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US 2007/0179126 A1Published application
2-carbamide-4-phenylthiazole derivatives, preparation thereof and therapeutic use thereof
AssigneeSanofi-Aventis
InventorsPierre Casellas, Daniel Floutard, Pierre Fraisse, Samir Jegham
Life of this patent
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Abstract
The disclosure concerns 2-carbamide-4-phenylthiazole derivatives of general formula (I). The disclosure also concerns pharmaceutical compositions containing a compound of general formula (I) and to processes for preparing and methods of using compounds of general formula (I).
Claims17
A compound of formula (I):
- wherein
- R1 is selected from the group consisting of H, halogen, (C1-C8)alkyl, trifluoro (C1-C4)alkyl, —OH, —O—(C1-C8)alkyl, —O-trifluoro(C1-C8)alkyl, —O—(C3-C10) cycloalkyl-(C1-C8)alkyl, —O—(C3-C10) cycloalkyl, —O—CH2—CH═CH2 and (C1-C4)alkylthio;
- R2 is selected from the group consisting of H, halogen, —OH, (C1-C8)alkyl, trifluoro(C1-C4)alkyl, perfluoro(C1-C4)alkyl, (C3-C10)cycloalkyl, -0-(C1-C8)alkyl, —O—(C3-C10) cycloalkyl (C1-C8)alkyl, —O—(C3-C10) cycloalkyl, —O—CH2—CH═CH2 and (C3-C8)cycloalkyl(C1-C8)alkyl;
- Y represents a hydrogen atom or a halogen;
- R3 represents:
- a1) a group of formula —(CH2)p-A
- in which p represents 0, 1, 2, 3 or 4, and:
- when p represents 2, 3 or 4, A represents a group of formula:
- in which R6 is selected from the group consisting of H, F, (C1-C4)alkyl, —(CH2)nOH, —(CH2)nO(C1-C4)alkyl and —(CH2)nNR4R5, where n represents 0, 1 or 2, and R4 and R5 represent, independently of one another, a hydrogen atom, or a (C1-C8)alkyl, —CO(C1-C4)alkyl or —CO—O-(C1-C8)alkyl group;
- or, when p represents 1, 2, 3 or 4, A represents a group of formula:
- in which R7 is selected from the group consisting of H, (C1-C8)alkyl, —CO—(C1-C8)alkyl, benzyl, —CO—O—(C1-C8)alkyl, —CO—O-benzyl, —CO-phenyl, —CO-heteroaryl, —CO—(C3-C10)cycloalkyl, —SO2—(C1-C8)alkyl, —SO2—(C3-C8)cycloalkyl and —SO2-heteroaryl;
- or, when p represents 0, 1, 2, 3 or 4, A represents a group of formula:
- said group being optionally substituted with a (C1-C4)-alkyl group;
- a2) a group of formula —(CH2)p—CO-A
- in which p represents 1, 2, 3 or 4,
- A represents a group of formula:
- —NR4R5,
- in which R4, R5 and R6 are as defined above;
- a3) a group of formula —CO(CH2)p-A
- in which p represents 0, 1, 2, 3 or 4
- when p represents 1, 2, 3 or 4, A represents a group of formula:
- —NR4R5,
- in which R4, R5 and R6 are as defined above;
- or, when p represents 0, 1, 2, 3 or 4, A represents a group of formula:
- in which R7 is as defined above;
- or, when p represents 0, 1, 2, 3 or 4, A represents a group of formula:
- said group being optionally substituted with a (C1-C4)-alkyl group;
- or
- a4) a group -B
- in which B represents a group of formula:
- in which R7 is as defined above;
- a represents 2 or 3;
- or an acid additional salt thereof, or a hydrate or solvate of said compound or said salt.
30 more elements
A compound of formula (II.a):
- wherein:
- R1 represents a halogen atom, or an —O—(C1-C8)alkyl or —O—(C3-C10)cycloalkyl(C1-C8)alkyl group;
- R2 represents an —O—(C1-C8)alkyl, (C1-C8)alkyl, (C3-C10)cycloalkyl, trifluoro(C1-C4)alkyl or perfluoro(c1-c4)alkyl group.
Dependencies are inferred from the claim text.