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US4404203A
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Substituted 6-phenyl-3(2H)-pyridazinones useful as cardiotonic agents
Assignee: Warner Lambert Co LLC
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Filing: 1981-05-14
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Granted: 1983-09-13
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Expires: 2001-05-14
Abstract
Abstract Substituted 6-phenyl-3(2H)-pyridazinone compounds are useful as cardiotonic agents. Said compounds cause a significant increase in myocardial contractility in the anesthetized dog. Said compounds are produced by reacting substituted benzoylpropionic acids with suitably substituted hydrazines to provide 6-phenyl-4,5-dihydro-3(2H)-pyridazinones which are dehydrogenated to the desired product. The intermediate 6-phenyl-4,5-dihydro-3(2H)-pyridazinones are themselves useful as cardiotonic agents.
Inventors
- 👤 Ila Sircar
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 01:23
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/495; A61K31/50
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
148 words
A compound having the structural formula: ##STR8## wherein represents a double or single bond between two carbon atoms; R is hydrogen, lower alkyl, --CH 2 C 6 H 5 or --C 6 H 5 ; and when R 1 is hydrogen, R 2 is CF 3 , --CH 2 C 6 H 5 , CN, CO 2 H, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 ,--CH 2 OH, N(R 3 ) 2 , and when R 2 is hydrogen, R 1 is --CF 3 , --CN, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 , N(R 3 ) 2 , wherein R 3 is hydrogen or lower alkyl; Y and Z are hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, phenoxy, sulfonamido; wherein lower alkyl and lower alkoxy contain 1 to 3 carbon atoms; and the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
148 words
A compound having the structural formula: ##STR8## wherein represents a double or single bond between two carbon atoms; R is hydrogen, lower alkyl, --CH 2 C 6 H 5 or --C 6 H 5 ; and when R 1 is hydrogen, R 2 is CF 3 , --CH 2 C 6 H 5 , CN, CO 2 H, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 ,--CH 2 OH, N(R 3 ) 2 , and when R 2 is hydrogen, R 1 is --CF 3 , --CN, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 , N(R 3 ) 2 , wherein R 3 is hydrogen or lower alkyl; Y and Z are hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, phenoxy, sulfonamido; wherein lower alkyl and lower alkoxy contain 1 to 3 carbon atoms; and the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
29 words
A compound having the structural formula: ##STR9## and the pharmaceutically acceptable salts thereof where R and R 4 are hydrogen or lower alkyl; and X is hydrogen or halogen.
Claim 4
Dependent Claim
29 words
A compound having the structural formula: ##STR9## and the pharmaceutically acceptable salts thereof where R and R 4 are hydrogen or lower alkyl; and X is hydrogen or halogen.
Claim 5
Independent Claim
178 words
The method for increasing cardiotonic contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form in a pharmaceutically acceptable carrier to such a patient an effective amount of a compound having the structure: ##STR10## wherein represents a single or double bond between two carbon atoms; R is hydrogen, lower alkyl, --CH 2 C 6 H 5 or --C 6 H 5 ; and when R 1 is hydrogen, R 2 is CF 3 , CN, CO 2 H, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 ,--CH 2 OH, N(R 3 ) 2 , and when R 2 is hydrogen, R 1 is --CF 3 , --CN, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 , N(R 3 ) 2 , wherein R 3 is hydrogen or lower alkyl Y and Z are hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, phenoxy, sulfonamido; wherein lower alkyl and lower alkoxy contain 1 to 3 carbon atoms; and the pharmaceutically acceptable acid addition salts thereof.
Claim 6
Independent Claim
178 words
The method for increasing cardiotonic contractility in a patient requiring such treatment which comprises administering orally or parenterally in a solid or liquid dosage form in a pharmaceutically acceptable carrier to such a patient an effective amount of a compound having the structure: ##STR10## wherein represents a single or double bond between two carbon atoms; R is hydrogen, lower alkyl, --CH 2 C 6 H 5 or --C 6 H 5 ; and when R 1 is hydrogen, R 2 is CF 3 , CN, CO 2 H, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 ,--CH 2 OH, N(R 3 ) 2 , and when R 2 is hydrogen, R 1 is --CF 3 , --CN, CON(R 3 ) 2 , CH 2 N(R 3 ) 2 , N(R 3 ) 2 , wherein R 3 is hydrogen or lower alkyl Y and Z are hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, phenoxy, sulfonamido; wherein lower alkyl and lower alkoxy contain 1 to 3 carbon atoms; and the pharmaceutically acceptable acid addition salts thereof.
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) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |