ES2272203T1 - DIFENIL-UREAS REPLACED IN OMEGA POSITION WITH CARBOXIARILO AS INHIBITORS OF THE RAF QUINASA. - Google Patents
DIFENIL-UREAS REPLACED IN OMEGA POSITION WITH CARBOXIARILO AS INHIBITORS OF THE RAF QUINASA. Download PDFInfo
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- ES2272203T1 ES2272203T1 ES05028442T ES05028442T ES2272203T1 ES 2272203 T1 ES2272203 T1 ES 2272203T1 ES 05028442 T ES05028442 T ES 05028442T ES 05028442 T ES05028442 T ES 05028442T ES 2272203 T1 ES2272203 T1 ES 2272203T1
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- phenyl
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- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
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- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
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- A—HUMAN NECESSITIES
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- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
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- A61K31/4035—Isoindoles, e.g. phthalimide
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- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/445—Non condensed piperidines, e.g. piperocaine
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- C07C275/36—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with at least one of the oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. N-aryloxyphenylureas
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Abstract
Un compuesto de Fórmula I: A - D - B (I) o una sal farmacéuticamente aceptable del mismo, en la cual D es -NH-C(O)-NH-, A es un resto sustituido de hasta 40 átomos de carbono de la fórmula: -L-(M-L 1 )q, donde L es una estructura cíclica de 5 ó 6 miembros unida directamente a D, L1 comprende un resto cíclico sustituido que tiene al menos 5 miembros, M es un grupo formador de puentes que tiene al menos un átomo, q es un número entero de 1 a 3; y cada estructura cíclica de L y L1 contiene 0-4 miembros del grupo constituido por nitrógeno, oxígeno y azufre, y B es un resto arilo o heteroarilo sustituido o insustituido, hasta tricíclico que tiene hasta 30 átomos de carbono con al menos una estructura cíclica de 6 miembros unida directamente a D que contiene 0-4 miembros del grupo constituido por nitrógeno, oxígeno y azufre, en donde L1 está sustituido con al menos un sustituyente seleccionado del grupo constituido por -SO2Rx, -C(O)Rx y -C(NRy)Rz, Ry es hidrógeno o un resto basado en carbono de hasta 24 átomos de carbono que contiene opcionalmente heteroátomos seleccionados de N, S y O y opcionalmente halosustituido, hasta per-halo, Rz es hidrógeno o un resto basado en carbono de hasta de hasta 30 átomos de carbono que contiene opcionalmente heteroátomos seleccionados de N, S y O y sustituido opcionalmente con halógeno, hidroxi y sustituyentes basados en carbono de hasta 24 átomos de carbono, que contienen opcionalmente heteroátomos seleccionados de N, S y O y están sustituidos opcionalmente con halógeno.A compound of Formula I: A-D-B (I) or a pharmaceutically acceptable salt thereof, in which D is -NH-C (O) -NH-, A is a substituted moiety of up to 40 carbon atoms of the formula: -L- (ML 1) q, where L is a 5 or 6-member cyclic structure attached directly to D, L1 comprises a substituted cyclic moiety having at least 5 members, M is a bridge forming group having at least one atom, q is an integer from 1 to 3; and each cyclic structure of L and L1 contains 0-4 members of the group consisting of nitrogen, oxygen and sulfur, and B is a substituted or unsubstituted aryl or heteroaryl moiety, up to tricyclic having up to 30 carbon atoms with at least one cyclic structure 6-member directly linked to D containing 0-4 members of the group consisting of nitrogen, oxygen and sulfur, where L1 is substituted with at least one substituent selected from the group consisting of -SO2Rx, -C (O) Rx and -C (NRy) Rz, Ry is hydrogen or a carbon-based moiety of up to 24 carbon atoms optionally containing heteroatoms selected from N, S and O and optionally halosubstituted, until per-halo, Rz is hydrogen or a carbon-based moiety of up to 30 carbon atoms optionally containing heteroatoms selected from N, S and O and optionally substituted with halogen, hydroxy and carbon-based substituents of up to 24 carbon atoms, containing option Highly heteroatoms selected from N, S and O and are optionally substituted with halogen.
