US5120736A
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4-methyl-5-(2-(4-phenylpiperazin-1-yl)ethyl)thiazole derivatives their method of preparation and the pharmaceutical compositions in which they are present
Assignee: Institut de Recherches Chimiques et Biologiques Appliquees SARL IRCEBA
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Filing: 1989-10-10
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Granted: 1992-06-09
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Expires: 2009-10-10
Abstract
Abstract PCT No. PCT/FR89/00520 Sec. 371 Date Apr. 11, 1991 Sec. 102(e) Date Apr. 11, 1991 PCT Filed Oct. 10, 1989 PCT Pub. No. WO90/03972 PCT Pub. Date Apr. 19, 1990.The present invention relates to novel 4-methyl-5-[2-(4-phenylpiperazin-1-yl)ethyl]thiazole derivatives of the general formula <IMAGE> (I) in which R is selected from a hydrogen atom, an alkyl radical having from 2 to 7 carbon atoms and an aralkyl radical of which the aryl moiety preferably consists of phenyl and of which the alkyl moiety has from 1 to 4 carbon atoms, and to the pharmaceutically acceptable salts of these derivatives. It further relates to a method of preparing these products and to pharmaceutical compositions in which they are incorporated. These derivatives are applied especially in the preparation of drugs intended for the treatment of functional dysuria associated with hyperactivity of the alpha -adrenergic sympathetic nervous system.
Inventors
- 👤 Patrick Houziaux
- 👤 Jean-Pierre Riffaud
- 👤 Jean-Yves Lacolle
- 👤 Bernard Danree
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:22
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/02; C07D277/20; C07D277/22; C07D277/28; A; A61; A61P; A61P25/00; A61P25/02; A61P7/00; A61P7/10
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
71 words
A 4-methyl-5-thiazole compound of the formula ##STR9## in which R is selected from the group consisting of a hydrogen atom, an alkyl radical having from 2 to 7 carbon atoms and an aralkyl radical of which the aryl moiety consists of phenyl or naphthyl, or optionally lower alkyl substituted phenyl or naphthyl and of which the alkyl moiety has from 1 to 4 carbon atoms, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
71 words
A 4-methyl-5-thiazole compound of the formula ##STR9## in which R is selected from the group consisting of a hydrogen atom, an alkyl radical having from 2 to 7 carbon atoms and an aralkyl radical of which the aryl moiety consists of phenyl or naphthyl, or optionally lower alkyl substituted phenyl or naphthyl and of which the alkyl moiety has from 1 to 4 carbon atoms, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
34 words
A compound according to claim 1, wherein R is selected from the group consisting of a hydrogen atoms, a methyl radical, an ethyl radical, an isopropyl radical, a butyl radical and a pentyl radical.
Claim 4
Dependent Claim
47 words
A pharmaceutical composition for the treatment of functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, said composition containing an effective amount of at least one compound according to claim 8 as the active ingredient, in combination with a pharmaceutically acceptable vehicle, excipient or carrier.
Claim 5
Dependent Claim
47 words
A pharmaceutical composition for the treatment of functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, said composition containing an effective amount of at least one compound according to claim 2 as the active ingredient, in combination with a pharmaceutically acceptable vehicle, excipient or carrier.
Claim 6
Dependent Claim
39 words
A 4-methyl-5-thiazole compound of the formula ##STR10## in which R is selected from the group consisting of a hydrogen atom, an alkyl radical having from 2 to 7 carbon atoms, an aralkyl radical or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
39 words
A 4-methyl-5-thiazole compound of the formula ##STR10## in which R is selected from the group consisting of a hydrogen atom, an alkyl radical having from 2 to 7 carbon atoms, an aralkyl radical or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
28 words
A compound according to claim 5, wherein R is selected from the group consisting of a hydrogen atom, an ethyl, an isopropyl, a butyl and a pentyl radical.
Claim 9
Dependent Claim
47 words
A pharmaceutical composition for the treatment of functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, said composition containing an effective amount of at least one compound according to claim 5 as the active ingredient, in combination with a pharmaceutically acceptable vehicle, excipient or carrier.
Claim 10
Dependent Claim
36 words
A method of treating functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, which comprises administering an effective amount of at least one compound according to claim 1, or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
36 words
A method of treating functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, which comprises administering an effective amount of at least one compound according to claim 5, or a pharmaceutically acceptable salt thereof.
Claim 12
Independent Claim
29 words
A method of treating functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, which comprises administering an effective amount of 4-methyl-5-thiazole or a pharmaceutically acceptable salt thereof.
Claim 13
Independent Claim
29 words
A method of treating functional dysuria associated with hyperactivity of the -adrenergic sympathetic nervous system, which comprises administering an effective amount of 4-methyl-5-thiazole or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-06-09 | 1995-12-09 | 1996-06-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-06-09 | 1999-12-09 | 2000-06-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-06-09 | 2003-12-09 | 2004-06-09 | $7700.00 | Window Closed / Lapsed |