US4192944A
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US
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Optionally substituted 4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-4-yl)carboxamides and their use as antiallergy agents
Assignee: Bristol Myers Co
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Filing: 1978-04-03
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Granted: 1980-03-11
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Expires: 1998-04-03
Abstract
Abstract A novel series of optionally substituted 4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamides is provided for use as inhibitors of allergic reactions. The compounds exhibit antiallergy activity by both oral and parenteral routes of administration.
Inventors
- 👤 Peter F. Juby
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 14:20
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/73; A; A61; A61P; A61P37/00; A61P37/08; C07D213/74; C07D213/75; C07D471/00; C07D471/02; C07D471/04
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
69 words
A compound of the formula ##STR52## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof, with the proviso that when R 1 and R 2 are tertiary alkyl or tertiary alkoxy groups, they are located on non-adjacent positions.
Claim 2
Dependent Claim
69 words
A compound of the formula ##STR52## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof, with the proviso that when R 1 and R 2 are tertiary alkyl or tertiary alkoxy groups, they are located on non-adjacent positions.
Claim 3
Dependent Claim
26 words
A compound of claim 1 wherein R 1 and R 2 are each independently hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 4
Dependent Claim
70 words
A compound of the formula ##STR53## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof, with the proviso that when both R 1 and R 2 are tertiary alkyl or tertiary alkoxy groups, they are located on non-adjacent positions.
Claim 5
Dependent Claim
70 words
A compound of the formula ##STR53## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof, with the proviso that when both R 1 and R 2 are tertiary alkyl or tertiary alkoxy groups, they are located on non-adjacent positions.
Claim 6
Dependent Claim
26 words
A compound of claim 3 wherein R 1 and R 2 are each independently hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 7
Dependent Claim
46 words
A compound of the formula ##STR54## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
46 words
A compound of the formula ##STR54## wherein R 1 and R 2 which may be the same or different are each hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
26 words
A compound of claim 5 wherein R 1 and R 2 are each independently hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 10
Dependent Claim
13 words
The compound of claim 5 named 7,9-dimethyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
35 words
A compound of the formula ##STR55## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
35 words
A compound of the formula ##STR55## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 13
Dependent Claim
21 words
A compound of claim 8 wherein R 1 is hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 14
Dependent Claim
13 words
The compound of claim 8 named 8-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 15
Dependent Claim
35 words
A compound of the formula ##STR56## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 16
Dependent Claim
35 words
A compound of the formula ##STR56## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
21 words
A compound of claim 11 wherein R 1 is hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 18
Dependent Claim
13 words
The compound of claim 11 named 7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
13 words
The compound of claim 11 named 7-ethyl-4-oxo-4H-pyrido-[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
13 words
The compound of claim 11 named 7-n-butyl-4-oxo-4H-pyrido-[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 21
Dependent Claim
13 words
The compound of claim 11 named 7-phenyl-4-oxo-4H-pyrido-[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 22
Dependent Claim
35 words
A compound of the formula ##STR57## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 23
Dependent Claim
35 words
A compound of the formula ##STR57## wherein R 1 is hydrogen, halogen, (lower)alkyl, (lower)alkenyl, (lower)alkynyl, (lower)alkoxy, CF 3 , hydroxy, (lower)alkylthio, amino, nitro, (lower)alkylamino, di(lower)alkylamino, carboxyl, phenyl, or (lower)alkylsulfinyl, or a pharmaceutically acceptable salt thereof.
Claim 24
Dependent Claim
21 words
A compound of claim 17 wherein R 1 is hydrogen, (lower)alkyl, (lower)alkenyl, (lower)alkoxy, hydroxy, (lower)alkylthio, halogen, CF 3 , or amino.
Claim 25
Dependent Claim
13 words
The compound of claim 17 named 9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 26
Dependent Claim
9 words
The sodium salt of the compound of claim 19.
Claim 27
Dependent Claim
9 words
The potassium salt of the compound of claim 19.
Claim 28
Dependent Claim
13 words
The compound of claim 17 named 9-ethyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 29
Dependent Claim
9 words
The sodium salt of the compound of claim 22.
Claim 30
Dependent Claim
9 words
The potassium salt of the compound of claim 22.
Claim 31
Dependent Claim
13 words
The compound of claim 17 named 4-oxo-4H-pyrido[1,2-a]-pyrimidine-3-N-(1H-tetrazol-5-yl)carboxamide, or a pharmaceutically acceptable salt thereof.
Claim 32
Dependent Claim
9 words
The sodium salt of the compound of claim 25.
Claim 33
Dependent Claim
9 words
The potassium salt of the compound of claim 25.
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) | 1983-03-11 | 1983-09-10 | 1984-03-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-03-11 | 1987-09-10 | 1988-03-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-03-11 | 1991-09-10 | 1992-03-11 | $7700.00 | Window Closed / Lapsed |