Sgk1 inhibitors for the prophylaxis and/or therapy of viral...

C - Chemistry – Metallurgy – 07 – C

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C07C 243/38 (2006.01) A61K 31/166 (2006.01)

Patent

CA 2715675

The present invention relates to a compound of formulas I, Ia, and Ib, and to the pharmaceutically suitable tautomers, salts, sterioisomers, and the enantiomers thereof, including the mixtures thereof in all ratios. The present invention further relates to compounds of formula II for the prophylaxis and/or treatment of viral diseases and/or carcinomas, where R1, R2 independently of each other are H, CHO, or acetyl, R3, R4, R5, R6, R7, R8, R9, R10 R11 independently of each other are H, A, OSO2A, HaI, NO2, OR12, N(R12)2, CN, O-COA, -[C(R12)2]N COOR12, O-[C(R1 12)2]o COOR12, SO3H, - [C(R12)2]n Ar,- ---CO-Ar, O-[C(R12)2]n Ar, -[C(R12)2]n Het, -[C(R12)2]n C.ident.CH, O- [C(R12)2]n C.ident.CH, - [C(R12)2]n CON(R12)2, -[C(R12)2]n CONR12N(R12)2, O-[C(R12)2]n CON(R12)2, O- [C(R12)2]o CONR12N(R12)2, NR12COA, NR12CON(R12)2, NR12SO2A, N(SO2A)2, COR12, S(O)m Ar, SO2NR12, or S(O)m A, R3, and R4 together also are CH=CH-CH=CH, R3 and R4, R7 and R8 or R8 and R9 together also are alkylene having 3, 4, or 5 C atoms, wherein one or two CH2 groups may be substituted by oxygen, A is unbranched or branched alkyl having 1-6 C atoms, wherein 1 -7 H atoms may be substituted by F, or cyclic alkyl having 3-7 C atoms, Ar is unsubstituted phenyl, naphthyl, or biphenyl or phenyl, naphthyl, or biphenyl once, twice, or three times substituted by Hal, A, OR12, N(R12)2, NO2, CN, Phenyl, CON(R12)2, NR12COA, NR12CON(R12)2, NR12SO2A, COR12, SO2N(R12)2, S(O)m A, -[C(R12)2]n-COOR12 and/or -O[C(R12)2]o-COOR12, Het is a one or two-core, saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O, and/or S atoms, which may be substituted once, twice, or three times by Hal, A, OR12, N(R12)2, NO2, CN, COOR12, CON(R12)2, NR12COA, NR12SO2A, COR12, SO2NR12, S(O)m A, =S, =NR12, and/or =O (carbonyl oxygen), R12 is H or A, Hal is F, Cl, Br, or I, m is O, 1 or 2, n is O, 1, 2 or 3, o is 1, 2 or 3, for the prophylaxis and/or treatment of viral diseases and/or carcinomas, and to the pharmaceutically suitable tautomers, salts, sterioisomers, and the enantiomers thereof, including the mixtures thereof in all ratios.

La présente invention concerne un composé de formules I, Ia et Ib, ainsi que ses tautomères, sels, stéréo-isomères et énantiomères pharmaceutiquement utilisables, y compris leurs mélanges dans tous les rapports. La présente invention concerne également des composés de formule Il, ainsi que leurs tautomères, sels, stéréo-isomères et énantiomères pharmaceutiquement utilisables, y compris leurs mélanges dans tous les rapports, servant à la prophylaxie et/ou au traitement d'affections virales et/ou de carcinomes. Dans les formules, R1, R2 représentent indépendamment l'un de l'autre H, CHO ou acétyle, R3, R4, R5, R6, R7, R8, R9, R10, R11représentent indépendamment l'un de l'autre H, A, OSO2A, HaI, NO2, OR12, N(R12)2, CN, O-COA, -[C(R12)2]nCOOR12, O-[C(R112)2]oCOOR12, SO3H, -[C(R12)2]nAr, -CO-Ar, O-[C(R12)2]nAr, -[C(R12)2]nHet, -[C(R12)2]nC=CH, O-[C(R12)2]nC=CH, -[C(R12)2]nCON(R12)2, -[C(R12)2]nCONR12N(R12)2, O-[C(R12)2]nCON(R12)2, O-[C(R12)2]oCONR12N(R12)2, NR12COA, NR12CON(R12)2, NR12SO2A, N(SO2A)2, COR12, S(O)mAr, SO2NR12 ou S(O)mA, R3 et R4 représentent conjointement également CH=CH-CH=CH, R3 et R4, R7 et R8 et R8 et R9 représentent conjointement également un alkylène portant 3, 4 ou 5 atomes de C, un ou deux groupes CH2 pouvant être substitués par oxygène, A représente un alkyle ramifié ou non portant 1 à 6 atomes de C, 1 à 7 atomes de H pouvant être substitués par F, ou un alkyle cyclique portant 3 à 7 atomes de C, Ar représente un phényle, naphtyle ou biphényle non substitué ou substitué une, deux ou trois fois par HaI, A, OR12, N(R12)2, NO2, CN, phényle, CON(R12)2, NR12COA, NR12CON(R12)2, NR12SO2A, COR12, SO2N(R12)2, S(O)mA, -[C(R12)2]n-COOR12 et/ou -O[C(R12)2]O-COOR12, Het représente un hétérocyle à un ou deux noyaux, saturé, insaturé ou aromatique portant 1 à 4 atomes de N, O et/ou S, qui peut être substitué une, deux ou trois fois par HaI, A, OR12, N(R12)2, NO2, CN, COOR12, CON(R12)2, NR12COA, NR12SO2A, COR12, SO2NR12, S(O)mA, =S, =NR12 et/ou =O (oxygène carbonyle), R12 représente H ou A, HaI représente F, Cl, Br ou I, m vaut 0, 1 ou 2, n vaut 0, 1, 2 ou 3, o vaut 1, 2 ou 3.

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