5-methyl(or ethyl)-1,6-naphthyridin-2(1H)-one 6-oxides, their pr

Details 5-methyl(or ethyl)-1,6-naphthyridin-2(1H)-one 6-oxides, their pr 5-methyl(or ethyl)-1,6-naphthyridin-2(1H)-one 6-oxides, their pr

1984-11-28

1986-08-05

Jiles, Henry R.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

546122, A61K 3144, C07D47104

Patent

active

046043993

ABSTRACT:
4-R'-5-Q-1,6-naphthyridin-2(1H)-ones (I), where R' is hydrogen or methyl and Q is hydroxymethyl, 1-hydroxyethyl alkanoyloxymethyl or 1-alkanoyloxyethyl, are produced by first reacting 4-R'-5-acetyl(or n-propanoyl)-6-[2-(di-lower-alkylamino]-2(1H)-pyridinone [III] with hydroxylamine or salt thereof to produce 4-R'-5-Q'-1,6-naphthyridin-2(1H)-one-6-oxide (II), where R' is defined as above and Q' is methyl or ethyl; next reacting II with an alkanoic anhydride to produce I where Q is alkanoyloxymethyl or 1-alkanoyloxyethyl; and, then hydrolyzing said alkanoyloxymethyl or -ethyl compound to produce I where Q is hydroxymethyl or 1-hydroxyethyl. Also shown is the cardiotonic use of II and I where Q is hydroxymethyl, 1-hydroxyethyl or alkanoyloxymethyl.

REFERENCES:
Chemical Abstracts 72, 12,615d (1970).
Ogata et al. [Chem. Pharm. Bull. 20, 2264 (1972)].

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