US4064244A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Organic compounds
Assignee: Sandoz AG
•
Filing: 1975-06-18
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Granted: 1977-12-20
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Expires: 1995-06-18
Abstract
Abstract The present invention concerns novel 2-(1-piperazinyl)-thiazole derivatives of the formula, <IMAGE> wherein R1 is alkyl or cycloalkly, R2 is hydrogen or alkyl, and R3 is benzyl, alkoxyalkyl or alkoxycarbonyl, or alkyl, alkenyl, alkanoyl or hydroxyalkyl, or acyloxyalkyl, USEFUL AS VIGILANCE INCREASING AGENTS, ANOREXIGENIC AGENTS AND ANTI-MIGRAINE AGENTS.
Inventors
- 👤 Dieter Sorg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 08:16
CPC Classifications
C; C07; C07D; C07D417/00; C07D417/02; C07D417/04
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
82 words
A compound of the formula ##STR11## where R 1 is t-butyl or cycloalkyl of 3 to 8 carbon atoms, R 2 is hydrogen or alkyl of 1 to 4 carbon atoms, and R 3 is benzyl, alkoxyalkyl or alkoxycarbonyl having at most 6 carbon atoms in the aggregate thereof, or alkyl, alkenyl, alkanoyl or hydroxyalkyl having at most 4 carbon atoms, or alkanoyloxy alkyl having at most 8 carbon atoms in the aggregate thereof or a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim
82 words
A compound of the formula ##STR11## where R 1 is t-butyl or cycloalkyl of 3 to 8 carbon atoms, R 2 is hydrogen or alkyl of 1 to 4 carbon atoms, and R 3 is benzyl, alkoxyalkyl or alkoxycarbonyl having at most 6 carbon atoms in the aggregate thereof, or alkyl, alkenyl, alkanoyl or hydroxyalkyl having at most 4 carbon atoms, or alkanoyloxy alkyl having at most 8 carbon atoms in the aggregate thereof or a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 4
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 5
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-methyl-1-piperazinyl)-4-cyclohexyl-thiazole.
Claim 6
Dependent Claim
8 words
The compound of claim 1 which is 2-[4-(2-hydroxyethyl)-1-piperazinyl]-4-tert.butylthiazole.
Claim 7
Dependent Claim
8 words
The compound of claim 1, which is 2-(4-ethoxycarbonyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 8
Dependent Claim
8 words
The compound of claim 1, which is 2-(4-acetyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 9
Dependent Claim
8 words
The compound of claim 1, which is 2-(4-benzyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 10
Dependent Claim
8 words
The compound of claim 1, which is 2-[4-(2-methoxyethyl)-1-piperazinyl]-4-tert.butylthiazole.
Claim 11
Dependent Claim
8 words
The compound of claim 1, which is 2-[4-(2-hydroxyethyl)-1-piperazinyl]-4-cyclopentylthiazole.
Claim 12
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-sec.butyl-thiazole.
Claim 13
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-sec.butyl-thiazole.
Claim 14
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-isobutyl-thiazole.
Claim 15
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-isobutyl-thiazole.
Claim 16
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-n-butyl-thiazole.
Claim 17
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-n-butyl-thiazole.
Claim 18
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-methyl-1-piperazinyl)-4-cyclopropyl-thiazole.
Claim 19
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-methyl-1-piperazinyl)-4-cyclobutyl-thiazole.
Claim 20
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-cyclopentyl-thiazole.
Claim 21
Dependent Claim
5 words
The compound which is 2-(4-methyl-1-piperazinyl)-4-cyclopentyl-thiazole.
Claim 22
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-methyl-1-piperazinyl)-4-cycloheptyl-thiazole.
Claim 23
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-methyl-1-piperazinyl)-4-n-heptyl-thiazole.
Claim 24
Dependent Claim
8 words
The compound of claim 1 which is 2-[4-(2-acetoxyethyl)-1-piperazinyl]-4-tert.butylthiazole.
Claim 25
Dependent Claim
8 words
The compound of claim 1 which is 2-(4-allyl-1-piperazinyl)-4-tert.butyl-thiazole.
Claim 26
Dependent Claim
8 words
The compound of claim 1, which is 2-(4-methyl-1-piperazinyl)-4-tert.butyl-5-methylthiazole.
Claim 27
Dependent Claim
10 words
A compound of claim 1, wherein R 2 is hydrogen.
Claim 28
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is benzyl.
Claim 29
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkoxyalkyl.
Claim 30
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkoxycarbonyl.
Claim 31
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkyl.
Claim 32
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkenyl.
Claim 33
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkanoyl.
Claim 34
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is hydroxyalkyl.
Claim 35
Dependent Claim
10 words
A compound of claim 1, wherein R 3 is alkanoyloxyalkyl.
Claim 36
Dependent Claim
19 words
A pharmaceutical composition consisting essentially of a compound of claim 1 in association with a pharmaceutical carrier or diluent.
Claim 37
Dependent Claim
28 words
A method of increasing vigilance in animals which comprises administering a therapeutically effective amount of a compound of claim 1 to an animal in need of such treatment.
Claim 38
Dependent Claim
28 words
A method of treating obesity in animals which comprises administering a therapeutically effective amount of a compound of claim 1 to an animal in need of such treatment.
Claim 39
Dependent Claim
28 words
A method of treating migraine in animals which comprises administering a therapeutically effective amount of a compound of claim 1 to an animal in need of such treatment.
Claim 40
Dependent Claim
28 words
A method of increasing vigilance in animals which comprises administering a therapeutically effective amount of the compound of claim 2 to an animal in need of such treatment.
Claim 41
Dependent Claim
18 words
A method according to claim 34 in which 5 to 2000 milligrams of the compound are administered daily.
Claim 42
Dependent Claim
20 words
A method according to claim 34 in which 1 to 1000 milligrams of the compound are administered per unit dose.
Claim 43
Dependent Claim
21 words
A pharmaceutical composition useful in increasing viligance consisting essentially of the compound of claim 2 with a pharmaceutical carrier or diluent.
Claim 44
Dependent Claim
15 words
A pharmaceutical composition according to claim 37 comprising 1 to 1000 milligrams per unit dosage.
Claim 45
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is t-butyl.
Claim 46
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is cyclopentyl.
Claim 47
Dependent Claim
10 words
A compound of claim 1 wherein R 1 is cycloalkyl.
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) | 1980-12-19 | 1981-06-20 | 1981-12-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-19 | 1985-06-20 | 1985-12-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-19 | 1989-06-20 | 1989-12-20 | $7700.00 | Window Closed / Lapsed |