AR067975A1 - Derivados de la n-bencil, n-arilcarbonilpiperazina - Google Patents

Derivados de la n-bencil, n-arilcarbonilpiperazina

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Publication number
AR067975A1
AR067975A1 ARP080103603A ARP080103603A AR067975A1 AR 067975 A1 AR067975 A1 AR 067975A1 AR P080103603 A ARP080103603 A AR P080103603A AR P080103603 A ARP080103603 A AR P080103603A AR 067975 A1 AR067975 A1 AR 067975A1
Authority
AR
Argentina
Prior art keywords
alkyl
halogen
alkyloxy
optionally substituted
optionally
Prior art date
Application number
ARP080103603A
Other languages
English (en)
Inventor
J H Chan
K K Ho
A L Roughton
N Ansari
I Neagu
Original Assignee
Organon Nv
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 Organon Nv filed Critical Organon Nv
Publication of AR067975A1 publication Critical patent/AR067975A1/es

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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • 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
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P9/00—Drugs for disorders of the cardiovascular system
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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
    • C07D207/04—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
    • C07D207/08—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 hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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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
    • C07D207/22—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
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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
    • C07D213/24—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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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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
    • C07D213/78—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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    • 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
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
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    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole 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
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    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
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    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
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    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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
    • C07D241/24—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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    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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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    • C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
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Abstract

A composiciones farmacéuticas comprendiendo la misma, y al uso de estos derivados de la N-bencil, N'-arilcarbonilpiperazina para la fabricacion de un medicamento para tratar o prevenir arterosclerosis y trastornos relacionados asociados con el colesterol y el trasporte y metabolismo de los ácidos biliares. Reivindicacion 1: Un derivado de la N-bencil, N'-arilcarbonilpiperazina caracterizado porque tiene la formula general (1) donde n es 1 o 2; A es un anillo aromático de 6 miembros conteniendo opcionalmente 1 o 2 átomos de nitrogeno; X es NR8, O o un enlace; R1 es H, alquilo C1-8) [sustituido opcionalmente con halogeno, (C1-4) alquiloxi, (C1-4) alquiloxicarbonilo, (C3-8) cicloalquilo, OH, CF3, ciano o NR9R10], (C2-6) alquenilo, (C2-6) alquinilo, (C3-8) cicloalquilo, fenilo [sustituido opcionalmente con (C1-4) alquilo, (C1-4) alquiloxi, halogeno, CN, CF3, OCF3 o NO2], un grupo heterocíclico saturado de 5 o 6 miembros que contiene 1 o 2 heteroátomos seleccionados de O y S, o un grupo heteroarilo de 5 o 6 miembros que contiene 1-3 heteroátomos seleccionados de O, S y N [sustituido opcionalmente con (C14 alquilo, (C1-4) alquiloxi, halogeno o CF3]; o R1 es (C1-3) alquilo sustituido con fenilo [sustituido opcionalmente con (C1-4) alquilo, (C1-4) alquiloxi, halogeno o con 2 sustitutos en posiciones adyacentes formando O - (CH2)n - O, donde n es 1 o 2], un grupo heteroarilo de 5 o 6 miembros que contiene 1-3 heteroátomos seleccionados de O, S y N [sustituido opcionalmente con (C1-3) alquilo, (C1-3) alquiloxi o halogeno], un grupo heterocíclico saturado de 5 o 6 miembros que contiene 1 o 2 heteroátomos seleccionados de O y S y N [sustituido opcionalmente con (C1-4) alquilo, (C1-4) alquiloxi, oxo, OH o halogeno]; o cuando X es NR8, R1 puede, junto con R8 y el N al cual están enlazados, formar un anillo de 4-8 miembros que contienen opcionalmente un heteroátomo opcional seleccionado de O y S [y cuyo anillo es sustituido opcionalmente con OH, (C1-4) alquilo, (C1-4) alquiloxi o halogeno]; R2 representa opcionalmente 1-3 sustitutos seleccionados independientemente de (C1-4) alquilo, (C1-4) alquiloxi, CF3 y halogeno; R3 representa opcionalmente 1-4 sustitutos seleccionados independientemente de (C1-4) alquilo y (C1-4) alquilo sustituido por OH o 1 o más halogenos; R4 es H o (C1-6) alquilo; R5 representa opcionalmente 1-3 sustitutos seleccionados independientemente de (C1-3) alquilo, (C1-3) alquiloxi y halogeno; R6 es H, (C1-6) alquilo [sustituido opcionalmente con halogeno, CF3 o CN], (C3-6) cicloalquilo [que contiene opcionalmente un heteroátomo seleccionado de O y S, y [sustituido opcionalmente por CN o fenilo], (C3-6) cicloalquilo (C1-4) alquilo, o un grupo (hetero) arilo de 5 o 6 miembros, enlazado opcionalmente a través de un grupo metileno, y sustituido opcionalmente con (C1-4) alquilo, (C1-4), alquiloxi (C1-4) alquilosulfonilo, halogeno, CN, CF3, CF3O o NO2]; R7 es H o (C1-3)alquilo; R8, cuando está presente, es H o (C1-3) alquilo; o R8, junto con R1 y el N al cual están enlazados, forman un anillo de 4-8 miembros conteniendo opcionalmente un heteroátomo adicional seleccionado de O y S [y cuyo anillo es sustituido opcionalmente con OH, (C1-3) alquilo, (C1-3) alquiloxi o halogeno]; R9 y R10 son seleccionados independientemente de H, (C1-3) alquilo o (C1-3) alquilcarbonilo; o R9 y R10, juntos con el N al cual están enlazados forman un anillo de 4-8 miembros que contiene opcionalmente un heteroátomo adicional seleccionado de O y S; o una sal farmacéuticamente aceptable del mismo.
ARP080103603A 2007-08-20 2008-08-19 Derivados de la n-bencil, n-arilcarbonilpiperazina AR067975A1 (es)

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