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Home Vasodialators Substituted-hydroxy-pyridones

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 Substituted hydroxy pyridones

Details
Inventors: Nadelson, Jeffrey;
Assignee: Sandoz, Inc. (E. Hanover, NJ)
Primary Examiner: Randolph; John D.
Assistant Examiner:
Attorney, Agent or Firm: Sharkin; Gerald D., Honor; Robert S., Rothwell; Timothy G.

Substituted hydroxy pyridones, e.g., 3-(1-iminopropyl)-4-hydroxy-6-phenyl-1-methyl-2-(1H)-pyridone, are prepared by reducing corresponding isoxazolo[4,5-c]pyridin-4(5H)-ones and are useful as minor tranquilizers, sleep inducers and neuroleptics.

DETAILED DESCRIPTION What is claimed is: 1.
A compound of the formula ##STR8## where R.
sub.
1 represents lower alkyl or cycloalkyl, R.
sub.
2 represents hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl or alkoxy, and R.
sub.
3 represents straight chain lower alkyl, or a pharmaceutically acceptable salt thereof.
2.
A compound of the formula ##STR9## where R.
sub.
2 and R.
sub.
3 are as defined in claim 1, or a pharmaceutically acceptable salt thereof.
3.
A compound of the formula ##STR10## where R.
sub.
1 and R.
sub.
3 are as defined in claim 1, or a pharmaceutically acceptable salt thereof.
4.
A compound of the formula ##STR11## where R.
sub.
3 is as defined in claim 1, or a pharmaceutically acceptable salt thereof.
5.
The compound of claim 1 which is 3-(1-iminopropyl)-4-hydroxy-6-phenyl-1-methyl-2(1H)-pyridone.
6.
The compound of claim 1 which is 3-(1-iminopropyl)-4-hydroxy-6-(p-fluorophenyl)-1-methyl-2(1H)-pyridone.
7.
The compound of claim 1 which is 3-(1-iminopropyl)-4-hydroxy-6-(m-fluorophenyl)-1-methyl-2(1H)-pyridone.
8.
The compound of claim 1 which is 3-(1-iminopropyl)-4-hydroxy-6-(o-fluorophenyl)-1-methyl-2(1H)-pyridone.
9.
A pharmaceutical composition comprising an anti-psychotic-effective amount of a compound of claim 1 and a pharmaceutically acceptable diluent or carrier therefor.




Description:
This invention relates to substituted hydroxy pyridones which exhibit minor tranquilizer, sleep inducer and neuroleptic activity.
In particular, it relates to 3-iminoalkyl-4-hydroxy-6-substituted or unsubstituted phenyl-1-substituted-2-(1H)-pyridones, intermediates thereof and pharmaceutically acceptable salts thereof.
The compounds of this invention may be represented by the following structural formula ##STR1## wherein R.
sub.
1 represents lower alkyl, i.
e.
, alkyl having 1 to 4 carbon atoms, e.
g.
, methyl, ethyl, isopropyl and the like, or cycloalkyl, i.
e.
, cycloalkyl having 3 to 6 carbon atoms, e.
g.
, cyclopropyl, cyclobutyl and the like, R.
sub.
2 represents hydrogen, halo having an atomic weight of about 19 to 36, lower alkyl as defined above, or lower alkoxy, i



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