US4374141A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-Substituted amino-5-(pyridinyl)-nicotinamides and their cardiotonic use
Assignee: STWB Inc
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Filing: 1981-08-17
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Granted: 1983-02-15
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Expires: 2001-08-17
Abstract
Abstract Shown is a process for preparing cardiotonically active 1,3-dihydro-3-R-6-PY-5-Q-2H-imidazo[4,5-b]pyridin-2-ones, where Q is hydrogen or lower-alkyl, R is lower-alkyl, lower-hydroxyalkyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene and NB is di-(lower-alkyl)amino or 4-morpholinyl, and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two substituents, by reacting a 2-RNH-5-PY-6-Q-nicotinamide with an alkali metal hypohalite. Also shown are cardiotonic compositions and a method for increasing cardiac contractility using 2-RR'N-5-PY-6-Q-nicotinamides or pharmaceutically acceptable acid-addition salts thereof, where R' is hydrogen or methyl. Also shown is the process for preparing said 2-RR'N-5-PY-6-Q-nicotinamides by reacting a 2-halo-5-PY-6-Q-nicotinamide with an amine of the formula RR'NH.
Inventors
- 👤 George Y. Lesher
- 👤 Chester J. Opalka, Jr.
- 👤 Donald F. Page
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 12:20
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/81; C07D213/82; C07D471/00; C07D471/02; C07D471/04
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
60 words
A 2-RR'N-5-PY-6-Q-nicotinamide having the formula ##STR5## where Q is hydrogen or lower-alkyl, R is lower-alkyl, lower-hydroxyalkyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene having at least two carbon atoms between its connecting linkages, R' is hydrogen or methyl and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, or pharmaceutically acceptable acid-addition salt thereof.
Claim 2
Dependent Claim
60 words
A 2-RR'N-5-PY-6-Q-nicotinamide having the formula ##STR5## where Q is hydrogen or lower-alkyl, R is lower-alkyl, lower-hydroxyalkyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene having at least two carbon atoms between its connecting linkages, R' is hydrogen or methyl and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents, or pharmaceutically acceptable acid-addition salt thereof.
Claim 3
Dependent Claim
31 words
A compound according to claim 1 where PY is 4-pyridinyl or 3-pyridinyl, R is methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl, R' is hydrogen or methyl and Q is hydrogen, methyl or ethyl.
Claim 4
Dependent Claim
7 words
2-(2-Hydroxyethylamino)-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 5
Dependent Claim
7 words
2-(2-Hydroxyethylamino)-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 6
Dependent Claim
7 words
2-(2-Hydroxypropylamino)-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 7
Dependent Claim
7 words
2-(2-Hydroxypropylamino)-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 8
Dependent Claim
7 words
2-Methylamino-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 9
Dependent Claim
7 words
2-Methylamino-5-(4-pyridinyl)nicotinamide or pharmaceutically acceptable acid-addition salt thereof.
Claim 10
Dependent Claim
81 words
A cardiotonic composition for increasing cardiac contractility, said composition comprising a pharmaceutically acceptable inert carrier and, as the active component thereof, a cardiotonically effective amount of 2-RR'N-5-PY-6-Q-nicotinamide or pharmaceutically acceptable acid-addition salt thereof, where Q is hydrogen or lower-alkyl, R is lower-alkyl, lower-hydroxyalkyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene having at least two carbon atoms between its connecting linkages, R' is hydrogen or methyl and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents.
Claim 11
Dependent Claim
81 words
A cardiotonic composition for increasing cardiac contractility, said composition comprising a pharmaceutically acceptable inert carrier and, as the active component thereof, a cardiotonically effective amount of 2-RR'N-5-PY-6-Q-nicotinamide or pharmaceutically acceptable acid-addition salt thereof, where Q is hydrogen or lower-alkyl, R is lower-alkyl, lower-hydroxyalkyl, lower-alkoxyalkyl or Y-NB where Y is lower-alkylene having at least two carbon atoms between its connecting linkages, R' is hydrogen or methyl and PY is 4- or 3-pyridinyl or 4- or 3-pyridinyl having one or two lower-alkyl substituents.
Claim 12
Dependent Claim
31 words
A composition according to claim 6, where PY is 4-pyridinyl or 3-pyridinyl, R is methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl, R' is hydrogen or methyl and Q is hydrogen, methyl or ethyl.
Claim 13
Dependent Claim
16 words
A composition according to claim 6 where the active component is 2-methylamino-5-(4-pyridinyl)nicotinamide or pharmaceutically-acceptable acid-addition thereof.
Claim 14
Dependent Claim
34 words
The method for increasing cardiac contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form to such patient said cardiotonic composition of claim 6.
Claim 15
Dependent Claim
34 words
The method for increasing cardiac contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form to such patient said cardiotonic composition of claim 7.
Claim 16
Dependent Claim
34 words
The method for increasing cardiac contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form to such patient said cardiotonic composition of claim 8.
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) | 1986-02-14 | 1986-08-16 | 1987-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-02-14 | 1990-08-16 | 1991-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-02-14 | 1994-08-16 | 1995-02-15 | $7700.00 | Window Closed / Lapsed |