AR043054A1 - Derivados de piperazina que actuan como ligandos receptores de melanocortina y composiciones farmaceuticas que los contienen para controlar trastornos mediados por mc-4 - Google Patents
Derivados de piperazina que actuan como ligandos receptores de melanocortina y composiciones farmaceuticas que los contienen para controlar trastornos mediados por mc-4Info
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Abstract
Un compuesto, incluyendo todas las formas enantioméricas y diastereoméricas y las sales farmacéuticamente aceptables de éstas, el compuesto antes mencionado tiene la fórmula (1), en donde L representa una unidad de enlace cada una de las cuales independientemente se selecciona del grupo que consiste de: a) -(R2)p(CH=CH)q-; b) -(R2)y(X)zC(Y)w(X)z(R2)y-; c) -(R2)y(X)zS(Y)k(X)z(R2)y-; d) -(R2)y(Z)mNR4(Z)m(R2)y-; e) -(R2)y(O)2P(T)k(O)z(R2)y-; en donde T es =O, -OR4, y mezclas de estos; en donde X es -O-, -S-, -NR4-; Y es =O, =S, =NR4, -R4, y mezclas de estos; Z es =N-, -NR4-, y mezclas de estos; el índice k es desde 0 a 2; el índice m es 0 ó 1; el índice p es desde 0 a 12; el índice q es desde 0 a 3; el índice w es desde 0 a 2; el índice y es 0 ó 1; el índice z es 0 ó 1; cada R2 independientemente es una unidad de metileno sustituido o no sustituido representada por la fórmula -[CR3aR3b]- en donde R3a y R3b cada una independientemente se selecciona del grupo que consiste de: i) hidrógeno; ii) C1-12 hidrocarbilo que se selecciona del grupo que consiste de: a) alquilo C1-12 lineal o ramificado, sustituido o no sustituido; b) cicloalquilo C3-12 sustituido o no sustituido; c) alquenilo C2-12 lineal o ramificado, sustituido o no sustituido; d) cicloalquenilo C3-12 sustituido o no sustituido; e) arilo C6-C12 sustituido o no sustituido; f) heterociclo C1-12 sustituido o no sustituido; g) heteroarilo C3-12, sustituido o no sustituido; h) y mezclas de estos; iii) -[C(R11)2]nCOR4; iv) -[C(R11)2]nCOOR4; v) -[C(R11)2]nCOCH=CH2; vi) -[C(R11)2]nC(=NR4)N(R4)2; vii) -[C(R11)2]nCON(R4)2; viii) -[C(R11)2]nCONR4N(R4)2; ix) -[C(R11)2]nCN; x) -[C(R11)2]nCNO; xi) -[C(R11)2]nCF3, -[C(R11)2]nCCl3, -[C(R11)2]nCBr3; xii) -[C(R11)2]nN(R4)2; xiii) -[C(R11)2]nNR4COR4; xiv) -[C(R11)2]nNR4CN; xv) -[C(R11)2]nNR4C(=NR4)N(R4)2; xvi) -[C(R11)2]nNHN(R4)2; xvii) -[C(R11)2]nNHOR4; xviii) -[C(R11)2]nNCS; xix) -[C(R11)2]nNO2; xx) -[C(R11)2]nOR4; xxi) -[C(R11)2]nOCN; xxii) -[C(R11)2]nOCF3, -[C(R11)2]nOCCl3, -[C(R11)2]nOCBr3; xxiii) F, Cl, Br, I, y mezclas de estos; xxiv) -[C(R11)2]nSO3M; xxv) -[C(R11)2]nOSO3M; xxvi) -[C(R)2]nSCN; xxvii) -[C(R11)2]nSO2N(R4)2; xxviii) -[C(R11)2]nSO2R4; xxix) -[C(R11)2]nP(O)(OR4)R4; xxx) -[C(R11)2]nP(O)(OR4)2; xxxi) haloalquilo que tiene la fórmula -[C(R9)2]nC(R9)3; xxxii) una unidad R3a y una unidad R3b del mismo átomo de carbono se pueden tomar juntas para formar un anillo carbocíclico o heterocíclico que