Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1983-02-07
1985-06-18
Rotman, Alan L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
546288, 546298, 560170, C07D21357, C07D21350, A61K 3144
Patent
active
045241490
ABSTRACT:
4-R.sub.2 -5-(Lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones (I), useful as cardiotonics, where R.sub.2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinonitrile (III), Q is CN) or corresponding 4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinic acid and decarboxylating said substituted nictotinic acid to produce I. Also disclosed and claimed are cardiotonic uses of 3-Q-4-R.sub.2 -5-(lower-alkanoyl)-6-(lower-alkyl)-2(1H)-pyridinones where Q is hydrogen or cyano and R.sub.2 is hydrogen or methyl (III). Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiotonic.
REFERENCES:
patent: 3654291 (1972-04-01), Witzel et al.
patent: 4412077 (1983-10-01), Lesher et al.
Sunthankar et al., Chemical Abstracts, vol. 80, No. 23, Abst. No. 133,202r, June 10, 1974.
Sunthankar et al., [Indian J. of Chem. 11, 1315-16, (1973)].
Kato et al., [J. Heterocyclic Chem. 18, 603-606, (1981)].
Kato et al., [Chem. Pharm. Bull. 17, 2411-2416, (1969)].
Fujita, [Chem. Pharm. Bull. 23, 501-506, (1975)].
Krasnaya et al., [C.A. 87, 68099r, (1977)].
Lesher George Y.
Singh Baldev
Bair Robert K.
DuPont Paul E.
Rotman Alan L.
Sterling Drug Inc.
Wyatt B. Woodrow
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