AR043046A1 - AMBO COMPOUNDS OF CARBOXILIC ACID WITH ANTAGONIC EFFECT OF HCM, MEDICATIONS CONTAINING THESE COMPOUNDS AND PROCEDURES FOR THEIR PREPARATION - Google Patents

AMBO COMPOUNDS OF CARBOXILIC ACID WITH ANTAGONIC EFFECT OF HCM, MEDICATIONS CONTAINING THESE COMPOUNDS AND PROCEDURES FOR THEIR PREPARATION

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Publication number
AR043046A1
AR043046A1 ARP030103034A ARP030103034A AR043046A1 AR 043046 A1 AR043046 A1 AR 043046A1 AR P030103034 A ARP030103034 A AR P030103034A AR P030103034 A ARP030103034 A AR P030103034A AR 043046 A1 AR043046 A1 AR 043046A1
Authority
AR
Argentina
Prior art keywords
alkyl
group
phenyl
atoms
independently
Prior art date
Application number
ARP030103034A
Other languages
Spanish (es)
Inventor
Dirk Stenkamp
Martin Lenter
Heike-Andrea Wieland
Rudolf Klaus Dr
Stephan Georg Mueller
Ralf R H Lotz
Kirsten Arndt
Lustenberger Philipp Dr
Thorsten Lehmann-Lintz
Original Assignee
Boehringer Ingelheim Int
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Boehringer Ingelheim Int filed Critical Boehringer Ingelheim Int
Publication of AR043046A1 publication Critical patent/AR043046A1/en

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    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
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    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
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    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/20—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
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    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07D211/40—Oxygen atoms
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Abstract

Compuestos de amida de ácido carboxílico de fórmula general (1) en la cual R1, R2 son, de modo independiente entre sí, H, un grupo alquilo C1-8 o cicloalquilo C3-7, opcionalmente sustituido con el radical R11 o un radical fenilo opcionalmente mono o polisustituido con el radical R12 y/o monosustituido con nitro, o R1 y R2 forman un puente alquileno C2-8, en el cual --uno o dos grupos -CH2 pueden estar reemplazados, de modo independiente entre sí, por -CH=N- ó -CH=CH- y/o uno o dos grupos -CH2 pueden estar reemplazados, de modo independiente entre sí por -O-, -S-, -CO-, -C(=CH2)- ó -NR13 de modo tal que los heteroátomos no estén unidos entre sí de manera directa, donde en el puente alquileno definido con anterioridad pueden estar reemplazados uno o varios átomos de H con R14, y/o donde el puente alquileno definido con anterioridad puede estar sustituido con uno o dos grupos C y carbo- o heterocíclicos iguales o diferentes de modo tal que la unión entre el puente de alquileno y el grupo Cy se realiza a través de un enlace simple o doble, a través de un átomo de C común, conformando un sistema de anillo espirocíclico, a través de dos átomos de C y/o N comunes adyacentes, conformando un sistema de anillo bicíclico condensado o a través de tres o más átomos de C y/o N, conformando un sistema de anillo puenteado; R3 es H, alquilo C1-6, cicloalquilo C3-7, cicloalquil C3-7-alquilo C1-4, cicloalquenilo C3-7, cicloalquenil C3-7-alquilo C1-4, fenilo, fenilalquilo C1-4, alcoxi C1-3-alquilo C2-6, aminoalquilo C2-6, alquil C1-3- aminoalquilo C2-6 ó di-(alquil C1-3)-aminoalquilo C2-6; X es un enlace simple o un puente alquileno C1-8, en el cual --uno o dos grupos -CH2 pueden estar reemplazados, de modo independiente entre sí, por -CH=CH- ó -C:::C- y/o --uno o