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US 2014/0235654 A1Published application
Use of derivatives of indoles for the treatment of cancer
AssigneesCommissariat A L'energie Atomique Et Aux Energies Alternatives, Centre National De La Recherche Scientifique
InventorsCatherine GUILLOU, Frank KOZIELSKI, Christophe LABRIERE, Francoise GUERITTE, Sergey TCHERNIUK, Dimitrios SKOUFIAS, Claude THAL, Henri-Philippe HUSSON
Life of this patent
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Abstract
The present invention relates to the use of derivatives of indoles having a general formula (I) as follow: for the manufacture of a pharmaceutical composition intended for the treatment of cancer.
Claims10
1-15. (canceled)
A method for treating cancer, the method comprising administering to a patient in need thereof a compound of formula (I):
- wherein:
- the dashed line represents a saturated or an unsaturated bond;
- Z represents a CH unit;
- Y represents a C(RS)x unit;
- R5 represents a hydrogen atom, a (C1-C5)alkyl, a nitrile, a carboxamide or an Ar group, with x being 1 or 2;
- R6 represents a hydrogen atom, a (C1-C5)alkyl or an Ar group;
- R4 is different from R5 and represents a hydrogen atom, a nitrile, an ethyne, a (C1-C5)alkyl or a carboxamide group, with the proviso that
- when R4 represents a hydrogen atom, then R5 represents a nitrile group and R6 represents an Ar group, and
- when R4 is different from a hydrogen atom, then one of R5 and R6, which are different from one another, is an Ar group;
- R7 represents a hydrogen atom or a (C1-C5)alkyl group;
- R1, R2 and R3 independently represent a hydrogen atom, a halogen, a hydroxyl, an amine or a radical (C1-C10)alkoxy, phenyl, benzyloxy, acetate, methylcarbamate, or (C1-C10)alkoxyacetate, said radical optionally substituted with at least one halogen or a (C1-C10)alkoxy group;
- R2 and R3 optionally form a condensed heterocycle optionally substituted with a (C1-C5)alkyl group;
- Ar represents an aromatic radical selected from the group consisting of:
- wherein
- R′ represents a hydrogen atom, a halogen, a cyano, a (C1-C5)alkyl or a (C1-C10)alkoxy group,
- R″ and R″″ independently represent a hydrogen atom, a halogen or a (C1-C5)alkyl group, and
- R′″ represents a hydrogen atom or a (C1-C10)alkoxy group;
- provided that when Ar is the aromatic radial (B), R4 represents a nitrile group and R1, R3, R5 and R7 represent a hydrogen atom and:
- if the dashed line is an unsaturated bond, then R2 is different from a benzyloxy group, or
- if the dashed line is a saturated bond, then R2 is different from a hydrogen atom;
- wherein
- Ra and Rc independently represent a hydrogen atom, a halogen, a nitro, a nitrile, an amine, an amide or a (C1-C5)alkoxy group,
- Rb represents a hydrogen atom, a halogen or a hydroxyl group;
- Rb and Rc optionally form a condensed saturated cycle comprising 3 to 5 carbon atoms, optionally interrupted by at least one heteroatom;
- with the proviso that:
- when Ar is the aromatic radical (D) with Ra and Rc representing a methoxy group (—OCH3), Y representing a C(R5)1 unit, R1, R3, R5 and R7 representing a hydrogen atom, R4 representing a nitrile group and Rb representing a hydroxyl group, then R2 is not a hydrogen atom;
- and
- when Ar is (D) with Ra, Rb, R1, R2, R3, R5 and R7 representing a hydrogen atom, Y representing a C(R5)1 unit and R4 representing a nitrile group, then Rc is not a methoxy group (—OCH3);
- wherein R8 represents a hydrogen atom or a (C1-C5)alkyl group, or a pharmaceutically acceptable salt thereof.
26 more elements
Dependencies are inferred from the claim text.