ES2655090T3 - Derivados de 1,2-bis-sulfonamida como moduladores de receptores de quimiocinas - Google Patents

Derivados de 1,2-bis-sulfonamida como moduladores de receptores de quimiocinas Download PDF

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ES2655090T3
ES2655090T3 ES15164047T ES15164047T ES2655090T3 ES 2655090 T3 ES2655090 T3 ES 2655090T3 ES 15164047 T ES15164047 T ES 15164047T ES 15164047 T ES15164047 T ES 15164047T ES 2655090 T3 ES2655090 T3 ES 2655090T3
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phenyl
methyl
chloro
dihydro
thienyl
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Haiqing Yuan
Richard L. Beard
Xiaoxia Liu
John E. Donello
Veena Viswanath
Michael E. Garst
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Allergan Inc
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Allergan Inc
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    • A61K31/343—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide condensed with a carbocyclic ring, e.g. coumaran, bufuralol, befunolol, clobenfurol, amiodarone
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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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms
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    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
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    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

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Abstract

Un compuesto que tiene Fórmula I, sus enantiómeros, diastereoisómeros, hidratos, solvatos, formas cristalinas e isómeros individuales, tautómeros o una sal farmacéuticamente aceptable del mismo,**Fórmula** en donde R1 es H; R2 es H; R3 es C-R7; R4 es C-R8; R5 es 2-tienilo, fenilo, fenil-4-acetamida, 4-cloro-3-trifluorometilfenilo, -1-metil-1H-imidazol, 3-piridina, 2 aminofenilo, 1,3-dimetil-1H-pirazol, 1-metil-1H-pirazol, 1-metil-1H-imidazol, 4-(1H-pirazol-1-il)fenilo, 1,3-tiazol-4-il)fenilo, 4-(1,3- oxazol-5-il)fenilo, 2-(metilamino)benzoato, 1-metil-1H-indol, 2-oxoindolina, 1-metil-2,3-dioxoindolina, 1-metil-2- oxoindolina, 2-furano, 4-bifenilo, 3,5-difluorofenilo, 3,5-diclorofenilo, -3,5-dimetilisoxazol, 4-cloro-2,5-difluorofenilo, 4- (2-metilfenoxi)fenilo, 5-isoxazol-3-iltiofeno, 2,6-diclorofenilo, 4-(metilsulfonil)fenilo, 3,4-difluorofenilo, 4-cloro-3- metilfenilo, 2-oxo-2,3-dihidro-1,3-benzoxazol, ácido 4-benzoico, ácido 2-metoxibenzoico, 3-cianofenilo, 4-tercbutilfenilo, 1,3-benzotiazol, 1H-1,2,4-triazol, 2-cloro-1,3-benzotiazol, 2,4-dimetoxifenilo, 2,5-dicloro-3-tienilo, 3- metoxifenilo, 3-(metilsulfonil)fenilo, 3-cloro-2-metilfenilo, ácido 4fenilpropanoico, ácido 2-etoxibenzoico, 2- metilfenil}acetamida, 3,5-bis(trifluorometil)fenilo, 1H-pirazol, 4-(trifluorometoxi)fenilo, 4-(benciloxi)fenilo, ácido 2-cloro- 4-fluorobenzoico, tiofeno-2-carboxilato, ácido 4-fluorobenzoico, 2-cloro-quinolina, 2,3-dihidro-1H-indeno, 1-naftilo, 1,3-benzodioxol, 