US4551465A
Expired / Lapsed
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Piperidine derivatives and pharmaceutical compositions containing them
Assignee: Richter Gedeon Vegyeszeti Gyar Nyrt
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Filing: 1983-12-27
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Granted: 1985-11-05
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Expires: 2003-12-27
Abstract
Abstract The invention relates to new piperidine derivatives of the formula (I) <IMAGE> (I) wherein R1 is halogen, trihalomethyl, alkyl having from one to 4 carbon atoms or alkoxy having from one to 4 carbon atoms; and R2 is hydrogen or alkyl having from one to 4 carbon atoms, and acid addition and quaternary ammonium salts thereof. According to another aspect of the invention there are provided processes for the preparation of these compounds. The compounds of the formula (I) are pharmacologically active. In particular, they inhibit the microsomal monooxigenase enzyme system of the liver. Pharmaceutical compositions containing them as active ingredient are also within the scope of the invention.
Inventors
- 👤 Edit Toth
- 👤 Jozsef Torley
- 👤 Eva Palosi
- 👤 Szabolcs Szeberenyi
- 👤 Laszlo Szporny
- 👤 Sandor Gorog
- 👤 Istvan Hajdu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:35
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088; A; A61; A61P; A61P1/00; A61P1/16; A61P39/00; A61P39/02; A61P43/00
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
46 words
A compound of the Formula (I) ##STR12## wherein R 1 is halogen, trihalomethyl, C 1 -C 4 alkyl, or C 1 -C 4 alkoxy; and R 2 is hydrogen or C 1 -C 4 alkyl, or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 2
Dependent Claim
46 words
A compound of the Formula (I) ##STR12## wherein R 1 is halogen, trihalomethyl, C 1 -C 4 alkyl, or C 1 -C 4 alkoxy; and R 2 is hydrogen or C 1 -C 4 alkyl, or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 3
Dependent Claim
18 words
1-[3-[4-[1- (3-trifluoromethylphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof as defined in claim 1.
Claim 4
Dependent Claim
17 words
4-methyl-1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof as defined in claim 1.
Claim 5
Dependent Claim
45 words
A pharmaceutical composition for inhibiting the liver microsomal monooxygenase enzyme system containing a pharmaceutically effective amount of the compound of the formula (I) as claimed in claim 1, wherein R 1 and R 2 are as defined in claim 1, or a pharmaceutically acceptable carrier.
Claim 6
Dependent Claim
28 words
A method of inhibiting the liver microsomal monooxygenase enzyme system in a susceptible subject which comprises administering an effective amount of a compound as defined in claim 1.
Claim 7
Dependent Claim
32 words
A compound selected from the following group: 2-ethyl-1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(3-trifluoromethylphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 4-methyl-1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(4-chlorophenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(3-chlorophenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; and 1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof.
Claim 8
Dependent Claim
32 words
A compound selected from the following group: 2-ethyl-1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(3-trifluoromethylphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 4-methyl-1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(4-chlorophenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; 1-[3-[4-[1-(3-chlorophenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts thereof; and 1-[3-[4-[1-(2-methoxyphenyl)-1-hydroxypropyl]-phenoxy]-propyl]-piperidine and salts 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) | 1988-11-04 | 1989-05-06 | 1989-11-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-11-04 | 1993-05-06 | 1993-11-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-11-04 | 1997-05-06 | 1997-11-05 | $7700.00 | Window Closed / Lapsed |