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ES2515095T3 - Derivados de adamantil acetamida como inhibidores de la enzima 11-beta-hidroxiesteroide deshidrogenasa tipo 1 - Google Patents

Derivados de adamantil acetamida como inhibidores de la enzima 11-beta-hidroxiesteroide deshidrogenasa tipo 1 Download PDF

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Publication number
ES2515095T3
ES2515095T3 ES05742013.5T ES05742013T ES2515095T3 ES 2515095 T3 ES2515095 T3 ES 2515095T3 ES 05742013 T ES05742013 T ES 05742013T ES 2515095 T3 ES2515095 T3 ES 2515095T3
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alkyl
heterocycle
cycloalkyl
group
aryl
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Inventor
James T. Link
Marina A. Pliushchev
Jeffrey J. Rohde
Dariusz Wodka
Jyoti R. Patel
Qi Shuai
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AbbVie Inc
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AbbVie Inc
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Priority claimed from US10/834,459 external-priority patent/US20050245745A1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—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
    • C07C237/04—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 the carbon skeleton being acyclic and saturated
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    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—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 ring other than a six-membered aromatic ring of the carbon skeleton
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    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
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    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C07D213/85—Nitriles in position 3
    • C—CHEMISTRY; METALLURGY
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    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
    • C07D253/06—1,2,4-Triazines
    • C—CHEMISTRY; METALLURGY
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    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
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    • C07D295/04—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
    • C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero 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
    • C07D295/18—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
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    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Un compuesto de acuerdo con formula (I), o una sal terapéuticamente aceptable del mismo, donde A1 se selecciona entre el grupo que consiste en alquil-NH-alquilo, alquilcarbonilo, alquilsulfonilo, cicloalquilo, cicloalquilcarbonilo, cicloalquilsulfonilo, arilcarbonilo, arilsulfonilo, heterociclocarbonilo, heterociclosulfonilo, arilalquilo, ariloxialquilo, carboxialquilo, carboxicicloalquilo, haloalquilo, heterociclo, heterocicloalquilo, heterociclooxialquilo, -NR7-[C(R8R9]n-C(O)-R10, -O-[C(R11R12)]-C(O)-R13, -N(R15R16), -CO2R17, -C(O)-N(R18R19), - C(R20R21)-OR22 y -C(R23R24)-N(R25R26); cada uno de A2, A3 y A4 se selecciona independientemente entre el grupo que consiste en hidrógeno, alquilo, alquil- NH-alquilo, alquil-carbonilo, alquilsulfonilo, cicloalquilo, cicloalquilcarbonilo, cicloalquilsulfonilo, arilcarbonilo, arilsulfonilo, heterociclocarbonilo, heterociclosulfonilo, arilo, arilalquilo, ariloxialquilo, carboxialquilo, carboxicicloalquilo, halógeno, haloalquilo, heterociclo, heterocicloalquilo, heterociclooxialquilo, -NR7-[C(R8 R9)]n- C(O)-R10, -O-[C(R11R12)]p-C(O)-R13, -OR14, -N(R15R16), - CO2R17, -C(O)-N(R18R19), -C(R20R21)-OR22 y -C(R23R24)- N(R25R26); n es 0 o 1; p es 0 o 1; cada uno de R1 y R2 se selecciona independientemente entre el grupo que consiste en hidrógeno, alquilo, alcoxialquilo, alquil-NH-alquilo, ariloxialquilo, aril-NH-alquilo, carboxialquilo, carboxicicloalquilo, heterociclooxialquilo, heterociclo-NH-alquilo, cicloalquilo, arilo, arilalquilo, haloalquilo, heterociclo, heterocicloalquilo, heterocicloheterociclo y aril-heterociclo, o R1 y R2 junto con el átomo al que están unidos, forman un heterociclo; cada uno de R3 y R4 se selecciona independientemente entre el grupo que consiste en hidrógeno, alquilo, carboxialquilo, carboxicicloalquilo, cicloalquilo, haloalquilo, arilo y heterociclo, o R3 y R4 junto con el átomo al que están unidos, forman un anillo seleccionado entre el grupo que consiste en cicloalquilo y heterociclo no aromático; o R2 y R3 junto con los átomos a los que están unidos, forman un heterociclo no aromático; R5 se selecciona entre el grupo que consiste en hidrógeno, alquilo, carboxialquilo, carboxicicloalquilo, -cicloalquilo, arilo, arilalquilo, ariloxialquilo, heterociclo, heterocicloalquilo y heterociclooxialquilo; R6 se selecciona entre el grupo que consiste en hidrógeno, alquilo, carboxi, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, arilalquilo, ariloxialquilo, heterociclo, heterocicloalquilo y heterociclooxialquilo; R7 se selecciona entre el grupo que consiste en hidrógeno, alquilo, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, arilalquilo, ariloxialquilo, ariloxi, hidroxi, alcoxi, cicloalquiloxi, heterociclooxi, heterociclo, heterocicloalquilo y heterociclooxialquilo; cada uno de R8 y R9 se selecciona independientemente entre el grupo que consiste en hidrógeno, alquilo, carboxi, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, arilalquilo, ariloxialquilo, heterociclo, heterocicloalquilo y heterociclooxialquilo, o R8 y R9 junto con el átomo al que están unidos, forman un anillo seleccionado entre el grupo que consiste en cicloalquilo y heterociclo no aromático; R10 se selecciona entre el grupo que consiste en hidrógeno, alquilo, carboxi, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, ariloxi, arilalquilo, ariloxialquilo, hidroxi, alcoxi, cicloalquiloxi, heterociclooxi, heterociclo, heterocicloalquilo, heterociclooxialquilo y -N(R27R28); cada uno de R11 y R12 se selecciona independientemente entre el grupo que consiste en hidrógeno, alquilo, carboxi, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, arilalquilo, ariloxialquilo, heterociclo, heterocicloalquilo y heterociclooxialquilo, o R11 y R12 junto con el átomo al que están unidos, forman un anillo seleccionado entre el grupo que consiste en cicloalquilo y heterociclo no aromático; R13 se selecciona entre el grupo que consiste en hidrógeno, alquilo, carboxi, carboxialquilo, cicloalquilo, carboxicicloalquilo, arilo, arilalquilo, ariloxi, ariloxialquilo, hidroxi, alcoxi, cicloalquiloxi, heterociclooxi, heterociclo, heterocicloalquilo, heterociclooxialquilo y -N(R29R30).

Description

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Claims (1)

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ES05742013.5T 2004-04-29 2005-04-29 Derivados de adamantil acetamida como inhibidores de la enzima 11-beta-hidroxiesteroide deshidrogenasa tipo 1 Active ES2515095T3 (es)

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US10/965,591 US20050245534A1 (en) 2004-04-29 2004-10-14 Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme
PCT/US2005/015304 WO2005108368A1 (en) 2004-04-29 2005-04-29 Adamantyl-acetamide derivatives as inhibitors of the 11-beta-hydroxysteroid dehydrogenase type 1 enzyme

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PT1751108E (pt) 2014-11-06
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WO2005108368A1 (en) 2005-11-17
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IL221770A0 (en) 2012-10-31
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US20050245534A1 (en) 2005-11-03
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