dos grupos -CH2 pueden estar reemplazados, de modo independiente entre sí, por -O-, -S-, -(SO)-, -(SO2)-, -CO- ó -NR4- de manera tal que dos átomos de O, S ó N ó un átomo de O no estén unidos entre sí de forma directa con un átomo de S, donde uno o dos átomos de C pueden estar sustituidos, de modo independiente entre sí, por un radical hidroxi, omega-hidroxialquilo C1-3, omega-(alcoxi C1-3)-alquilo C1-3 y/o alcoxi C1-3, y/o por uno o dos radicales alquilo C1-6 iguales o diferentes, y/o donde el puente alquileno puede estar unido con R1, incluyendo el átomo de N unido con R1 y X, conformando un grupo heterocíclico; Z es un puente alquileno C1-4, donde dos átomos de C adyacentes pueden estar unidos entre sí con un puente alquileno C1-4 adicional, donde en el grupo Z un grupo -CH2 puede estar reemplazado por -O- ó -NR5-, donde uno o dos átomos de C del puente alquileno pueden estar sustituidos, de modo independiente entre sí, con un radical hidroxi, omega-hidroxialquilo C1-3, omega-(alcoxi C1-3)-alquilo C1-3, alcoxi C1-3, aminoalquilo C1-3, alquil C1-3-aminoalquilo C1-3, ó di-(alquil C1-3)-aminoalquilo C1-3 y/o por uno o dos radicales alquilo C1-6 iguales o diferentes, y/o donde R3 puede estar unido con Z, incluyendo el átomo de N unido con R3, conformando un grupo heterocíclico; A, Y tienen, de modo independiente entre sí, uno de los significados indicados para C y, donde R1 puede estar unido con Y, incluyendo el grupo X y el átomo de N unido con R1 y X, conformando un grupo heterocíclico condensado en Y, y/o donde R3 puede estar unido con Y, incluyendo el grupo Z y el átomo de N unido con R3 y Z , conformando un grupo heterocíclico condensado en Y, saturado o parcialmente no saturado, o donde A y R3 pueden estar unidos entre sí de modo tal que el grupo -NR3-CO-A- de la fórmula (1) signifique un grupo de la fórmula (2) y Q significa un grupo seleccionado de las subfórmulas: -CR6R7-, -CR6=R7-, -N=CR8-, -N=N-, -CO-NR9-, -CR8=N-, -CO-; L1, L2, L3 tienen, de modo independiente entre sí, uno de los significados indicados para R20; B es alquilo C1-6, alquenilo C1-6, alquinilo C1-6, cicloalquil C3-7-alquilo C1-3, cicloalquenil C3-7-alquilo C1-3, cicloalquil C3-7-alquenilo C1-3 ó cicloalquil C3-7-alquinilo C1-3, donde uno o varios átomos de C pueden estar mono o polisustituidos con halógeno y/o monosustituidos con hidroxi o ciano y/o grupos cíclicos pueden estar mono o polisustituidos con R20, o uno de los significados para Cy, donde la unión con el grupo W u opcionalmente en forma directa con el grupo A se realiza a través de un átomo de C de la parte carbocíclica o del anillo fenilo o piridina opcionalmente condensado o a través de un átomo de N ó C de la parte heterocíclica, donde para el caso de que k = 0, el grupo B puede estar unido entre sí con el grupo A a través de un átomo de C común conformando un sistema de anillo espirocíclico o a través de dos átomos comunes adyacentes, conformando un sistema de anillos bicíclicos condensados; W es un enlace simple, -O-, un grupo alquileno C1-4, alquenileno C2-4, alquinileno C2-4, alquilenoxi C1-4, oxi-alquileno C1-4, oxi-alquilen C1-3-alquileno C1-3, imino, N-(alquil C1-3)-imino, imino-alquileno C1-4, N-(alquil C1-3)-imino-alquileno C1-4, alquilen-imino C1-4 ó alquilen C1-4-N-(alquil C1-3)-imino, donde uno o dos átomos de C pueden estar sustituidos, de modo independiente entre sí, con un radical hidroxi, omega-hidroxi alquilo C1-3, omega-(alcoxi C1-3)-alquilo C1-3 y/o alcoxi C1-3 y/o con uno o dos radicales alquilo C1-6 iguales o