Claims (67)
ob) R_a and Rb together form a 5-7 membered heterocyclic structure with 1-3 heteroatoms selected from N, S and O, or a 5-7 membered substituted heterocyclic structure with 1-3 selected heteroatoms of N, S and O substituted with halogen, hydroxy or carbon-based substituents of up to 24 carbon atoms, which optionally contain heteroatoms selected from N, S and O and are optionally substituted with halogen;
or
-OR^{7}, -SR^{7}, -NR^{7}R^{7}, -NR^{7}C(O)OR^{7}, -NR^{7}C(O)R^{7}, alquilo C_{1}-C_{10}, alcoxi C_{1}-C_{10}, alquenilo C_{2}-C_{10}, alquenoílo C_{1}-C_{10}, cicloalquilo C_{3}-C_{10} que tiene 0-3 heteroátomos seleccionados de O, S y N, arilo C_{6}-C_{14}, alcarilo C_{7}-C_{24}, aralquilo C_{7}-C_{24}, heteroarilo C_{3}-C_{12} que tiene 1-3 heteroátomos seleccionados de O, N y S, alc-heteroarilo C_{4}-C_{23} que tiene 1-3 heteroátomos seleccionados de O, N y S, alquilo C_{1}-C_{10} sustituido, alcoxi C_{1}-C_{10} sustituido, alquenilo C_{2}-C_{10} sustituido, alquenoílo C_{1}-C_{10} sustituido, cicloalquilo C_{3}-C_{10} sustituido que tiene 0-3 heteroátomos seleccionados de O, N y S, arilo C_{6}-C_{12} sustituido, hetarilo C_{3}-C_{12} sustituido que tiene 1-3 heteroátomos seleccionados de O, N y S, aralquilo C_{7}-C_{24} sustituido, alcarilo C_{7}-C_{24} sustituido, alc-heteroarilo C_{4}-C_{23} sustituido que tiene 1-3 heteroátomos seleccionados de O, N y S, y -Q-Ar;W is independently selected from the group consisting of -CN, -CO 2 R 7, -C (O) NR 7 R 7, -C (O) -R 7, -NO_ {2},
-OR 7, -SR 7, -NR 7 R 7, -NR 7 C (O) OR 7, -NR 7 C ( O) R 7, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 2 -C 10 alkenyl, C 1 -C 10 alkenyl }, C 3 -C 10 cycloalkyl having 0-3 heteroatoms selected from O, S and N, C 6 -C 14 aryl, C 7 -C 24 alkaryl, C_ aralkyl {7} -C_ {24}, C3-C12 heteroaryl having 1-3 heteroatoms selected from O, N and S, C4-C23 alc-heteroaryl having 1-3 heteroatoms selected from O, N and S, substituted C 1 -C 10 alkyl, substituted C 1 -C 10 alkoxy, substituted C 2 -C 10 alkenyl, C 1 alkenyl -C 10 substituted, C 3 -C 10 substituted cycloalkyl having 0-3 heteroatoms selected from O, N and S, C 6 -C 12 substituted aryl, C 3 -heteroyl - C 12 substituted having 1-3 heteroatoms selected from O, N and S, substituted C 7 -C 24 aralkyl, substituted C 7 -C 24 alkaryl, C 4 -alkyl heteroaryl -C 23 substituted which has 1-3 heteroatoms selected from O, N and S, and -Q-Ar;
-(CH_{2})_{m}N(R^{7})-, -O(CH_{2})_{m}- CHX^{a}-, -CX^{a}_{2}-, -S-(CH_{2})_{m}- y N(R^{7})(CH_{2})_{m}-, donde m = 1-3, X^{a} es halógeno y R^{7} es como se define en la reivindicación 1.3. A compound as claimed in claim 1, wherein M is one or more bridging groups selected from the group consisting of -O-, -S-, -N (R7) -, - (CH_ {2) m -, -C (O) -, -CH (OH) -, - (CH2) m O-, - (CH2) m S -
- (CH 2) m N (R 7) -, -O (CH 2) m - CHX a -, -CX a 2 -, -S- (CH 2) m - and N (R 7) (CH 2) m -, where m = 1-3, X a it is halogen and R 7 is as defined in claim 1.
menos.5. A compound according to claim 1, wherein the cyclic structures of B and L attached directly to D are not substituted in the ortho position with a moiety having an ionizable hydrogen and a pKa value of 10 or
less.
ob) R_a and Rb together form a 5-7 membered heterocyclic structure with 1-3 heteroatoms selected from N, S and O, or a 5-7 membered substituted heterocyclic structure with 1-3 selected heteroatoms of N, S and O substituted with halogen, hydroxy or carbon-based substituents of up to 24 carbon atoms, which optionally contain heteroatoms selected from N, S and O and are optionally substituted with halogen;
or
ob) R_a and Rb together form a 5-7 membered heterocyclic structure with 1-3 heteroatoms selected from N, S and O, or a 5-7 membered substituted heterocyclic structure with 1-3 selected heteroatoms of N, S and O substituted with halogen, hydroxy or carbon-based substituents of up to 24 carbon atoms, which optionally contain heteroatoms selected from N, S and O and are optionally substituted with halogen;
or
-C(O)NR^{7}R^{7}, -OR^{7}, -SR^{7}, -NO_{2}, -NR^{7}R^{7}, -NR^{7}C(O)R^{7}, y -NR^{7}C(O)OR^{7}, siendo R^{7} como se ha definido arriba;
yAr is a 5 or 6 member aromatic structure containing 0-2 members selected from the group consisting of nitrogen, oxygen and sulfur, which is optionally substituted with halogen, to per-halo, and optionally substituted with Z_1, where n1 is 0 to 3 and each Z is independently selected from the group consisting of -CN, -CO2R7, -C (O) R7, -C (O) NR7 R 7, -NO 2, -OR 7, -SR 7, -NR 7 R 7, -NR 7 C (O) OR ^ {7}, -NR 7 C (O) R 7, and a carbon-based moiety of up to 24 carbon atoms, optionally containing heteroatoms selected from N, S and O and is optionally substituted with one or more substituents that are selected from the group consisting of -CN, -CO 2 R 7, -COR 7,
-C (O) NR 7 R 7, -OR 7, -SR 7, -NO 2, -NR 7 R 7, -NR 7 C (O) R 7, and -NR 7 C (O) OR 7, where R 7 is as defined above;
Y
ya) basic salts of organic acids and inorganic acids selected from the group consisting of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid, methanesulfonic acid, trifluorosulfonic acid, benzenesulfonic acid, p-toluene sulfonic acid (tosylate salt), 1- acid naphthalene sulfonic acid, 2-naphthalene sulfonic acid, acetic acid, trifluoroacetic acid, malic acid, tartaric acid, citric acid, lactic acid, oxalic acid, succinic acid, fumaric acid, maleic acid, benzoic acid, salicylic acid, phenylacetic acid, and mandelic acid;
Y
\newpage\ newpage
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