AR059942A1 - Derivados de benzamidina y usos relacionados de los mismos - Google Patents

Derivados de benzamidina y usos relacionados de los mismos

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Publication number
AR059942A1
AR059942A1 ARP060102595A ARP060102595A AR059942A1 AR 059942 A1 AR059942 A1 AR 059942A1 AR P060102595 A ARP060102595 A AR P060102595A AR P060102595 A ARP060102595 A AR P060102595A AR 059942 A1 AR059942 A1 AR 059942A1
Authority
AR
Argentina
Prior art keywords
alkyl
cycloalkyl
group
so2rö
orö
Prior art date
Application number
ARP060102595A
Other languages
English (en)
Inventor
Dustin Mcminn
Daqing Sun
Yosup Rew
Xuelei Yan
Jay P Powers
Xiao He
Lisa Julian
Michael Degraffenreid
Original Assignee
Amgen Inc
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 Amgen Inc filed Critical Amgen Inc
Publication of AR059942A1 publication Critical patent/AR059942A1/es

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    • C07C233/66—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
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    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
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    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/54—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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    • C07C237/22—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
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    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
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    • C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
    • C07C255/44—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms at least one of the singly-bound nitrogen atoms being acylated
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    • C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
    • C07C317/36—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atoms of the amino groups bound to hydrogen atoms or to carbon atoms
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    • C07D211/16—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 radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
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    • C07D211/40—Oxygen atoms
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Abstract

Un compuesto caracterizado porque responde a la formula (1):o una sal aceptable para uso farmacéutico, solvato, estereoisomero o prodroga del mismo, en donde: R1 es un miembro seleccionado del grupo formado por -OH, halogeno y haloalquilo C1-6; R2 y R3 se seleccionan en forma independiente del grupo formado por halogeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxi C1-8, haloalquilo C1-6, hidroxialquilo C2-8 y cicloalquilo C3-8, donde no más de dos de R1, R2 y R3 son halogeno; R4 es un miembro seleccionado del grupo formado por hidrogeno, halogeno, alquilo C1-8 y cicloalquilo C3-8, R5 se selecciona entre el grupo formado por: halogeno, -CN, -NO2, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, haloalquilo C1-6, hidroxialquilo C2-8, cicloalquilo C3-8, heterocicloalquilo C3-8, cicloalquil C3-8-alquilo C1-6, cicloalquil C3-8-alcoxi C1-6, heterocicloalquil C3-8-alquilo C1-6, heteroaril alquilo C1-6, arilo, aril alquilo C1-6, -C(O)R', -C(O)OR', -NR'C(O)ORö, -ORö, -OC(O)R', - C(O)N(R')2, -S(O)Rö, -SO2Rö, -SO2N(R')2, -N(R')2, -NR'C(O)R', -NR'SO2Rö, -X-C(O)R', -X-C(O)OR', -X-NR'C(O)OR', -X ORö, -X-OC(O)R', -X-C(O)N(R')2, -X-S(O)Rö, -X-SO2Rö, -X-SO2N(R')2, -X-N(R')2 y -X-NR'C(O)R'; R6 se selecciona entre el grupo formado por: halogeno, -CN, -NO2, metilo, etilo, butilo lineal o ramificado, pentilo lineal o ramificado, hexilo lineal o ramificado, heptilo lineal o ramificado, octilo lineal o ramificado, alquenilo C2-8, alquinilo C2-8, haloalquilo C1-6, hidroxialquilo C2-8, cicloalquilo C3-8, heterocicloalquilo C3-8, cicloalquil C3-8-alquilo C1-6, cicloalquil C3-8-alcoxi C1-6, heterocicloalquil C3-8-alquilo C1-6, arilo, heteroaril alquilo C1-6, aril alquilo C1-6, -C(O)R', -C(O)OR', -NR'C(O)ORö, -ORö, -OC(O)R', - C(O)N(R')2, -S(O)Rö,-SO2Rö, -SO2N(R')2, -N(R')2, -NR'C(O)R', -NR'SO2Rö, -X -C(O)R', -X-C(O)OR', -X-NR'C(O)ORö, -X-ORö, -X-OC(O)R', -X-C(O)N(R')2, -X-S(O)Rö, -X-SO2Rö, -X-SO2N(R')2, -X-N(R')2 y -X-NR'C(O)R'; cualquier porcion cicloalquilo, porcion heterocicloalquilo, porcion arilo o porcion heteroarilo se sustituye opcionalmente con entre uno y cuatro miembros que se selecciona entre el grupo formado por: halogeno, -CN, -NO2, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxi C1-8, haloalquilo C1-6, hidroxialquilo C2-6, -C(O)R', -C(O)OR', -NR'C(O)ORö, -OR', -SR', -OC(O)R', -C(O)N(R')2, -S(O)Rö, -SO2Rö, -SO2N(R')2, -N(R')2, -NR'C(O)R' y -NR'SO2Rö, X es un grupo alquileno C1-8 lineal o ramificado; cada vez que ocurre R' es en forma independiente H o un miembro no sustituido seleccionado del grupo formado por alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxi C1-4-alquilo C1-4, haloalquilo C1-6, hidroxialquilo C2-8, cicloalquilo C3-8, heterocicloalquilo C3-8, heteroarilo, arilo, cicloalquil C3-8-alquilo C1-6, heterocicloalquil C3-8-alquilo C1-6, heteroaril alquilo C1-6, aril alquilo C1-6, o dos grupos R', cuando están unidos al mismo átomo de nitrogeno, pueden combinarse con el átomo de nitrogeno al cual están unidos para formar un heterociclo o un grupo heteroarilo; y cada vez que ocurre Rö es en forma independiente un miembro no sustituido seleccionado del grupo formado por alquilo C1-8, alquenilo C2-8, alquinilo C2-8, alcoxi C1-4-alquilo C1-4, haloalquilo C1-6, hidroxialquilo C2-8, cicloalquilo C3-8, heterocicloalquilo C3-8, heteroarilo, arilo, cicloalquil C3-8-alquilo C1-6, heterociclil alquilo C1-6, heteroaril alquilo C1-6 o aril alquilo C1-6; con la salvedad de que cuando R1 es -OH, entonces R2 y R3 no son ambos CF3.
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