comprende de 3 a 8 átomos; xxxiii) una unidad R3a ó R3b de una primera unidad R2 se puede tomar junto con una unidad R3a ó R3b de una segunda unidad R2 para formar un anillo carbocíclico o heterocíclico que comprende 3 a 8 átomos; xxxiv) y mezclas de estos; R9 es hidrógeno, flúor, cloro, bromo, iodo, y mezclas de estos; cada R11 es hidrógeno ó R10; el índice n tiene el valor de 0 a 10; las unidades R4 son unidades de hidrocarbilo cada una de las cuales independientemente se selecciona del grupo que consiste de: i) hidrógeno; ii) hidrocarbilo C1-12 que se selecciona del grupo que consiste de: a) alquilo C1-12 lineal o ramificado, sustituido o no sustituido; b) cicloalquilo C3-12 sustituido o no sustituido; c) alquenilo C2-12 lineal o ramificado, sustituido o no sustituido; d) cicloalquenilo C3-12 sustituido o no sustituido; e) arilo C6-12 sustituido o no sustituido; f) heterociclo C1-12 sustituido o no sustituido; g) heteroarilo C3-12 sustituido o no sustituido; h) y mezclas de estos; R es una unidad de hidrocarbilo sustituido o no sustituido que se selecciona del grupo que consiste de: a) anillos carbocíclicos no aromáticos; b) anillos carbocíclicos aromáticos; c) anillos heterocíclicos no aromáticos; d) anillos heterocíclicos aromáticos; W es una unidad pendiente que tiene la fórmula: -(L)r-[CR5aR5b]x-Q en donde el índice r es 0 ó 1 y el índice x es de 0 a 10; Q es: a) hidrógeno; b) -N(R4)2; c) -OR4; d) una unidad que comprende una unidad sustituida o no sustituida que se selecciona del grupo que consiste de: i) anillos carbocíclicos no aromáticos; ii) anillos carbocíclicos aromáticos; iii) anillos heterocíclicos no aromáticos; iv) anillos heterocíclicos aromáticos; en donde el número de anillos es de 1 a 3; R5a y R5b cada uno independientemente se selecciona del grupo que consiste de i) hidrógeno; ii) hidrocarbilo C1-12 que se selecciona del grupo que consiste de: a) alquilo C1-12 lineal o ramificado, sustituido o no sustituido; b) cicloalquilo C3-12 sustituido o no sustituido; c) alquenilo C2-12 lineal o ramificado, sustituido o no sustituido; d) cicloalquenilo C3-12 sustituido o no sustituido; e) arilo C6-12 sustituido o no sustituido; f) heterociclilo C1-12 sustituido o no sustituido; g) heteroarilo C3-12 sustituido o no sustituido; h) y mezclas de estos; iii) -[C(R11)2]nCOR4; iv) -[C(R11)2]nCOOR4; v) -[C(R11)2]nCOCH=CH2; vi) -[C(R11)2]nC(=NR4)N(R4)2; vii) -[C(R11)2]nCON(R4)2; viii) -[C(R11)2]nCONR4N(R4)2; ix) -[C(R11)2]nCN; x) -[C(R)2]nCNO; xi) -[C(R11)2]nCF3, -[C(R11)2]nCCl3, -[C(R11)2]nCBr3; xii) -[C(R11)2]nN(R4)2; xiii) -[C(R11)2]nNR4COR4; xiv) -[C(R11)2]nNR4CN; xv) -[C(R11)2]nNR4C(=NR4)N(R4)2; xvi) -[C(R11)2]nNHN(R4)2; xvii) -[C(R11)2]nNHOR4; xviii) -[C(R11)2]nNCS; xix) -[C(R11)2]nNO2; xx) -[C(R11)2]nOR4; xxi) -[C(R11)2]nOCN ; xxii) -[C(R11)2]nOCF3, -[C(R11)2]nOCCl3, -[C(R11)2]nOCBr3; xxiii) F, Cl, Br, I, y mezclas