US 6,583,159 B1Granted

Substitute 1-(piperidin-4-yl)-3-(aryl)-isothioureas, their preparation and therapeutic use

AssigneePierre Fabre Medicament

InventorsJean-François Patoiseau, Jean-Pierre Rieu, Gareth John, Bruno Legrand, Yvan Verscheure

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Abstract

The invention concerns compounds of formula (I) wherein: R1 and R2, identical or different, represent a saturated or unsaturated alkyl radical, branched or not and containing 1 to 7 carbon atoms; R3 to R8, identical or different, represent a hydrogen, an alkyl branched or not and containing 1 to 5 carbon atoms, an acyloxy, branched or not and containing 1 to 5 carbon atoms, a halogeno, nitro, hydroxy, acyl or alkoxy group containing 1 to 5 carbon atoms, a dialkylamino group containing 1 to 5 carbon atoms, a trifluoromethyl or trifluoro methoxyl group; Z represents an oxygen or sulphur atom or methylene; m represents an integer between 0 and 4 inclusively; n represents an integer between 2 and 7 inclusively; and their pure enantiomers and mixtures, the therapeutically acceptable mineral or organic salts of the compounds of formula (I) and their possible hydrates.

Claims7

Dependent claims

A substituted 1,2-dialkyl-1-[1-(aryl(alkyl)oxyalkyl)-piperidin-4-yl]-3-arylisothiourea of formula I:

in which:
R1 and R2, which are identical or different, represent a saturated or unsaturated, branched or unbranched, alkyl radical having 1 to 7 carbon atoms,
R3 to R8, which are identical or different, represent:
a hydrogen,
a branched or unbranched alkyl having 1 to 5 carbon atoms,
a branched or unbranched alkyloxy having 1 to 5 carbon atoms,
a halo group,
a nitro group,
a hydroxyl group,
an acyl or acyloxy group comprising 1 to 5 carbon atoms,
a dialkylamino group having 1 to 5 carbon atoms,
a trifluoromethyl or trifluoromethoxyl group,
Z represents an oxygen or sulfur atom or a methylene,
m represents an integer from 0 to 4 inclusive,
n represents an integer from 2 to 7 inclusive;
with the proviso that at least one of R3 to R5 and one of R6 to R8 is hydrogen, its pure enantiomers, mixtures, and therapeutically acceptable organic or inorganic salts.

13 more elements

Dependencies are inferred from the claim text.