Claims for Patent: RE30633

Summary for Patent: RE30633

Title:	3-Lower alkylcarbamylsulfonamido-4-phenylaminopyridines, n-oxides, derivatives thereof and pharmaceutical compositions containing same
Abstract:	This invention relates to new derivatives of pyridine having anti-inflammatory and diuretic properties. The new derivatives of pyridine may be represented by the following general formula: ##STR1## in which X represents an amino, C.sub.1 -C.sub.4 -alkylamino, oxy or thio group, R.sub.1 represents a group of the formula R.sub.3 NHCA (II), wherein A represents oxygen or sulfur, and R.sub.3 represents a C.sub.1 -C.sub.4 -alkyl, alkenyl, cycloalkyl, phenyl (which may be substituted) or R.sub.4 CO (III) group, R.sub.4 representing a phenyl group (which may be substituted), R.sub.2 represents hydrogen or a C.sub.1 -C.sub.4 alkyl group and Z represents a C.sub.1 -C.sub.4 -alkyl, methylfuryl, pyridyl or phenyl group (which may be substituted). This invention relates also to the N-oxides of the compounds of formula I, as well as to the acid and base addition salts of said compounds.
Inventor(s):	Delarge; Jacques E. (Dolembreux, BE), Lapiere; Charles L. (Tongeren, BE), Georges; Andre H. (Ottignies, BE)
Assignee:	A. Christiaens Societe Anonyme (Brussels, BE)
Application Number:	06/119,601
Patent Claims:	1. A compound of the following formula: ##STR10## in which X represents an amino or C.sub.1 -C.sub.4 -alkylamino group; R.sub.1 represents a group of the formula: where A represents oxygen or sulfur and R.sub.3 represents a C.sub.1 -C.sub.4 -alkyl, allyl, cyclohexyl, unsubstituted phenyl group or a phenyl group substituted by chloro, or a group of the formula R.sub.4 CO(III), wherein R.sub.4 represents an unsubstituted phenyl group or a phenyl group substituted by chloro; R.sub.2 represents hydrogen or a C.sub.1 -C.sub.4 -alkyl group, and Z represents a C.sub.1 -C.sub.4 -alkyl, methylfuryl, pyridyl or unsubstituted phenyl group, or a phenyl group substituted by one or two halogen atoms or by a C.sub.1 -C.sub.4 -alkyl, alkoxy, trifluoromethyl or nitro group, or by a trifluoromethyl group and a halogen atom with the provisos that: 1. when X represents an amino group, Z, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have all the above indicated meanings; 2. when X represents an alkylamino group, Z may only represent a C.sub.1 -C.sub.4 -alkyl group or a phenyl group as defined hereabove and R.sub.1 may further represent a group of the formula: in which R.sub.5 represents hydrogen or a C.sub.1 -C.sub.4 -alkyl group; 3. when X represents an amino group and Z is other than a phenyl group, R.sub.1 may further represent hydrogen or a group of the formula (IV) as above defined, as well as a pyridine N-oxide of the compound of formula I and the pharmaceutically acceptable base and acid addition salts of said compounds..]. .[.2. 3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine-N-ox ide..]. .[.3. 3-Isopropylcarbamylsulfonamido 4-(3'-methyl)-phenylaminopyridine-N-oxide..]. 4. 3-Methylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine. . 3-Ethylcarbamylsulfonamido-4-(3'-trifluoromethyl)-phenylaminopyridine. 3-Isopropylcarbamylsulfonamido-4-(3'-chloro)-phenylaminopyridine. 7. 3-Methylcarbamylsulfonamido-4-(3'-methyl)-phenylaminopyridine. 8. A pharmaceutical composition .[.containing an anti-inflammatory, or.]. .Iadd.comprising a .Iaddend.diuretic effective amount of a compound of claim 9 .[.and.]. .Iadd.together with .Iaddend.a pharmaceutical carrier.[.or vehicle.].. .Iadd.9. A compound of the formula: ##STR11## in which: R represents a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group; R.sub.2 represents a hydrogen atom or a C.sub.1 -C.sub.4 -alkyl group; R.sub.3 represents a C.sub.1 -C.sub.4 -alkyl, allyl, cyclohexyl, unsubstituted phenyl group or a phenyl group substituted by chloro; A represents oxygen or sulfur; and Z represents a C.sub.1 -C.sub.4 -alkyl, methylfuryl, pyridyl or unsubstituted phenyl group or a phenyl group substituted by one or two halogen atoms or by a C.sub.1 -C.sub.4 -alkyl, alkoxy, trifluoromethyl or nitro group or by a trifluoromethyl group and a halogen atom; with the proviso that when R represents a C.sub.1 -C.sub.4 alkyl group, Z may only represent a C.sub.1 -C.sub.4 alkyl or a phenyl group as defined hereabove, and the pharmaceutically acceptable base addition salts or acid addition salts of said compounds. .Iaddend. .Iadd.10. A compound according to claim 9, in which: R represents hydrogen, R.sub.3 represents a C.sub.1 -C.sub.4 -alkyl group, A represents oxygen, and Z represents a C.sub.1 -C.sub.4 -alkyl group or a phenyl group as defined in claim 9. .Iaddend. .Iadd.11. 3-Isopropylcarbamylsulfonamido-4-(3'-methyl)phenyl-aminopyridine. .Iaddend. .Iadd.12. A pharmaceutical composition comprising a diuretic effective amount of the compound of claim 3 together with a pharmaceutical carrier. .Iaddend.