AR046920A1 - HYDROXAMATES CONNECTED TO ACILUREA AND CONNECTED TO SULFONILUREA - Google Patents

HYDROXAMATES CONNECTED TO ACILUREA AND CONNECTED TO SULFONILUREA

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Publication number
AR046920A1
AR046920A1 ARP040103893A ARP040103893A AR046920A1 AR 046920 A1 AR046920 A1 AR 046920A1 AR P040103893 A ARP040103893 A AR P040103893A AR P040103893 A ARP040103893 A AR P040103893A AR 046920 A1 AR046920 A1 AR 046920A1
Authority
AR
Argentina
Prior art keywords
optionally substituted
group
arylamino
alkyl
heterocycloalkyl
Prior art date
Application number
ARP040103893A
Other languages
Spanish (es)
Original Assignee
S Bio Pte Ltd
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 S Bio Pte Ltd filed Critical S Bio Pte Ltd
Publication of AR046920A1 publication Critical patent/AR046920A1/en

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    • C07D207/02—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
    • 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
    • C07D207/22—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 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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    • C07D295/13—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
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    • 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
    • C07D295/20—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 carbonic acid, or sulfur or nitrogen analogues thereof
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    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
    • C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
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Abstract

La presente se refiere a compuestos de hidroxamatos los cuales son inhibidores de la histona deacetilasa. Más particularmente, se refiere a compuestos que contienen biarilo y métodos para su preparacion. Estos compuestos pueden ser utiles como medicamentos para el tratamiento de trastornos prolíferos como también otras enfermedades que involucran, se refieren a o asociados con enzimas que tienen actividades de histona deacetilasa. Reivindicacion 1: Un compuesto de la formula (1), en donde: R es una mitad de union; R1 se selecciona del grupo que consiste en H, alquilo C1-6 y acilo; M se selecciona del grupo que consiste en O, S, NH, NR4, NOH y NOR4; R2 se selecciona del grupo que consiste en H, halogeno, alquilo, alquenilo, alquinilo, haloalquilo, haloalquenilo, heteroalquilo, cicloalquilo, cicloalquenilo, heterocicloalquilo, heterocicloalquenilo, arilo, heteroarilo, cicloalquilalquilo, heterocicloalquilalquilo, arilalquilo, heteroarilalquilo, arilalquenilo, cicloalquilheteroalquilo, heterocicloalquilheteroalquilo, heteroarilheteroalquilo, arilheteroalquilo, hidroxi, hidroxialquilo, alcoxi, alcoxialquilo, alcoxiarilo, alqueniloxi, alquiniloxi, cicloalquiloxi, heterocicloalquiloxi, ariloxi, heteroariloxi, arilalquiloxi, amino, alquilamino, aminoalquilo, acilamino, arilamino, sulfonilamino, sulfinilamino, fenoxi, benciloxi, COOR4, CONHR4, NHCOR4, NHCOOR4, NHCONHR4, C(=NOH)R4, alcoxicarbonilo, alquilaminocarbonilo, sulfonilo, alquilsulfonilo, alquilsulfinilo, arilsulfonilo, arilsulfinilo, aminosulfonilo, aminosulfinilo, SR4 y acilo; cada uno de los cuales puede estar opcionalmente sustituido; R2 junto con el nitrogeno al cual está unido y una porcion de R forman un grupo heterocicloalquilo opcionalmente sustituido; R3 se selecciona del grupo que consiste en H, halogeno, alquilo, alquenilo, alquinilo, haloalquilo, haloalquenilo, heteroalquilo, cicloalquilo, cicloalquenilo, heterocicloalquilo, heterocicloalquenilo, arilo, heteroarilo, cicloalquilalquilo, heterocicloalquilalquilo, arilalquilo, heteroarilalquilo, arilalquenilo, cicloalquilheteroalquilo, heterocicloalquilheteroalquilo, heteroarilheteroalquilo, arilheteroalquilo, hidroxi, hidroxialquilo, alcoxi, alcoxialquilo, alcoxiarilo, alqueniloxi, alquiniloxi, cicloalquiloxi, heterocicloalquiloxi, ariloxi, heteroariloxi, arilalquiloxi, amino, alquilamino, aminoalquilo, acilamino, arilamino, sulfonilamino, sulfinilamino, fenoxi, benciloxi, COOR4, CONHR4, NHCOR4, NHCOOR4, NHCONHR4, C(=NOH)R4, alcoxicarbonilo, alquilaminocarbonilo, sulfonilo, alquilsulfonilo, alquilsulfinilo, arilsulfonilo, arilsulfinilo, aminosulfonilo, aminosulfinilo, SR4 