Pyrimido(4,5-c)pyridazines
AssigneeBurroughs Wellcome Co.
InventorsRobert W. Morrison, Jr., William R. Mallory, Virgil L. Styles
Life of this patent
Estimating the term…
Abstract
The present invention provides pyrimido(4,5-c)pyridazines, to methods for preparing them, formulations containing them and the preparation of such formulation and the use of such compounds in human therapy. These pyrimido(4,5-c)pyridazines of this invention are useful due to their activity as inhibitors of dihydropteroic and biosynthesis.
Claims14
A compound of the formula (II):
- ##STR20## or a tautomer, or a pharmaceutically acceptable salt thereof, wherein R.sup.1 is:
- lower alkyl;
- hydroxymethyl;
- phenyl;
- carboxy;
- benzyl;
- benzyl substituted in the phenyl ring with nitro or lower alkoxy;
- phenacyl;
- phenacyl substituted in the phenyl ring with hydroxy or lower alkoxy;
- a carboxylic acid acyloxymethyl of from 1 to 6 carbon atoms arranged in a straight or branched chain;
- indolyl;
- indolyl methyl;
- CH(CN)CH.sub.2 C.sub.6 H.sub.5 ;
- CH(CN)CH.sub.2 C.sub.6 H.sub.5 substituted in the phenyl ring with lower alkoxy;
- or
- CH(Y)CO.sub.2 Z or CH.sub.2 CH.sub.2 CO.sub.2 Z in which Y is hydrogen or lower alkyl or alkoxy and Z is hydrogen or lower alkyl.
A compound selected from the group consisting of 7-amino-1,3-dimethyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c)-pyridazine ;
- 7-amino-1-methyl-3-phenyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c)pyrid azine;
- 7-amino-1-methyl-3-hydroxymethyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c )pyridazine;
- 7-amino-1-methyl-3-benzyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c)-pyrid azine;
- 7-amino-1-methyl-3-(2-nitrobenzyl)-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5 -c)pyridazine;
- 7-amino-1-methyl-3-indolylmethyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c )-pyridazine;
- 7-amino-1-methyl-3-acetoxymethyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c )pyridazine;
- 7-amino-1-methyl-3-(1-carboxyethyl)-4-oxo-5-hydroxy-1,4-dihydropyrimido(4, 5-c)pyridazine;
- 7-amino-1-methyl-3-(2-carboxymethyl)-4-oxo-5-hydroxy-1,4-dihydropyrimido(4 ,5-c)pyridazine;
- 7-amino-1-methyl-3-(ethoxycarbonylmethyl)-4-oxo-5-hydroxy-1,4-dihydropyrim ido(4,5-c)pyridazine;
- 7-amino-1-methyl-3-((1-methoxy)-carboxymethyl)-4-oxo-5-hydroxy-1,4-dihydro pyrimido(4,5-c)pyridazine;
- 7-amino-1-methyl-3-(.alpha.-cyano-3,4,5-trimethoxyphenethyl)-4-oxo-5-hydro xy-1,4-dihydropyrimido(4,5-c)pyridazine;
- 7-amino-1-methyl-3-(1-ethoxycarbonylethyl)-4-oxo-5-hydroxy-,4-dihydropyrim ido(4,5-c)pyridazine and tautomers and pharmaceutically acceptable salts thereof.
7-amin o-3-benzoylmethyl-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5-c) pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-amino-3-(3,4-dimethoxybenzoyl)methyl-1-methyl-4-oxo-5-hydroxy-1,4-dihy dropyrimido(4,5-c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-amino-3-( 3,4,5-trimethoxybenzoyl)methyl-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido (4,5-c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-amin o-3-(2,4-dimethoxybenzoyl)methyl-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimi do(4,5-c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-ami no-3-(3,4,5-trimethoxybenzyl)-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido( 4,5-c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-ami no-3-(2,5-dimethoxybenzoyl)methyl-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrim ido(4,5-c)pyridiazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-ami no-3-(2,4,6-trimethoxybenzoyl)methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4, 5-c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-amino-3-(3-hydroxybenzoyl)-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido (4,5-c)-pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
7-ami no-3-(3,4-dimethoxybenzyl)-1-methyl-4-oxo-5-hydroxy-1,4-dihydropyrimido(4,5 -c)pyridazine or a tautomer or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.