de estos; xxiv) -[C(R11)2]nSO3M; xxv) -[C(R11)2]nOSO3M; xxvi) -[C(R11)2]nSCN; xxvii) -[C(R11)2]nSO2N(R4)2; xxviii) -[C(R11)2]nSO2R4; xxiv) -[C(R11)2]nP(O)(OR4)R4; xxx) -[C(R11)2]nP(O)(OR4)2; xxxi) haloalquilo que tiene la fórmula -[C(R9)2]nC(R9)3; xxxii) R5a y R5b se pueden tomar juntos para formar un anillo carbocíclico o heterocíclico que comprende de 3 a 10 átomos; xxxiii) y mezclas de estos; R1 es alquilo C1-12 lineal o ramificado, sustituido o no sustituido, alquilo C3-8 cíclico, alquenilo C2-12 lineal o ramificado, o -[C(R9)2]nC(R9)3; R9 es hidrógeno, flúor, cloro, bromo, iodo, y mezclas de estos; el índice n tiene el valor de 0 a 10 como se define anteriormente en la presente invención; A, A1, y A2 son componentes de anillo cada uno de los cuales se selecciona independientemente del grupo que consiste de -C(=NR6)-, -C(=O)-, -C(=S)-, -C(R6)2-, -C(R6)2C(R6)2-, -CR6=, -N=, -NR6-, ó dos unidades A se pueden tomar juntas con un átomo adyacente o una unidad para formar un enlace que tiene la fórmula -N=N-, -N-NR6-, -CR6=N-, -C=N-, y mezclas de estos; el índice j es 0 ó 1; R6 es hidrógeno, R4, ó la unidad pendiente W1 que tiene la fórmula -(L)r-[CR7aR7b]x-R8 en donde el índice r es igual a 0 ó 1; R7a y R7b cada uno independientemente se selecciona del grupo que consiste de i) hidrógeno; ii) hidrocarbilo C1-12 que se selecciona del grupo que consiste de: a) alquilo C1-12 lineal o ramificado, sustituido o no sustituido; b) cicloalquilo C3-12 sustituido o no sustituido; c) alquenilo C2-C12 lineal o ramificado, sustituido o no sustituido; d) cicloalquenilo C3-12 sustituido o no sustituido; e) arilo C6-12 sustituido o no sustituido; f) heterociclilo C1-12 sustituido o no sustituido; g) heteroarilo C3-12 sustituido o no sustituido; h) y mezclas de estos; iii) -[C(R11)2]nCOR4; iv) -[C(R11)2]nCOOR4; v) -[C(R11)2]nCOCH=CH2; vi) -[C(R11)2]nC(=NR4)N(R4)2; vii) -[C(R11)2]nCON(R4)2 ; viii) -[C(R11)2]nCONR4N(R4)2; ix) -[C(R11)2]nCN; x) -[C(R11)2]nCNO; xi) -[C(R11)2]nCF3, -[C(R11)2]nCCl3, -[C(R11)2]nCBr3; xii) -[C(R11)2]nN(R4)2; xiii) -[C(R11)2]nNR4COR4 ; xiv) -[C(R11)2]NR4CN; xv) -[C(R11)2]nNR4C(=NR4)N(R4)2; xvi) -[C(R11)2]nNHN(R4)2; xvii) -[C(R11)2]nNHOR4; xviii) -[C(R11)2]nNCS; xix) -[C(R11)2]nNO2; xx) -[C(R11)2]nOR4; xxi) -[C(R11)2]nOCN ; xxii) -[C(R11)2]nOCF3, -[C(R11)2]nOCCl3, -[C(R11)2]nOCBr3; xxiii) F, Cl, Br, I, y mezclas de estos; xxiv) -[C(R11)2]nSO3M; xxv) -[C(R11)nOSO3M; xxvi) -[C(R11)2]nSCN; xxvii) -[C(R11)]nSO2N(R4)2; xxviii) -[C(R11)2]nSO2R4; xxix) -[C(R11)]nP(O)(OR4)R4; xxx) -[C(R11)]nP(O)(OR4)2; xxxi) haloalquilo que tiene la fórmula -[C(R9)2]nC(R9)3; xxxii) y mezclas de estos; R8 se selecciona del grupo que consiste de: i) hidrógeno; ii) anillos carbocíclicos no aromáticos C3-8; iii) anillos carbocíclicos aromáticos C6-14; iv) anillos heterocíclicos no aromáticos C1-7; v) anillos heterocíclicos aromáticos