AR040803A1 - Ligandos de receptores canabinoides, composiciones farmaceuticas, un proceso para su elaboracion y el uso de dichos compuestos, solos o combinados, para la preparacion de medicamentos - Google Patents

Ligandos de receptores canabinoides, composiciones farmaceuticas, un proceso para su elaboracion y el uso de dichos compuestos, solos o combinados, para la preparacion de medicamentos

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Publication number
AR040803A1
AR040803A1 AR20030102821A ARP030102821A AR040803A1 AR 040803 A1 AR040803 A1 AR 040803A1 AR 20030102821 A AR20030102821 A AR 20030102821A AR P030102821 A ARP030102821 A AR P030102821A AR 040803 A1 AR040803 A1 AR 040803A1
Authority
AR
Argentina
Prior art keywords
alkyl
cycloalkyl
disease
group
alkoxy
Prior art date
Application number
AR20030102821A
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English (en)
Original Assignee
Schering Corp
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Publication date
Application filed by Schering Corp filed Critical Schering Corp
Publication of AR040803A1 publication Critical patent/AR040803A1/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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
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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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    • C07D333/26—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 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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    • C07D333/04—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
    • C07D333/26—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 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
    • C07D333/38—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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    • C07C2603/74—Adamantanes

Abstract

Un compuesto de fórmula (1) o una sal o solvato aceptable para uso farmacéutico del mismo, en la cual: R1 se selecciona del grupo integrado por H, alquilo, haloalquilo C1-6, cicloalquilo, cicloalquilNH-, arilalquilo, heterocicloalquilo, heteroarilo, -N(R2)2, -N(R2)2arilo, arilo no sustituido y arilo sustituido con uno a tres X, en donde cada R2 puede ser igual o diferente y se selecciona independientemente cuando hay más de un R2 presente; R2 se selecciona del grupo integrado por H y alquilo C1-6; R3 es 1-3 sustituyentes seleccionados del grupo integrado por H, alquilo C1-6, Cl, F, CF3, OCF2H, OCF3, OH y alcoxi C1-6, en donde R3 puede ser igual o diferente y se selecciona independientemente cuando hay más de un R3 presente; R4 se selecciona del grupo integrado por H, alquilo C1-6, cicloalquilo alquenilo, arilo, bencilo, heteroarilo, heterocicloalquilo, arilNH-, heteroarilNH-, cicloalquilNH-, -N(R2)2 o -N(R2)arilo, dicho alquilo, alcoxi, cicloalquilo, alquenilo, fenilo, piridin-N-óxido y heteroarilo opcionalmente sustituidos con uno a tres X, en donde X puede ser igual o diferente y se selecciona independientemente cuando hay más de un X presente; R5 es H o alquilo C1-6; R6 es H o alquilo C1-6; o R5 y R6 tomados conjuntamente con el átomo de carbono al que están unidos forman un grupo carbonilo; L1 es de fórmula (2),-C(R2)2-, -C(O)-, -CHOR2-, -C=NOR5-, -SO2-, -SO-, -S-, -O-, -N(R2)-, -C(O)NR2-, -N(R2)C(O)-, -CHCF2- o -CF2-; L2 es un enlace covalente, alquileno C1-6, -C(R2)2-, una fórmula (3), -CHOR2-, -C(R2)OH, -C=NOR5-, -SO2-, -N(R2)SO2-, -SO-, -S-, -O-, -SO2N(R2)-, -N(R2)2-, -C(O)N(R2)- o -N(R2)C(O)-; X se selecciona del grupo integrado por H, halógeno, CF3, CN, OCF2H, OCF2CF3, OCF3, OR2, alquilo C1-6, cicloalquilo, cicloalcoxi, alcoxi C1-6, alcoxi(C1-6)alcoxi, -O-cicloalquilo, cicloalquilamino, cicloalquilalcoxi, heteroalquilo, -OSO2R2, -COOR2, -CON(R2)2, N(R2)2 y NR2alquilo, en donde X puede ser igual o diferente, y se selecciona independientemente cuando hay más de un X presente; Y es un enlace covalente, -CH2-, -SO2- o -C(O)-; Z es un enlace covalente, -CH2-, -SO2- o -C(O)-; o Y, R1, Z y R2 pueden tomarse conjuntamente con el átomo de nitrógeno al que están unidos para formar un heterocicloalquilo; con las siguientes salvedades: L2 y R4, cuando se toman conjuntamente, no pueden tener dos heteroátomos unidos covalentemente entre sí; cuando R2 es H, Z no puede ser -S(O)-, -SO2- o -C(O)-; y cuando Y es un enlace covalente, R1 no puede formar un enlace N-N con el átomo de nitrógeno. Un profármaco del mismo, o una sal, solvato o estereoisómeros del compuesto o de dicho profármaco, que exhiben actividad anti-inflamatoria e inmunomoduladora. También se presentan composiciones farmacéuticas que contienen dichos compuestos, un proceso para su elaboración y el uso de los compuestos, solos o combinados, para la preparación de medicamentos para el tratamiento del linfoma de células T cutáneas, artritis reumatoidea, lupus eritematoso sistémico, esclerosis múltiple, glaucoma, diabetes, sepsis, shock, sarcoidosis, fibrosis pulmonar idiopápica, displasia broncopulmonar, enfermedad retinal, escleroderma, osteoporosis, isquemia renal, infarto de miocardio, accidente cerebrovascular, isquemia cerebral, nefritis, hepatitis, glomerulonefritis, alveolitis fibrosante criptogénica, psoriasis, dermatitis atópica, vasculitis, alergia, rinitis alérgica estacional, enfermedad de Crohn, enfermedad intestinal inflamatoria obstrucción reversible de las vías respiratorias, síndrome de insuficiencia respiratoria en adultos, enfermedad pulmonar crónica (COPD), bronquitis, colitis, enfermedad coronaria, melanoma, rechazo a transplantes, enfermedad injerto versus huésped, tiroiditis de Hashimoto, enfermedad de Graves, miastenia gravis o síndrome de Goodpasture, a un paciente necesitado de dicho tratamiento.
AR20030102821A 2002-08-07 2003-08-06 Ligandos de receptores canabinoides, composiciones farmaceuticas, un proceso para su elaboracion y el uso de dichos compuestos, solos o combinados, para la preparacion de medicamentos AR040803A1 (es)

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PE20040754A1 (es) 2004-11-20
US7067539B2 (en) 2006-06-27
JP2010024251A (ja) 2010-02-04
CA2494827A1 (en) 2004-02-19
JP2005534715A (ja) 2005-11-17
US20030232859A1 (en) 2003-12-18
MXPA05001433A (es) 2005-06-06
AU2003257172A1 (en) 2004-02-25
EP1539662A1 (en) 2005-06-15
TW200413298A (en) 2004-08-01

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