergic neuron-related diseases, such as anxiety, depression, eating disorder, high blood pressure, emesis (including emesis induced by motion sickness, space sickness, dizziness and drug, etc.), and the like.
2. Background Art
In recent several years, it has been found that serotonin various physiological phenomena, such as appetite, memory, thermoregulation, sleep, sexual behavior, anxiety, depression and stress
It has been known that compounds acting on a 5-HT 1A receptor which is one of the serotonin-susceptive receptors are useful for preventing and treating anxiety, depression, eating disorder, high blood pressure, emesis (including emesis induced by motion sickness, space sickness, dizziness and drug, etc.), and the like. With respect to such compounds, a number of "Nippon Rinsho (Japanese Journal of Clinical Medicine)" vol. 47, special edition, pp. 1241-1248 (1989); J. P. Feighnev, W. F. Boyer, Psychopathology, 22, 21 (1989); P. R. Saxena, C. M. Villalon, TIPS, 11, 95 (1990); N. Matsuki, et al., Jpn. J. Pharmacol. Suppl., 58, 313 (1992); etc.!.
It has been desired in the art to develop and provide a compound which is improved with respect to the above-mentioned pharmacological activities.


SUMMARY OF THE INVENTION

In these situations, the present inventors have made extensive and intensive studies, in which various types of compounds were synthesized and examined with respect to the pharmacological properties thereof. As a result, it has unexpectedly been found that novel 2,3-dihydrobenzofuran derivatives represented by formula (1) below exhibit an excellent affinity for a serotonin-susceptive 5-HT1A receptor and excellent pharmacological activities on such a receptor. The present invention has been completed, based on the above novel findings.
Accordingly, it is an object of the present invention to provide a compound exhibiting an excellent affinity for a serotonin-susceptive 5-HT1A receptor.
It is another object of the present invention to provide a pharmaceutical composition for treating a serotonergic neuron-related disease, which comprises the above-mentioned compound exhibiting excellent pharmacological activities against serotonergic neuron-related diseases.
It is still another object of the present invention to provide a method for treating a serotonergic neuron-related disease, which comprises administering to a patient suffering from a serotonergic neuron-related disease the above-mentioned pharmaceutical composition for treating a serotonergic neuron-related disease.
The foregoing and other objects, features and advantages of the present invention will be apparent to those skilled in the art from the following detailed description and appended claims.


DETAILED DESCRIPTION OF THE INVENTION

Accordingly, in one aspect of the present invention, there is provided a novel 2,3-dihydrobenzofuran derivative or a salt thereof, wherein the 2,3-dihydrobenzofuran derivative is represented by formula (1): ##STR2## wherein R.sup.1 represents a hydrogen atom or a lower alkyl group; R.sup.2 represents a naphthyl group, a pyridyl group, a furyl group or a thienyl group; n is an integer of from 2 to 6; A represents a carbonyl group or a sulfonyl group; and * represents an asymmetric carbon atom.
In another aspect of the present invention, there is provided a method for producing a 2,3-dihydrobenzofuran derivative represented by formula (1) above or a salt thereof, which comprises reacting a compound represented ##STR3## wherein R.sup.11 represents an amino-protecting group or a lower alkyl group; and n and * are as defined for formula (1) above, with a compound "compound (3)"!: defined for formula (1) abo

REFERENCES:
patent: 5134140 (1992-07-01), Stack
Chimie Therapeutique No. 3, pp. 259-270 (1973) (no translation available).
Izv. Akad. Nauk. Arn. SSR, Khim. Nauki 14, pp. 495-504 (1961) (no translation available).

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