US4374988A
Expired / Lapsed
US
⏱️ 0.0 years remaining
4-Heteroarylimidazo-[1,5-A]pyrimidines
Assignee: Wyeth Holdings LLC
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Filing: 1981-11-05
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Granted: 1983-02-22
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Expires: 2001-11-05
Abstract
Abstract Novel pyrimidine compounds are disclosed of the class represented by the formula: ##STR1## wherein R 1 is selected from the class consisting essentially of hydrogen, chloro, bromo, cyano (--CN), carbamoyl (--CO--NH 2 ), carboxyl (--COOH), and lower alkoxycarbonyl (--CO--O--R 3 , where R 3 is a lower alkyl radical having 1-4 carbon atoms), and wherein R 2 is a monovalent radical selected from the class consisting essentially of furyl, thienyl, 3-pyridyl and 3-pyridyl-N-oxide, either of said pyridyl radicals optionally being substituted with an alkyl radical having from 1 to 4 carbon atoms. Processes of preparing such compounds are disclosed. The novel compounds are useful as anxiolytic agents in ameliorating anxiety in a mammal.
Inventors
- 👤 John P. Dusza
- 👤 Jay D. Albright
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:23
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/44; C07D213/46; C07D213/50; C07D307/00; C07D307/02; C07D307/34; C07D307/38; C07D307/52; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/22; C07D405/00; C07D405/02; C07D405/12; C07D409/00; C07D409/02; C07D409/12; C07D487/00; C07D487/02; C07D487/04
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
84 words
Compounds having the formula ##STR12## wherein R 1 is selected from the class consisting essentially of hydrogen, chloro, bromo, cyano (--CN), carbamoyl (--CO--NH 2 ), carboxyl (--COOH), and lower alkoxycarbonyl (--CO--O--R 3 , where R 3 is a lower alkyl radical having 1-4 carbon atoms), and wherein R 2 is a monovalent radical selected from the class consisting essentially of furyl, thienyl, 3-pyridyl and 3-pyridyl-N-oxide, either of said pyridyl radicals optionally being substituted with an alkyl radical having from 1 to 4 carbon atoms.
Claim 2
Dependent Claim
84 words
Compounds having the formula ##STR12## wherein R 1 is selected from the class consisting essentially of hydrogen, chloro, bromo, cyano (--CN), carbamoyl (--CO--NH 2 ), carboxyl (--COOH), and lower alkoxycarbonyl (--CO--O--R 3 , where R 3 is a lower alkyl radical having 1-4 carbon atoms), and wherein R 2 is a monovalent radical selected from the class consisting essentially of furyl, thienyl, 3-pyridyl and 3-pyridyl-N-oxide, either of said pyridyl radicals optionally being substituted with an alkyl radical having from 1 to 4 carbon atoms.
Claim 3
Dependent Claim
11 words
Compounds of claim 1 wherein R 2 is furyl or thienyl.
Claim 4
Dependent Claim
26 words
Compounds of claim 1 wherein R 1 is selected from the class consisting essentially of cyano, chloro or bromo, and R 2 is furyl or thienyl.
Claim 5
Dependent Claim
17 words
Compounds of claim 2 wherein R 1 is lower alkoxycarbonyl having from 2 to 4 carbon atoms.
Claim 6
Dependent Claim
9 words
Compounds of claim 1 wherein R 1 is carbamoyl.
Claim 7
Dependent Claim
15 words
The compound of claim 1 wherein R 1 is cyano and R 2 is 2-thienyl.
Claim 8
Dependent Claim
15 words
The compound of claim 1 wherein R 1 is cyano and R 2 is 3-thienyl.
Claim 9
Dependent Claim
15 words
The compound of claim 1 wherein R 1 is carbamoyl and R 2 is thienyl.
Claim 10
Dependent Claim
15 words
The compound of claim 1 wherein R 1 is chloro and R 2 is thienyl.
Claim 11
Dependent Claim
9 words
Compounds of claim 1 wherein R 2 is 3-pyridyl.
Claim 12
Dependent Claim
13 words
Compounds of claim 10 wherein R 2 is 3-pyridyl substituted with lower alkyl.
Claim 13
Dependent Claim
24 words
Compounds of claim 1 wherein R 2 is 3-pyridyl and R 1 is selected from the class consisting essentially of cyano, chloro and bromo.
Claim 14
Dependent Claim
21 words
Compounds of claim 1 wherein R 2 is 3-pyridyl and R 1 is lower alkoxycarbonyl having 2 to 4 carbon atoms.
Claim 15
Dependent Claim
15 words
The compound of claim 1 wherein R 2 is 3-pyridyl and R 1 is cyano.
Claim 16
Dependent Claim
15 words
The compound of claim 1 wherein R 2 is 3-pyridyl and R 1 is carbamoyl.
Claim 17
Dependent Claim
15 words
The compound of claim 1 wherein R 2 is 3-pyridyl and R 1 is carboxyl.
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) | 1986-02-21 | 1986-08-23 | 1987-02-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-02-21 | 1990-08-23 | 1991-02-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-02-21 | 1994-08-23 | 1995-02-22 | $7700.00 | Window Closed / Lapsed |