5-(Phenyl)-1,6-naphthyridin-2(1H)-ones, their cardiotonic use and preparation
First Claim
1. 1-R-5-Ar-1,6-naphthyridin-2(1H)-one having the formula ##STR4## or acid-addition or cationic salt thereof, where R is hydrogen or methyl and Ar is phenyl or phenyl substituted by a member selected from methyl, ethyl, methoxy, ethoxy, hydroxy, amino, acetylamino, methanesulfonylamino, bromo, chloro, fluoro, nitro, cyano or carbamyl.
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Accused Products
Abstract
1-R-5-Ar-1,6-naphthyridin-2(1H)-ones (I) or salts thereof, where R is hydrogen or methyl, and Ar is phenyl or phenyl substituted by methyl, ethyl, methoxy, ethoxy, hydroxy, amino, acetylamino, methanesulfonylamino, bromo, chloro, fluoro, cyano or carbamyl are useful as cardiotonic agents and corresponding compounds where Ar is nitrophenyl are useful as intermediates. Also shown as intermediates, are 5-(Ar--CO)-6-[2-(di-lower-alkylamino)-ethenyl]-2(1H)-pyridinones (II) or salts thereof, where Ar is phenyl or phenyl substituted by methyl, ethyl, methoxy, ethoxy, bromo, chloro, fluoro, cyano or nitro and 5-(Ar--CO)-6-methyl-2(1H)-pyridinones (III) where Ar is phenyl or phenyl substituted by methyl, ethyl, methoxy, ethoxy, bromo, chloro, fluoro, hydroxy, cyano or nitro; said compounds (III) where Ar is phenyl or hydroxyphenyl also are useful as cardiotonic agents. Processes for preparing the compounds of formulas I, II and III are shown.
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Citations
31 Claims
- 1. 1-R-5-Ar-1,6-naphthyridin-2(1H)-one having the formula ##STR4## or acid-addition or cationic salt thereof, where R is hydrogen or methyl and Ar is phenyl or phenyl substituted by a member selected from methyl, ethyl, methoxy, ethoxy, hydroxy, amino, acetylamino, methanesulfonylamino, bromo, chloro, fluoro, nitro, cyano or carbamyl.
- 9. 5-(Ar--CO)-6-[2-(di-lower-alkylamino)ethenyl]-2(1H)-pyridinone having the formula ##STR5## or acid-addition salt thereof, where Ar is phenyl or phenyl substituted by a member selected from methyl, ethyl, methoxy, ethoxy, bromo, chloro, fluoro, cyano or nitro, and R1 and R2 are each lower-alkyl.
- 16. 5-(Ar--CO)-6-methyl-2(1H)-pyridinone having the formula ##STR6## where Ar is phenyl or phenyl substituted by a member selected from methyl, ethyl, methoxy, ethoxy, bromo, chloro, fluoro, hydroxy, cyano or nitro.
Specification