diferentes, y/o donde W en los significados alquileno, oxialquileno y alquilenoxialquileno también pueden estar unidos con B en el significado Cy a través de un enlace doble; k es 0 ó 1; Cy es un grupo carbo- o heterocíclico seleccionado de uno de los siguientes significados: un grupo carbocíclico saturado de 3 a 7 miembros, un grupo carbocíclico no saturado de 5 a 7 miembros, un grupo fenilo, un grupo heterocíclico saturado de 4 a 7 miembros o no saturado de 5 a 7 miembros con un átomo de N, O ó S como heteroátomo, un grupo heterocíclico saturado o no saturado de 5 a 7 miembros con dos o más átomos de N o con uno o dos átomos de N y un átomo de O ó S como heteroátomos, un grupo aromático heterocíclico de 5 ó 6 miembros con uno o varios heteroátomos iguales o diferentes seleccionados de N, O y/o S, donde los grupos de 5, 6 ó 7 miembros detallados con anterioridad pueden estar unidos en forma condensada a través de dos átomos de C comunes adyacentes con un anillo fenilo o piridina, y donde en los grupos de 5, 6 ó 7 miembros mencionados con anterioridad uno o dos grupos -CH2 no adyacentes pueden estar sustituidos con un grupo -CO-, -C(=CH2)-, -(SO)- ó -(SO2), y donde los grupo saturados de 6 ó 7 miembros detallados con anterioridad también pueden estar presentes como sistemas de anillos puenteados con un puente imino, N-(alquil C1-4)-imino, metileno, (alquil C1-4)-metileno ó di-(alquil C1-4)-metileno, y donde los grupos cíclicos mencionados con anterioridad pueden estar mono o polisustituidos en uno o varios átomos de C con R20, en el caso de un grupo fenilo adicionalmente también monosustituido con nitro, y/o en uno o varios átomos de N con R21; R4, R5 tienen, de modo independiente entre sí, uno de los significados indicados para R16; R6, R7, R8, R9 son, de modo independiente entre sí, H, un grupo alquilo C1-6, omega-alcoxi C1-3-alquilo C1-3 ó omega-hidroxialquilo C1-3 y R6, R7,R8 también son, de modo independiente entre sí, halógeno; R11 es R15-O-, R15-O-CO, R16R17N-, R18R19NCO- ó Cy-; R12 tiene uno de los significados indicados para R20; R13 tiene uno de los significados indicados para R17; R14 es halógeno, alquilo C1-6, R15-O-, R15-O-CO-, R16R17N-, R18R19N-CO-, R15-O-alquilo C1-3, R15-O-CO-alquilo C1-3, R16R17N-alquilo C1-3, R18R19N-CO-alquilo C1-3 ó Cy-alquilo C1-3; R15 es H, alquilo C1-4, cicloalquilo C3-7, cicloalquil C3-7-alquilo C1-3, fenilo, fenil-alquilo C1-3 o piridinilo; R16 es H, alquilo C1-6, cicloalquilo C3-7, cicloalquil C3-7-alquilo C1-3, cicloalquenilo C4-7, cicloalquenil C4-7-alquilo C1-3, omega-hidroxialquilo C2-3, omega-(alcoxi C1-3)-alquilo C2-3, aminoalquilo C1-6, alquil C1-3-amino-alquilo C1-6 ó di-(alquil C1-3)-amino-alquilo C1-6; R17 tiene uno de los significados indicados para R16 o es fenilo, fenil-alquilo C1-3, piridinilo, dioxolan-2-ilo, alquilcarbonilo C1-3, hidroxicarbonil-alquilo C1-3, alcoxicarbonilo C1-4, alquil C1-3-carbonilamino-alquilo C2-3, alquilsulfonilo C1-3 ó alquil C1-3-sulfonilamino-alquilo C2-3; R18, R19 son, de modo independiente entre sí, H ó alquilo C1-6; R20 es halógeno, hidroxi, ciano, alquilo C1-4, cicloalquilo C3-7, hidroxialquilo C1-3, R22-alquilo C1-3 ó tiene uno de los significados indicados para R22; R21 es alquilo C1-3, omega-hidroxi-alquilo C2-3, fenilo, fenil-alquilo C1-3, alquilcarbonilo C1-3, carboxi, alcoxicarbonilo C1-4, alquilsulfonilo C1-3, fenilcarbonilo o fenil-alquil-carbonilo C1-3; R22 es piridinilo, fenilo, fenil-alcoxi C1-3, alcoxi C1-3, alquiltio C1-3, carboxi, H-CO-, alquilcarbonilo C1-3, alcoxicarbonilo