y acilo; cada uno de los cuales puede estar opcionalmente sustituido; Q se selecciona del grupo que consiste en -S(O)2-, -C(=O)- y -C(=S)-; G se selecciona del grupo que consiste en alquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, arilalquilo opcionalmente sustituido, heteroarilalquilo opcionalmente sustituido; cada R4 se selecciona independientemente del grupo que consiste en H, alquilo, alquenilo, alquinilo, haloalquilo, heteroalquilo, cicloalquilo, heterocicloalquilo, arilo, heteroarilo, cicloalquilalquilo, heterocicloalquilalquilo, arilalquilo, heteroarilalquilo y acilo, cada uno de los cuales puede estar opcionalmente sustituido; o una sal o pro-droga farmacéuticamente aceptable de la misma.This refers to hydroxamate compounds which are histone deacetylase inhibitors. More particularly, it refers to compounds containing biaryl and methods for its preparation. These compounds may be useful as medicaments for the treatment of prolific disorders as well as other diseases that involve, refer to or associated with enzymes that have histone deacetylase activities. Claim 1: A compound of the formula (1), wherein: R is a binding half; R1 is selected from the group consisting of H, C1-6 alkyl and acyl; M is selected from the group consisting of O, S, NH, NR4, NOH and NOR4; R2 is selected from the group consisting of H, halogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, heteroalkyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, heteroaryl, cycloalkylalkyl, heterocycloalkylalkyl, arylalkyl, heteroarylalkyl, arylalkenyl, cicloalquilheteroalquilo, heterocicloalquilheteroalquilo, heteroarylheteroalkyl, arylheteroalkyl, hydroxy, hydroxyalkyl, alkoxy, alkoxyalkyl, alkoxyaryl, alkenyloxy, alkynyloxy, cycloalkyloxy, heterocycloalkyloxy, aryloxy, heteroaryloxy, arylalkyloxy, amino, alkylamino, aminoalkyl, arylamino, arylamino, phenyloxy, arylamino NHCOR4, NHCOOR4, NHCONHR4, C (= NOH) R4, alkoxycarbonyl, alkylaminocarbonyl, sulfonyl, alkylsulfonyl, alkylsulfinyl, arylsulfonyl, arylsulfinyl, aminosulfonyl, aminosulfinyl, SR4 and acyl; each of which may be optionally substituted; R2 together with the nitrogen to which it is attached and a portion of R form an optionally substituted heterocycloalkyl group; R3 is selected from the group consisting of H, halogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, heteroalkyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, heteroaryl, cycloalkylalkyl, heterocycloalkylalkyl, arylalkyl, heteroarylalkyl, arylalkenyl, cicloalquilheteroalquilo, heterocicloalquilheteroalquilo, heteroarylheteroalkyl, arylheteroalkyl, hydroxy, hydroxyalkyl, alkoxy, alkoxyalkyl, alkoxyaryl, alkenyloxy, alkynyloxy, cycloalkyloxy, heterocycloalkyloxy, aryloxy, heteroaryloxy, arylalkyloxy, amino, alkylamino, aminoalkyl, arylamino, arylamino, phenyloxy, arylamino NHCOR4, NHCOOR4, NHCONHR4, C (= NOH) R4, alkoxycarbonyl, alkylaminocarbonyl, sulfonyl, alkylsulfonyl, alkylsulfinyl, arylsulfonyl, arylsulfinyl, aminosulfonyl, aminosulfinyl, SR4 and acyl; each of which may be optionally substituted; Q is selected from the group consisting of -S (O) 2-, -C (= O) - and -C (= S) -; G is selected from the group consisting of optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycloalkyl, optionally substituted arylalkyl, optionally substituted heteroarylalkyl; each R4 is independently selected from the group consisting of H, alkyl, alkenyl, alkynyl, haloalkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, cycloalkylalkyl, heterocycloalkylalkyl, arylalkyl, heteroarylalkyl and acyl, each of which may be optionally substituted; or a pharmaceutically acceptable salt or pro-drug thereof.

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