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US 8,026,258 B2Granted
Aryloxyalkylcarbamate-type derivatives, preparation method thereof and use of same in therapeutics
AssigneeSanofi-Aventis
InventorsAhmed Abouabdellah, Antonio Almario Garcia, Jacques Froissant, Christian Hoornaert
Life of this patent
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Abstract
The invention relates to a compound of formula (I): Wherein m, n, X, Y, R1, R2, R3 and R4 are as defined herein. The invention also relates to the use of same in therapeutics.
Claims6
A method of treating a disease selected from the group consisting of acute or chronic pain and anxiety in a patient comprising administering to said patient a therapeutically effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof:
- wherein
- m is 0, 1, 2 or 3;
- n is 0, 1, 2 or 3;
- X is oxygen, sulfur, SO or SO2;
- R1 and R2 are independently of one another hydrogen or C1-3 alkyl;
- or
- R1 and R2 together form a group —(CH2)p—, where p represents an integer ranging from 1 to 5 such that n+p is an integer ranging from 2 to 5;
- R3 is hydrogen, fluorine, hydroxyl or methyl;
- R4 is a group of formula CHR5CONHR6;
- wherein
- R5 is hydrogen or C1-6 alkyl;
- and
- R6 is hydrogen, C1-6 alkyl, C3-7 cycloalkyl or C3-7 cycloalkyl-C1-6 alkylene;
- and
- Y is selected from phenyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, thiazolyl, naphthyl, quinolinyl, isoquinolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, cinnolinyl, benzofuranyl, dihydrobenzofuranyl, benzothienyl, dihydrobenzothienyl, indolyl, isoindolyl, indolinyl, benzimidazolyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, benzisothiazolyl, benzotriazolyl, benzoxadiazolyl and benzothiadiazolyl;
- said Y is optionally substituted by one or more substituents Y2, which are identical to or different from one another, or by Y3;
- wherein
- Y2 is halogen, cyano, nitro, C1-8 alkyl, C1-8 alkoxy, C1-8 thioalkyl, C1-8 fluoroalkyl, C1-8 fluoroalkoxy, C1-8 fluorothioalkyl, C3-7 cycloalkyl, C3-7 cycloalkyloxy, C3-7 cycloalkyl-C1-8 alkylene, C3-7 cycloalkyl-C1-8 alkyloxy, hydroxyl, NR7R8, NHCOR7, NHSO2NR7, COR8, CO2R7, CONR7R8, SO2R7, SO2NR7R8, —O—(C1-3 alkylene)-O—, phenyloxy, phenylthio, phenyl-C1-C8 alkylene, phenyl-C1-C8 alkyloxy or phenyl-C1-C8 alkylthio group;
- Y3 is selected from phenyl, pyridinyl, pyrimidinyl, pyrazinyl or pyridazinyl;
- said Y3 is optionally substituted by one or more substituents selected from Y2 which are identical to or different from one another;
- R7 and R8 are independently of one another hydrogen or C1-6 alkyl;
- or
- R7 and R8 with the nitrogen atom carrying them form an azetidine, pyrrolidine, piperidine, morpholine, thiomorpholine, azepine or piperazine ring optionally substituted by C1-3 alkyl or benzyl;
- with the proviso that, when R1 and R2 are independently of one another hydrogen or C1-3 alkyl, m+n>1.
21 more elements
Dependencies are inferred from the claim text.