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AR043633A1 - Ligandos de receptores de canabinoides - Google Patents

Ligandos de receptores de canabinoides

Info

Publication number
AR043633A1
AR043633A1 ARP040100882A ARP040100882A AR043633A1 AR 043633 A1 AR043633 A1 AR 043633A1 AR P040100882 A ARP040100882 A AR P040100882A AR P040100882 A ARP040100882 A AR P040100882A AR 043633 A1 AR043633 A1 AR 043633A1
Authority
AR
Argentina
Prior art keywords
cycloalkyl
group
alkyl
heteroaryl
heterocyclynyl
Prior art date
Application number
ARP040100882A
Other languages
English (en)
Original Assignee
Schering Corp
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 Schering Corp filed Critical Schering Corp
Publication of AR043633A1 publication Critical patent/AR043633A1/es

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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
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
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    • C07D211/06—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
    • C07D211/36—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 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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    • C07D213/00—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
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    • C07D213/89—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 with hetero atoms directly attached to the ring nitrogen atom
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    • 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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  • Gastroenterology & Hepatology (AREA)

Abstract

Se describen compuestos ligandos de receptores canabinoides, o un solvato o sal farmacéuticamente aceptable de los compuestos, que exhiben actividad antiinflamatoria e inmunomoduladora. Además se describen composiciones farmacéuticas que contienen dichos compuestos. Reivindicación 1: Un compuesto de fórmula (1), o un solvato o sal farmacéuticamente aceptable de dicho compuesto, en donde: n es 0 a 4; p es 0 a 4; q es 0 a 5; X se selecciona entre el grupo que consiste en hidrógeno, alcoxi, alquilo, arilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, haloalcoxi, haloalquilo, halógeno, heteroalquilo, heteroarilo, -CF3, -CN, -C(O)N(R2)2, -C(O)OR2, -N(R2)2, -NHC(O)R2, -NR2C(O)OR2, -NR2C(O)N(R2)2, -NO2, -NC(=N-CN)NHR2, -OCF2H, -OCF3, -OH y -S(O2)N(R2)2, con la condición de que cuando n es 2, 3 ó 4, las porciones X pueden ser iguales o diferentes, y se seleccionan de manera independiente entre el grupo que se menciona anteriormente; Y se selecciona entre el grupo que consiste en hidrógeno, alcoxi, alquilo, cicloalquilo, cicloalquenilo, heterociclilo, heterociclenilo, halógeno, heteroalquilo, heteroarilo, -O-cicloalquilo, -CF3, -CN, -C(O)OR2, -C(O)R2, -N(R2)2, -OCF3, -OCF2H y -OH, con la condición de que: cuando p es 2, 3 ó 4, las porciones Y pueden ser iguale o diferentes, y se seleccionan de manera independiente entre el grupo que se menciona anteriormente; o cuando p es 2, las porciones Y pueden formar un anillo cíclico de 3 a 7 átomos de anillo de los cuales 1 ó 2 pueden ser heteroátomos; Z se selecciona entre el grupo que consiste en hidrógeno, alcoxi, alquilo, cicloalquilo, cicloalquenilo, halógeno, heteroalquilo, heteroarilo, heterociclilo, heterociclenilo, -O-cicloalquilo, -CF3, -CN, -C(O)OR2, -N(R2)2, -OCF3, -OCF2H, -OH y -S(O2)R2, con la condición de que cuando q es 2, 3 4 ó 5, las porciones Z pueden ser iguales o diferentes,. Y se seleccionan de manera independiente entre el grupo que se menciona anteriormente; R1 se selecciona entre el grupo que consiste en hidrógeno, alcoxi, alquilo, arilo, cicloalquilo, cicloalquenilo, heteroarilo, heterociclilo, heterociclenilo y -N(R2)2; R2 se selecciona entre el grupo que consiste en hidrógeno, alcoxi, alquilo, arilo, cicloalquilo, cicloalquenilo, heteroarilo, heterociclilo, heterociclenilo e hidroxialquilo; L1 se selecciona entre el grupo que comprende un enlace covalente, -C(F2)-, -(CH(OR2))-, -C(O)-, -C(O)N(H)-, -C(=N-OR2)-, -C(=NR2)-, -C(=N-CN)-, -C(R2)2-, -N(R2)-, -N(H)C(O)-, -N(R2)S(O2)-, -O-, -OC(O)-, -C(O)O-, -S-, -S(O2)-, -S(O)- y -S(O2)N(R2)-, con la condición de que cuando L1 es un enlace covalente, M1 está directamente unido al carbono de fenilo marcado A; L2 se selecciona entre el grupo que comprende un enlace covalente, -C(R2)2, -C(=N-OR2)-, -C(O)-, -C(O)N(H)-, -C(O)O-, -OC(O)-, -N(H)C(O)-, -NHS(O2)-, -N(R2)-, -O-, -S-, -S(O)-, -S(O2)- y -S(O2)N(R2)-, con la condición de que cuando L2 es un enlace covalente, M1 está directamente unido a M2; M1 es arilo, cicloalquilo, heteroarilo, o heterocicloalquilo; y M2 es alquilo, arilo, cicloalquilo, cicloalquenilo, heteroarilo, heterociclilo, heterociclenilo, -C(O)R2, -C(O)OR2, -N(R2)2 o -S(O)2R2; con las condiciones de que: i) cuando M2 es -N(R2)2, L2 es un enlace covalente, -CH2-, -C(O)- o -S(O2)- y Z está ausente; ii) cuando M2 es -C(O)R2 o -C(O)OR2, L2 es un enlace covalente, -CH2-, -NH- o -N(alquilo)- y Z está ausente; iii) cuando M2 es -S(O)R2, L2 es un enlace covalente, -CH2-, -NH- o -N(alquilo)- y Z está ausente; y iv) las dos porciones R2 es -N(R2)2 y -C(R2)2- son iguales o diferentes y se seleccionan de manera independiente, o los dos R2 de -N(R2)2 se unen entre sí y con el nitrógeno al cual están unidos, a fin de formar un anillo heterocíclico que tiene 3 a 7 átomos de anillo y en forma opcional contiene adicionalmente uno o más átomos N u O, en donde dicho N adicional puede estar opcionalmente sustituido con R2; en donde cada uno de dichos alcoxi, alquilo, aralquilo, arilo, cicloalquilo, cicloalquenilo, heteroaralquilo, heteroarilo, heterociclilo y heterociclenilo en las definiciones anteriores pueden estar no sustituidos o en forma opcional, independientemente sustituidos con una o más porciones iguales o diferentes, en donde cada porción se selecciona en forma independiente entre el grupo que consiste en halógeno, alcoxi, -CF3, -CN, -C(O)N(R2)2, -C(O)OR2, -C(O)R2, -NC(O)R2, -NR2C(O)OR2, -NR2C(O)N(R2)2, -NC(=N.CN)NHR2, -NO2, -N(R2)2, -OCF2H, -OCF3, -OH, -S(O2)R2 y -S(O2)N(R2)2.
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