2-METHYL-4-PHENYL-5-OXO-1,4,5,6,7,8-HEXAHYDROQUINOLINE DERIVATIVES

THE PRESENT INVENTION RELATES TO 2-METHYL-4-PHENYL-5-OXO-1,4,5,6,7,8-HEXAHYDROQUINO LINE DERIVATIVES HAVING THE GENERAL FORMULA I WHEREIN R1 IS (1-6C)ALKYL, (2-6C)ALKENYL OR (2-6C)ALKYNYL; R2 IS HALOGEN; R3 IS S02NR5R6 OR (1-4C)ALKOXY, OPTIONALLY SUBSTITUTED WITH ONE OF MORE FLUOR ATOMS; X IS O OR N...

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Hauptverfasser: TIMMERS, CORNELIS MARIUS, KARSTENS, WILLEM FREDERIK JOHAN
Format: Patent
Sprache:eng
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Zusammenfassung:THE PRESENT INVENTION RELATES TO 2-METHYL-4-PHENYL-5-OXO-1,4,5,6,7,8-HEXAHYDROQUINO LINE DERIVATIVES HAVING THE GENERAL FORMULA I WHEREIN R1 IS (1-6C)ALKYL, (2-6C)ALKENYL OR (2-6C)ALKYNYL; R2 IS HALOGEN; R3 IS S02NR5R6 OR (1-4C)ALKOXY, OPTIONALLY SUBSTITUTED WITH ONE OF MORE FLUOR ATOMS; X IS O OR NR7; R4 IS R8-(2-8C)ALKYL, R8-(3-8C)ALKENYL, R8-(3-8C)ALKYNYL OR R8-(2-4C)ALKOXY(2-4C)ALKYL; Z IS CN OR NO2; R5 AND R6 ARE INDEPENDENTLY H OR (1-4C)ALKYL; OR R5 TOGETHER WITH R6 AND THE N TO WHICH THEY ARE BONDED FORM A 3-8 MEMBERED SATURATED RING OPTIONALLY CONTAINING A FURTHER HETEROATOM SELECTED FROM O AND S; R8 IS OH, (1-4C)ALKOXY, NH2; NR9C(O)R11, NR9SO2R11 OR C(O)NR9R10; R7 AND R9 ARE INDEPENDENTLY H OR (1-4C)ALLCYL; R10 IS (1-4C)ALKYL, (1-4C)ALKOXY(1-4C)ALKYL, OR PHENYL(1-4C)ALKYL OR (2-5C)HETEROARYL(1-4C)ALKYL, BOTH OPTIONALLY SUBSTITUTED ON THE (HETERO)AROMATIC RING WITH ONE OR MORE SUBSTITUENTS SELECTED FROM OH, NH2, HALOGEN, NO2, CF3, CN, (1-4C)ALKYL, (1-4C)ALKOXY AND (DI)(1-4C)ALKYLAMINO; R11 IS (1-4C)ALKYL, (2-4C)ALKENYL, (2-4C)ALKYNYL, (1-4C)ALKOXY(1-4C)ALKYL, (3-6C)CYCLOALKYL, (1-4C)ALKOXY, (DI)(1-4C)ALKYLAMINO, OR PHENYL OR (2-5C)HETEROARYL, BOTH OPTIONALLY SUBSTITUTED ON THE (HETERO)AROMATIC RING WITH ONE OR MORE SUBSTITUENTS SELECTED FROM OH, NH2, HALOGEN, NO2, CF3, CN, (1-4C)ALKYL, (1-4C)ALKOXY AND (DI)(1-4C)ALKYLAMINO; OR A PHARMACEUTICALLY ACCEPTABLE SALT THEREOF. THE INVENTION ALSO RELATES TO PHARMACEUTICAL COMPOSITIONS COMPRISING SAID DERIVATIVES, AS WELL AS TO THE USE OF THESE 2-METHYL-4-PHENYL-5-OXO-1,4,5,6,7,8-HEXAHYDROQUINOLINE DERIVATIVES IN THERAPY, MORE SPECIFICALLY FOR THE TREATMENT OF FERTILITY DISORDERS.