Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1991-09-25
1993-01-26
Tsang, Cecilia
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514252, 514253, 544357, 544377, 544382, 544383, 544386, 544391, 544399, 544400, A61K 31495, C07D29500, C07D24104
Patent
active
051822849
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to novel piperazine compounds having an activity of inhibiting lipoxygenase and an activity of inhibiting cyclooxygenase, or pharmaceutically acceptable salts thereof.
BACKGROUND ART
Leukotrienes produced from arachidonic acid by the action of 5-lipoxygenase, and prostaglandins produced therefrom by the action of cyclooxygenase are considered to eminently participate in the development of allergic asthma, allergic rhinitis, inflammations or the like. Consequently it is desired to inhibit both 5-lipoxygenase and cyclooxygenase in order to effectively and accurately suppress various allergic diseases, inflammations and the like. Thus the development of medicaments capable of potently inhibiting these enzymes is ardently desired.
DISCLOSURE OF THE INVENTION
The present inventors conducted extensive research in view of the foregoing problems in the background art, and found that novel piperazine compounds represented by the formula (I) below and salts thereof have a high lipoxygenase-inhibiting activity and a high cyclooxygenase-inhibiting activity and are useful as medicaments. The present invention has been accomplished based on this novel finding.
According to the present invention, there is provided a piperazine compound represented by the formula (1) ##STR4## wherein R and R' are the same or different and each represents a hydroxy group, a lower alkoxy group, a halogen atom, a hydrogen atom, a di(lower alkyl) hydrogenphosphate residue or a group --OR" (wherein R" is an aralkyl group, a lower alkoxycarbonyl group, an amino acid residue, a lower alkylcarbonyl group or a lower alkylcarbamoyl group) or R and R' taken together form a methylenedioxy group, Y is --CH.dbd.CH-- or --(CH).sub.m -- (wherein m is 0, 1 or 2), and Y.sub.1 is a group represented by the formula (2) ##STR5## (wherein A is --NH-- or --O--, A.sub.1 is a methylene group or a carbonyl group, n is 6 to 20, preferably 6 to 15, X is a hydroxy group, a hydrogen atom or a lower alkoxycarbonyl group, and X.sub.1 is a phenyl group which may be substituted with a halogen atom (especially 1, 2 or 3 halogen atoms) or a hydrogen atom), or a group represented by the formula (3) ##STR6## (wherein X and n are as defined above), provided that when Y is the group of the formula (3), each of R and R' is a hydroxy group; or a pharmaceutically acceptable salt thereof.
The compounds of the invention have a high lipoxygenase-inhibiting activity and a high cyclooxygenase-inhibiting activity. Examples of the lipoxygenase are 5-lipoxygenase, 12-lipoxygenase, I5-lipoxygenase, etc. The compounds of the invention exhibit a high activity of inhibiting especially 5-lipoxygenase.
The compounds of the invention have a high lipoxygenase inhibitory effect and a high cyclooxygenase inhibitory effect, and are useful as an anti-asthmatic agent, anti-allergic agent, agent for treating encephalopathy, cardiovascular agent, agent for treating nephritis, anti-inflammatory analgesic, anti-rheumatic agent, agent for treating dermatosis such as psoriasis and liver disease agent.
Accordingly the present invention provides an anti-asthmatic agent, anti-allergic agent, agent for treating encephalopathy, cardiovascular agent, agent for treating nephritis, anti-inflammatory analgesic, anti-rheumatic agent, agent for treating dermatosis such as psoriasis and liver disease agent, the agents each comprising an effective amount of the compound of the formula (1) or a pharmaceutically acceptable salt thereof, and a pharmaceutical carrier.
According to the invention, there are also provided methods of treating asthma, allergy, encephalopathy, diseases of circulatory organs, nephritis, inflammations, rheumatism, dermatosis such as psoriasis and liver diseases, the methods each comprising administering to patients an effective amount of the compound of the formula (1) or a pharmaceutically acceptable salt thereof.
Examples of lower alkoxy groups represented by R and R, in the present invention are straight- or branched-chain alkoxy groups having
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Kajitani Makoto
Nozaki Kenji
Ono Naohiko
Shindo Takashi
Suzuki Masahiro
Taiho Pharmaceutical Co. Ltd.
Tsang Cecilia
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