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US 6,586,456 B1Granted
Aminothiazole derivatives and their use as CRF receptor ligands
AssigneeSanofi-Synthelabo
InventorsEvelyne Fontaine, Michel Geslin, Danielle Gully, Antoine Pradines, Pierre Roger
Life of this patent
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Abstract
Substituted 4-phenyl-2-aminothiazole derivatives, processes for preparing the same, and the use thereof as corticotropin releasing factor (CRF) antagonists.
Claims12
A compound of formula (I):
- in which
- R1 and R2, which may be identical or different, each independently represent a halogen atom;
- a hydroxy (C1-C5)alkyl;
- a (C1-C5)alkyl;
- an aralkyl in which the aryl portion is (C6-C8) and the alkyl portion is (C1-C4);
- a (C1-C5)alkoxy;
- a trifluoromethyl group;
- a nitro group;
- a nitrile group;
- a group —SR in which R represents hydrogen, a (C1-C5)alkyl or an aralkyl in which the aryl portion is (C6-C8) and the alkyl portion is (C1-C4);
- a group —S—CO—R in which R represents a (C1-C5)alkyl or an aralkyl radical in which the aryl portion is (C6-C8) and the alkyl portion is (C1-C4);
- a group —COORa in which Ra represents hydrogen or a (C1-C5)alkyl;
- a group —CONRaRb with Ra and Rb as defined above for Ra;
- a group —NRaRb with Ra and Rb as defined above for Ra;
- a group —CONRcRd or —NRcRd in which Rc and Rd constitute, with the nitrogen atom to which they are attached, a 5- to 7-membered heterocycle;
- or a group —NHCO—NRaRb with Ra and Rb as defined above for Ra;
- R3 represents hydrogen or is as defined above for R1 and R2;
- or alternatively R2 constitutes with R3, when the latter substitutes the phenyl in position 5, a group —X—CH2—X— in which X independently represents a CH2 or an oxygen or sulphur atom;
- R4 represents hydrogen, a (C1-C5)alkyl;
- a hydroxymethyl group;
- a formyl group;
- a halogen atom;
- or a (C3-C5)cycloalkyl group;
- R5 represents an alkynyl of 3 to 6 carbon atoms;
- R6 represents a (C1-C6)alkyl;
- a (C1-C6)alkoxy(C1-C3)alkyl;
- a (C3-C5)cycloalkyl;
- a (C3-C6)cycloalkyl(C1-C6)alkyl;
- a (C1-C6)alkylthio(C1-C3)alkyl;
- a (C1-C6)alkylsulphoxy(C1-C3)alkyl;
- or a (C1-C6)alkylsulphodioxy(C1-C3)alkyl;
- R7 represents a phenyl which is unsubstituted, mono-, di- or trisubstituted in position 3, 4 or 5 with a halogen, with a (C1-C5)alkyl, with an —O—CH2—O— group on two neighbouring carbon atoms of the phenyl, with a —CF3, —NO2 or —CN, with a group —COOR8 or —CONR8R9 or with a group CH2OR8 in which R8 and R9 represent a (C1-C3)alkyl, OR10 in which R10 represents a (C1-C5)alkyl;
- or alternatively R7 represents a pyridyl, thiophene, pyrazolyl, imidazolyl, (C3-C5)cycloalkyl or (C3-C6)cycloalkyl(C1-C6)alkyl group;
- or
- the acid or base addition salts thereof, the hydrates thereof and/or the solvates thereof.
32 more elements
Dependencies are inferred from the claim text.