Indazoles, benzisoxazoles and benzisothiazoles and their use as estrogenic agents

A compound of formula (I)

• or an acid addition salt or a stereoisomeric form thereof,
• wherein:
• R1 is hydrogen or a (C1-C6)alkyl, (C3-C6)cycloalkyl, trifluoromethyl, —N═CR5R6, —SO2NR7R8, phenyl, phenyl(C1-C3)alkyl or (C1-C3)alkyl substituted by a saturated heterocyclic radical, wherein the phenyl is unsubstituted or substituted by at least one substituent selected from the group consisting of a hydroxyl, a halogen, a nitro, a cyano, a (C1-C3)alkyl, a (C1-C3)alkoxy and a trifluoromethyl;
• R1 can also be a salt;
• R2 and R3 are each independently hydrogen or a hydroxyl, halogen, nitro, cyano, (C1-C6)alkyl, (C3-C6)cycloalkyl, (C1-C6)alkoxy, trifluoromethyl, —NR7R8, —CONR7R8, —COR9 or —CO2R9 group;
• R2 can also be a phenyl or a saturated or unsaturated heterocycle, wherein the phenyl is unsubstituted or substituted by at least one substituent selected from the group consisting of a hydroxyl, a halogen, a nitro, a cyano, a (C1-C3)alkyl, a (C1-C3)alkoxy, a trifluoromethyl and a saturated heterocyclic radical;
• X is O, S, SO, SO2 or NR4;
• R4 is hydrogen or a (C1-C6)alkyl, (C3-C6)cycloalkyl, phenyl, phenyl(C1-C3)alkyl, (C1-C3)alkyl substituted by a saturated heterocyclic radical, —COR7, —CO2R7 or —SO2NR7R8 group, wherein the phenyl is unsubstituted or substituted by at least one substituent selected from the group consisting of a hydroxyl, a halogen, a nitro, a cyano, a (C1-C3)alkyl, a (C1-C3)alkoxy, a trifluoromethyl, a phenyl(C1-C3)alkyl and a phenyl(C1-C3)alkoxy;
• Y is direct bond, O, S, SO, SO2, NR4, CO, —(CR10R11)n— or —R10C═CR11—;
• R5, R6, R7 and R8 are each independently hydrogen or a (C1-C6)alkyl or (C3-C6)cycloalkyl group;
• R9 is hydrogen, a (C1-C6)alkyl, a phenyl or a saturated or unsaturated heterocyclic radical, wherein the phenyl is unsubstituted or substituted by at least one substituent selected from the group consisting of a hydroxyl, a halogen, a nitro, a cyano, a (C1-C3)alkyl, a (C1-C3)alkoxy, a trifluoromethyl and a saturated heterocyclic radical;
• R10 and R11 are each independently hydrogen or a cyano, (C1-C6)alkyl, —CO-phenyl, —CO (unsaturated heterocyclic radical) or —CONR7R8 group, wherein the phenyl is unsubstituted or substituted by at least one substituent selected from the group consisting of a hydroxyl, a halogen, a nitro, a cyano, a (C1-C3)alkyl, a (C1-C3)alkoxy and a trifluoromethyl;
• n is 1 or 2;
• A is a (C3-C15)cycloalkyl or a (C3-C15)cycloalkene, wherein the cycloalkyl or the cycloalkene is unsubstituted or substituted by at least one (C1-C6)alkyl;
• when X is NR4, Y and R2 together with the indazole ring bearing them can also form a 1H-pyrano[4,3,2-cd]indazole;
• provided that:
• 1/ when X is NR4, where R4 is H or (C1-C6)alkyl and R1O is 6-OCH3, then Y is not CO;
• 2/ when X is O, R1O is 6-OH or 6-OCH3, Y is a direct bond and A is cyclopentyl, then (R2, R3) or (R3, R2) is different from (H, Cl) in position 4, 5;
• 3/ when X is O, R1O is 6-OH R2 is hydrogen, and R3 is 7-propyl, then Y-A is not a cyclopropyl or a cyclohexylmethyl;
• 4/X and Y do not simultaneously represent NH.