C1-4, aminocarbonilo, alquilaminocarbonilo C1-3, di-(alquil C1-3)-aminocarbonilo, alquilsulfonilo C1-3, alquilsulfinilo C1-3, alquilsulfonilamino C1-3, amino, alquilamino C1-3, di-(alquil C1-3)-amino, fenil-alquilamino C1-3, ó N-(alquil C1-3)-fenil-alquilamino C1-3, acetilamino, propionilamino, fenilcarbonilo, fenilcarbonilamino, fenilcarbonilmetilamino, hidroxialquilaminocarbonilo, (4-morfolinil)carbonilo, (1-pirrolidinil)-carbonilo, (1-piperidinil)-carbonilo, (hexahidro-1-azepinil)carbonilo, (4-metil-1-piperazinil)carbonilo, metilendioxi, aminocarbonilamino o alquilaminocarbonilamino, donde en los grupo y radicales A, B, W, X, Y, Z, R1 a R9 y R11 a R22, uno o varios átomos de C pueden estar mono o polisustituidos con F y/o uno o dos átomos de C pueden estar, de modo independiente entre sí, monosustituidos con Cl ó Br, y/o uno o varios anillos fenilo presentan, de modo independiente entre sí, adicionalmente uno, dos o tres sustituyentes seleccionados del grupo F, Cl, Br, I, alquilo C1-4, alcoxi C1-4, difluorometil-, trifluorometil-, hidroxi-, amino, alquilamino C1-3, di-(alquil C1-3)-amino, acetilamino, aminocarbonilo, CN, difluoromCarboxylic acid amide compounds of the general formula (1) in which R 1, R 2 are, independently of each other, H, a C 1-8 alkyl or C 3-7 cycloalkyl group, optionally substituted with the radical R 11 or a phenyl radical optionally mono or polysubstituted with the radical R12 and / or monosubstituted with nitro, or R1 and R2 form a C2-8 alkylene bridge, in which - one or two -CH2 groups can be replaced, independently of each other, by - CH = N- or -CH = CH- and / or one or two -CH2 groups can be replaced, independently of each other by -O-, -S-, -CO-, -C (= CH2) - or - NR13 so that the heteroatoms are not directly linked to each other, where one or more H atoms with R14 can be replaced in the above-defined alkylene bridge, and / or where the previously defined alkylene bridge can be substituted with one or two C and carbocyclic or heterocyclic groups the same or different such that the junction between the rental bridge no and the group Cy is made through a single or double bond, through a common C atom, forming a spirocyclic ring system, through two adjacent common C and / or N atoms, forming a system of bicyclic ring condensed or through three or more atoms of C and / or N, forming a bridged ring system; R3 is H, C1-6 alkyl, C3-7 cycloalkyl, C3-7 cycloalkyl-C1-4 alkyl, C3-7 cycloalkenyl, C3-7 cycloalkenyl-C1-4 alkyl, phenyl, phenyl C1-4 alkyl, C1-3 alkoxy -C2-6 alkyl, C2-6 aminoalkyl, C1-3 alkyl-C2-6 aminoalkyl or di- (C1-3 alkyl) -C2-6 aminoalkyl; X is a single bond or a C1-8 alkylene bridge, in which - one or two -CH2 groups can be replaced, independently of each other, by -CH = CH- or -C ::: C- and / or - one or two groups -CH2 can be replaced, independently of each other, by -O-, -S-, - (SO) -, - (SO2) -, -CO- or -NR4- in such a way that two atoms of O, S or N or an atom of O are not directly connected to each other with an atom of S, where one or two atoms of C can be substituted, independently of each other, by a hydroxy radical, omega-C1-3 hydroxyalkyl, omega- (C1-3 alkoxy) -C1-3 alkyl and / or C1-3 alkoxy, and / or by one or two C1-6 alkyl radicals the same or different, and / or where the bridge alkylene may be linked with R1, including the N atom attached with R1 and X, forming a heterocyclic group; Z is a C1-4 alkylene bridge, where two adjacent C atoms can be linked together with an additional C1-4 alkylene bridge, where