3,5-dicloro-2-hidroxifenilo, 2-benzofurano, quinolina, 4-metilbenzoato, 2,4-dimetil-1,3-tiazol, 4-metil- 1,3-tiazol-2-il}acetamida, 5-cloro-8-quinolina, 2,4,5-trifluorofenilo, 3,4-dimetoxifenilo, 3,5-dimetil-1H-pirazol, 1- (fenilsulfonil)-1H-pirrol, N-acetilindolina, 1,3,4-oxadiazol-2-il-fenilo, 3-(1-metil-1H-pirazol-3-il)fenilo, 2- tienilsulfonil)amino]fenil-4-metilo, 2-oxo-2H-cromeno, 6-fenil-3-piridina, 2-cloro-4-(trifluorometil)fenilo, 6-fenoxipiridina, 5-feniltiofeno, 2,5-dimetil-3-tienilo, 2-clorofenil-4-acetamida, (5-cloro-2,4-difluorofenilo, 4-(1-metil-1H-pirazol-3- il)fenilo, 5-metil-1-benzotiofeno, 2,5-dimetilfurano, 4-(pirrolidin-1-ilsulfonil)fenilo, metil-2-metil-3-furoato, 3-oxo-3,4- dihidro-2H-1,4-benzoxazina, ácido 2,4-dicloro-benzoico, 5-{[(dimetilamino)carbonil]amino}-2-etoxifenilo, 2- metoxifenil}acetamida, 2- imidazo[2,1-b][1,3]tiazol, 6-morfolin-4-ilpiridina, 3-[(6-metilpirazin-2-il)oxi]fenilo, 5-piridin-2- iltiofeno, 3-pirimidin-2-ilfenilo, 4-dihidro-2H-pirido[3,2-b][1,4]oxazina, 6-(dimetilamino)-2-naftilo, 2-(metilsulfonil)fenilo, 3-metil-8-quinolina, 5-isoxazol-5-iltiofeno, 5-(dimetilamino)-1-naftilo, 2-cloro-tienilo, metilo, etilo, bencilo, iso-butilo, 2,2-dimetilcromano, 2-oxo-2,3,4,5-tetrahidro-1H-1-benzacepina, 4-metil-3,4-dihidro-2H-1,4-benzoxazina, 4-acetil-3,4- dihidro-2H-1,4-benzoxazina, 4-(benciloxi)fenilo, 2,4-dimetil-1,3-tiazol, 3,5-dimetilisoxazol, 5-cloro-3-metil-1-benzotien- 2-ilo, ácido 2-cloro-4-fluorobenzoico, 4-metil-1,3-tiazol-2-il}acetamida, 1H-1,2,4-triazol, ácido fenilpropanoico, 5- clorotiofeno-2-carboxilato, 3-fenilacetamida, 2-oxoindolina, 2-oxo-2,3-dihidro-1,3-benzoxazol, 5-isoxazol-3-il-2-tienilo, 2-cloroquinolina, 1-(fenilsulfonil)-1H-pirrol, 2,5-dicloro-3-tienilo, 5-{[(dimetilamino)carbonil]amino}-2-etoxifenilo, 6- morfolin-4-ilpiridina, 4-metoxitiofeno, 3-furilo, 1-metil-1H-pirazol, 6-cloroimidazo[2,1-b][1,3]tiazol, 3-(5-metil-1,2,4-oxadiazol-3-il)fenilo, 3-pirimidin-2-ilfenilo, 1-acetil-indolina, isonicotinato, 3-(5-metil-1,3,4-oxadiazol-2- il)fenilo, 4-(3,5-dimetil-1H-pirazol-1-il)fenilo, 3,5-dimetil-1-fenil-1H-pirazol, 4-metil-3,4-dihidro-2H-1,4-benzoxazina, 3,4-dihidro-2H-1,5-benzodioxepina, 2,2-dimetilcromano, 4-metil-2-fenil-1,3-tiazol, 5-piridin-2-il-2-tienilo, 4-metil-3,4- dihidro-2H-pirido[3,2-b][1,4]oxazina, 3-oxo-3,4-dihidro-2H-1,4-benzoxazina, 5,6-dicloro-3-piridina, 2,3-dioxo-1,2,3,4- tetrahidroquinoxalina o 4-acetil-3,4-dihidro-2H-1,4-benzoxazina; R6 es 2-benzofurano, 2-tienilo, 5-cloro-2-tienilo, 4,5-dicloro-2-tienilo, 4-cloro-3-metilfenilo, o 4-cloro-3- trifluorometilfenilo; R15 es C-R16; R17 es N o C-R18; R7 es H, metilo o cloro; R8 es H o cloro; R16 es H, y R18 es H con la condición; a). R6 no es el mismo que R5; b). cuando R5 es un heterociclo sustituido entonces no es**Fórmula** c). cuando R6 es 2-tienilo entonces R7, R8, R16 y R18 no son todos hidrógenos al mismo tiempo; d). el compuesto no es de las siguientes estructuras:**Fórmula**
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