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US 4,159,329 AGranted
4-Pyrimidones compositions, and methods of use
AssigneeSmithKline & French Laboratories Limited
InventorsThomas H. Brown, Graham J. Durant, John C. Emmett, Charon R. Ganellin
Life of this patent
Estimating the term…
Abstract
The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)-ethylamino]-5-(3-methoxybenzyl)-4-p yrimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-6-benzyloxy-4-pyrimidone .
Claims16
A compound of the formula:
- ##STR11## wherein Het' is a 2- or 4-imidazolyl ring optionally monosubstituted by lowr alkyl, halogen, trifluoromethyl or hydroxymethyl, a 2-pyridyl ring optionally monosubstituted by lower alkyl, lower alkoxy, halogen, amino or hydroxy, a 2-pyridyl ring which is disubstituted by lower alkoxy groups, or which has a phenyl, carbocyclic or cyclic either ring containing two oxygen atoms fused to it, a 2-thiazolyl ring, a 3-isothiazolyl ring optionally monosubstituted by chlorine or bromine, a 3-(1,2,5)-thiadiazolyl ring optionally monosubstituted by chlorine or bromine, a 2-(5-amino-1,3,4-thiadiazolyl)ring;
- Z is sulphur or a methylene group;
- X is oxygen or sulphur;
- W is methylene, oxygen or sulphur;
- m and n are such that their sum is from 1 to 4 when W is oxygen or sulphur, or from 0 to 4 when W is methylene;
- A is a 1- or 2-naphthyl ring or a phenyl ring substituted with one lower alkyl group;
- and Y.sup.3 is hydrogen;
- or a pharmaceutically acceptable acid addition salt thereof.
5 more elements
A method of simultaneously blocking histamine H.sub.1 -receptors and histamine H.sub.2 -receptors which comprises administering to an animal in need thereof an effective amount of a compound of the formula:
- ##STR12## wherein Het' is a 2- or 4-imidazolyl ring optionally monosubstituted by lower alkyl, halogen, trifluoromethyl or hydroxymethyl, a 2-pyridyl ring optionally monosubstituted by lower alkyl, lower alkoxy, halogen, amino or hydroxy, a 2-pyridyl ring which is disubstituted by lower alkoxy groups, or which has a phenyl, carbocyclic or cyclic ether ring containing two oxygen atoms fused to it, a 2-thiazolyl ring, a 3-isothiazolyl ring optionally monosubstituted by chlorine or bromine, a 3-(1,2,5-)-thiadiazolyl ring optionally monosubstituted by chlorine or bromine, or a 2-(5-amino-1,3,4-thiadiazolyl)ring;
- Z is sulphur or a methylene group;
- X is oxygen or sulphur;
- W is methylene, oxygen or sulphur;
- m and n are such that their sum is from 1 to 4 when W is oxygen or sulphur, or from 0 to 4 when W is methylene;
- A is a 1- or 2-naphthyl ring, a phenyl ring substituted with one lower alkyl group and when --(CH.sub.2).sub.m --W(CH.sub.2).sub.n --is an alkylene group other than a methylene group, A may also be phenyl;
- and Y is hydrogen or lower alkyl;
- or a pharmaceutically acceptable acid addition salt thereof.
5 more elements
Dependencies are inferred from the claim text.