in group Z a group -CH2 can be replaced by -O- or -NR5-, where one or two C atoms of the alkylene bridge can be substituted, independently of each other, with a hydroxy radical, omega-hydroxyalkyl C1-3, omega- (C1-3 alkoxy) -alkyl C1-3, alkoxy C1-3 , C1-3 aminoalkyl, C1-3alkyl-C1-3alkylalkyl, or di- (C1-3alkyl) -C1-3alinoalkyl and / or by one or two same or different C1-6 alkyl radicals, and / or where R3 may be linked to Z, including the N atom attached to R3, forming a heterocyclic group; A, Y have, independently of each other, one of the meanings indicated for C and, where R1 can be linked with Y, including the group X and the atom of N linked with R1 and X, forming a heterocyclic group fused to Y , and / or where R3 can be linked with Y, including the group Z and the atom of N linked with R3 and Z, forming a heterocyclic group fused to Y, saturated or partially unsaturated, or where A and R3 can be linked between yes so that the group -NR3-CO-A- of the formula (1) means a group of the formula (2) and Q means a group selected from the sub-formulas: -CR6R7-, -CR6 = R7-, - N = CR8-, -N = N-, -CO-NR9-, -CR8 = N-, -CO-; L1, L2, L3 have, independently of one another, one of the meanings indicated for R20; B is C1-6 alkyl, C1-6 alkenyl, C1-6 alkynyl, C3-7 cycloalkyl-C1-3 alkyl, C3-7 cycloalkenyl-C1-3 alkyl, C3-7 cycloalkyl-C1-3 alkenyl or C3- cycloalkyl 7-C 1-3 alkynyl, where one or more C atoms may be mono or polysubstituted with halogen and / or monosubstituted with hydroxy or cyano and / or cyclic groups may be mono or polysubstituted with R20, or one of the meanings for Cy, where the union with the group W or optionally directly with the group A is carried out through a C atom of the carbocyclic part or the optionally condensed phenyl or pyridine ring or through a N or C atom of the heterocyclic part , where in the case that k = 0, group B can be linked together with group A through a common C atom forming a spirocyclic ring system or through two adjacent common atoms, forming a ring system condensed bicyclics; W is a single bond, -O-, a C1-4 alkylene group, C2-4 alkenylene, C2-4 alkynylene, C1-4 alkylenoxy, C1-4 oxy-alkylene, C1-3 oxy-C1-3 alkylene-C1-3 alkylene , imino, N- (C1-3 alkyl) -imino, imino-C1-4 alkylene, N- (C1-3 alkyl) -imino-C1-4 alkylene, C1-4 alkylene-imino or C1-4-N alkylene - (C1-3 alkyl) -imino, where one or two C atoms can be substituted, independently of each other, with a hydroxy radical, omega-hydroxy C1-3 alkyl, omega- (C1-3 alkoxy) -alkyl C1-3 and / or C1-3 alkoxy and / or with one or two C1-6 alkyl radicals the same or different, and / or where W in the meanings alkylene, oxyalkylene and alkyleneoxyalkylene may also be linked with B in the meaning Cy to through a double bond; k is 0 or 1; Cy is a carbo- or heterocyclic group selected from one of the following meanings: a saturated carbocyclic group of 3 to 7 members, an unsaturated carbocyclic group of 5 to 7 members, a phenyl group, a saturated heterocyclic group of 4 to 7 members or unsaturated 5 to 7 members with an atom of N, O or S as a heteroatom, a saturated or unsaturated heterocyclic group of 5 to 7 members with two or more N atoms or with one or two N atoms and one atom of O or S as heteroatoms, a 5- or 6-membered heterocyclic aromatic group with one or more identical or different heteroatoms selected from N, O and / or S, where the groups of 5, 6 or 7 members detailed above may be linked in condensed form through two adjacent common C atoms with a phenyl or pyridine ring, and