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US4281000A
Expired / Lapsed
US
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Substituted pyrazolo (1,5-a)pyrimidines and their use as anxiolytic agents
Assignee: Wyeth Holdings LLC
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Filing: 1980-02-26
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Granted: 1981-07-28
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Expires: 2000-02-26
Abstract
Abstract This disclosure describes substituted pyrazolo[1,5-a]pyrimidines which possess anxiolytic activity.
Inventors
- 👤 John P. Dusza
- 👤 Jay D. Albright
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 19:34
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/44; C07D213/46; C07D213/50; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/22
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
119 words
A compound selected from the group consisting of those of the formula: ##STR10## wherein R 1 is hydrogen or alkyl having from 1 to 3 carbon atoms; R 2 is selected from the group consisting of ##STR11## wherein R' is hydrogen or alkyl having from 1 to 3 carbon atoms; R 3 is hydrogen, fluoro, chloro, bromo, cyano, cyanomethyl, carbamoyl or alkyl having from 1 to 3 carbon atoms; R 4 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, formyl, carboxyl, cyano, hydroxymethyl, N-hydroxyformimidoyl, alkyl having from 1 to 3 carbon atoms and moieties of the formulae: ##STR12## where R is alkyl having from 1 to 3 carbon atoms, and the pharmacologically acceptable acid-addition salts thereof.
Claim 2
Dependent Claim
119 words
A compound selected from the group consisting of those of the formula: ##STR10## wherein R 1 is hydrogen or alkyl having from 1 to 3 carbon atoms; R 2 is selected from the group consisting of ##STR11## wherein R' is hydrogen or alkyl having from 1 to 3 carbon atoms; R 3 is hydrogen, fluoro, chloro, bromo, cyano, cyanomethyl, carbamoyl or alkyl having from 1 to 3 carbon atoms; R 4 is selected from the group consisting of hydrogen, fluoro, chloro, bromo, formyl, carboxyl, cyano, hydroxymethyl, N-hydroxyformimidoyl, alkyl having from 1 to 3 carbon atoms and moieties of the formulae: ##STR12## where R is alkyl having from 1 to 3 carbon atoms, and the pharmacologically acceptable acid-addition salts thereof.
Claim 3
Dependent Claim
7 words
The compound according to claim 1, 7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine.
Claim 4
Dependent Claim
7 words
The compound according to claim 1, 7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 5
Dependent Claim
7 words
The compound according to claim 1, 2-ethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 6
Dependent Claim
10 words
The compound according to claim 1, 7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester.
Claim 7
Dependent Claim
10 words
The compound according to claim 1, 2-ethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester.
Claim 8
Dependent Claim
10 words
The compound according to claim 1, 7-(3-thienyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester.
Claim 9
Dependent Claim
7 words
The compound according to claim 1, 7-(3-thienyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 10
Dependent Claim
7 words
The compound according to claim 1, 6-methyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 11
Dependent Claim
7 words
The compound according to claim 1, 3-bromo-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine.
Claim 12
Dependent Claim
7 words
The compound according to claim 1, 3-chloro-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine.
Claim 13
Dependent Claim
8 words
The compound according to claim 1, 7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine, pyridine-1-oxide.
Claim 14
Dependent Claim
7 words
The compound according to claim 1, 2-methyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 15
Dependent Claim
7 words
The compound according to claim 1, 2,6-dimethyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
Claim 16
Dependent Claim
10 words
The compound according to claim 1, 2-methyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester.
Claim 17
Dependent Claim
24 words
The method of meliorating anxiety in a mammal which comprises administering internally to said mammal an effective amount of a compound of claim 1.
Claim 18
Dependent Claim
28 words
The method according to claim 16 wherein the compound is that of claim 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15.
Claim 19
Dependent Claim
7 words
The compound according to claim 1, 7-(4-pyridyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile.
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) | 1984-07-27 | 1985-01-26 | 1985-07-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-07-27 | 1989-01-26 | 1989-07-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-07-27 | 1993-01-26 | 1993-07-28 | $7700.00 | Window Closed / Lapsed |