where in the groups of 5, 6 or 7 members mentioned above one or two non-adjacent -CH2 groups may be substituted with a -CO group -, -C (= CH2) -, - (SO) - or - (SO2), and where saturated groups of 6 or 7 members detailed above may also be present as bridged ring systems with an imino bridge, N- (C1-4 alkyl) -imino, methylene, (C1- alkyl 4) -methylene or di- (C1-4 alkyl) -methylene, and where the aforementioned cyclic groups may be mono- or polysubstituted in one or more C atoms with R20, in the case of a phenyl group additionally also monosubstituted with nitro, and / or in one or several atoms of N with R21; R4, R5 have, independently of one another, one of the meanings indicated for R16; R6, R7, R8, R9 are, independently of each other, H, a C1-6 alkyl, omega-C1-3 alkoxy-C1-3 alkyl or omega-hydroxy C1-3 alkyl and R6, R7, R8 are also , independently of each other, halogen; R11 is R15-O-, R15-O-CO, R16R17N-, R18R19NCO- or Cy-; R12 has one of the meanings indicated for R20; R13 has one of the meanings indicated for R17; R14 is halogen, C1-6 alkyl, R15-O-, R15-O-CO-, R16R17N-, R18R19N-CO-, R15-O-C1-3 alkyl, R15-O-CO-C1-3 alkyl, R16R17N -C1-3 alkyl, R18R19N-CO-C1-3 alkyl or Cy-C1-3 alkyl; R 15 is H, C 1-4 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl-C 1-3 alkyl, phenyl, phenyl-C 1-3 alkyl or pyridinyl; R16 is H, C1-6 alkyl, C3-7 cycloalkyl, C3-7 cycloalkyl-C1-3 alkyl, C4-7 cycloalkenyl, C4-7 cycloalkenyl-C1-3 alkyl, omega-C2-3 hydroxyalkyl, omega- (alkoxy C1-3) -C2-3alkyl, C1-6 aminoalkyl, C1-3alkyl-C1-6alkyl or di- (C1-3alkyl) -amino-C1-6alkyl; R17 has one of the meanings indicated for R16 or is phenyl, phenyl-C1-3 alkyl, pyridinyl, dioxolan-2-yl, C1-3 alkylcarbonyl, hydroxycarbonyl-C1-3 alkyl, C1-4 alkoxycarbonyl, C1-3 alkyl carbonylamino-C2-3 alkyl, C1-3 alkylsulfonyl or C1-3 alkyl-sulfonylamino-C2-3 alkyl; R18, R19 are, independently of each other, H or C1-6 alkyl; R20 is halogen, hydroxy, cyano, C1-4 alkyl, C3-7 cycloalkyl, C1-3 hydroxyalkyl, R22-C1-3 alkyl or has one of the meanings indicated for R22; R21 is C1-3 alkyl, omega-hydroxy-C2-3 alkyl, phenyl, phenyl C1-3 alkyl, C1-3 alkylcarbonyl, carboxy, C1-4 alkoxycarbonyl, C1-3 alkylsulfonyl, phenylcarbonyl or phenylC1 alkylcarbonyl -3; R22 is pyridinyl, phenyl, C1-3 phenyl-alkoxy, C1-3 alkoxy, C1-3 alkylthio, carboxy, H-CO-, C1-3 alkylcarbonyl, C1-4 alkoxycarbonyl, aminocarbonyl, C1-3 alkylaminocarbonyl, di- ( C1-3 alkyl) -aminocarbonyl, C1-3 alkylsulfonyl, C1-3 alkylsulfinyl, C1-3 alkylsulfonylamino, amino, C1-3 alkylamino, di- (C1-3 alkyl) -amino, phenyl-C1-3 alkylamino, or N - (C1-3 alkyl) -phenyl-C1-3 alkylamino, acetylamino, propionylamino, phenylcarbonyl, phenylcarbonylamino, phenylcarbonylmethylamino, hydroxyalkylaminocarbonyl, (4-morpholinyl) carbonyl, (1-pyrrolidinyl) -carbonyl, (1-piperidinyl) -carbonyl, (hexahydro-1-azepinyl) carbonyl, (4-methyl-1-piperazinyl) carbonyl, methylenedioxy, aminocarbonylamino or alkylaminocarbonylamino, where in the groups and radicals A, B, W, X, Y, Z, R1 to R9 and R11 a R22, one or more C atoms may be mono or polysubstituted with F and / or one or two C atoms may be, independently of each other, monosubstituted with Cl or Br, and / or one or more phenyl rings pr they independently contain one, two or three substituents selected from the group F, Cl, Br, I, C1-4 alkyl, C1-4 alkoxy, difluoromethyl-, trifluoromethyl-, hydroxy-, amino, C1- alkylamino 3, di- (C1-3 alkyl) -amino, acetylamino, aminocarbonyl, CN, difluorom

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