C3-13; vi) -C(Y)R4; vii) -C(Y)2R; viii) -C(Y)N(R4)2; ix) -C(Y)NR4N(R4)2; x) -CN; xi) -CNO; xii) -[C(R9)2]C(R9)2; xiii) -N(R4)2; xiv) -NR4CN; xv) -NR4C(Y)R4; xvi) -NR4C(Y)N(R4)2; xvii) -NHN(R4)2; xviii) -NHOR4; xix) -NCS; xx) -NO2; xxi) -OR4; xxii) -OCN; xxiii) -OCF3, -OCCI3, -OCBr3; xxiv) -F, -Cl, -Br, -I, y mezclas de estos; xxv) -SCN; xxvi) -SO3M; xxvii) -OSO3M; xxviii) -SO2N(R4)2; xxix) -SO2R4 ; xxx) -[C(R11)2]nP(O)(OR4)R4; xxxi) -[C(R11)2]nP(O)(OR4)2; xxxii) y mezclas de estos; cada R10 independientemente se selecciona de: i) -[C(R4)2]p(CH=CH)qR4; en donde p es de 0 a 12; q es de 0 a 12; ii) -C(X)R4; iii) -C(X)2R4; iv) -C(X)CH=CH2; v)-C(X)N(R4)2; vi) -C(X)NR4N(R4)2; vii) -CN; viii) -CNO; ix) -CF3, -CCl3, -CBr3; x) -N(R4)2; xi) -NR4CN; xii) -NR4C(X)R4; xiii) -NR4C(X)N(R4)2; xiv) -NHN(R4)2; xv) -NHOR4; xvi) -NCS; xvii) -NO2; xviii) -OR4; xix) -OCN; xx) -OCF3, -OCCl3, -OCBr3; xxi) -F, -Cl, -Br, -I, y mezclas de estos; xxii) -SCN; xxiii) -SO3M; xxiv) -OSO3M; xxv)-SO2N(R4)2; xxvi) -SO2R4; xxvii) -[C(R11)2]nP(O)(OR4)R4; xxviii) -[C(R11)2]n P(O)(OR4)2 ; xxix) y mezclas de estos; en donde M es hidrógeno, ó un catión formador de sal. Una composición que comprende uno o más de dichos compuestos, incluyendo todas las formas enantioméricas y diastereoméricas y las sales farmacéuticamente aceptables de éstas, y uno o más excipientes farmacéuticamente aceptables. Método para controlar el apetito en humanos y mamíferos superiores administrándoles una composición que comprende uno o más de dichos compuestos y método para controlar uno o más trastornos mediados por MC-4 en un humano, dichos trastornos se seleccionan del grupo que consiste de resistencia a la insulina intolerancia a la glucosa, diabetes mellitus Tipo-2 y enfermedad de arteria coronaria. Método para controlar condiciones de comportamiento, de
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- 2003-10-22 EP EP03777759A patent/EP1556361A2/en not_active Withdrawn
- 2003-10-22 CN CNA2003801009342A patent/CN1703221A/zh active Pending
- 2003-10-22 PE PE2003001070A patent/PE20040778A1/es not_active Application Discontinuation
- 2003-10-22 BR BR0315614-1A patent/BR0315614A/pt not_active IP Right Cessation
- 2003-10-22 WO PCT/US2003/033402 patent/WO2004037797A2/en active Application Filing
-
2005
- 2005-04-12 ZA ZA200502944A patent/ZA200502944B/en unknown
- 2005-04-25 MA MA28235A patent/MA27478A1/fr unknown
- 2005-05-23 NO NO20052476A patent/NO20052476L/no not_active Application Discontinuation
-
2006
- 2006-06-23 US US11/473,972 patent/US20060247224A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
AU2003286557A1 (en) | 2004-05-13 |
WO2004037797A2 (en) | 2004-05-06 |
MA27478A1 (fr) | 2005-08-01 |
WO2004037797A3 (en) | 2004-11-04 |
CN1703221A (zh) | 2005-11-30 |
PE20040778A1 (es) | 2004-12-21 |
BR0315614A (pt) | 2005-08-30 |
RU2005111967A (ru) | 2006-01-20 |
US20060247224A1 (en) | 2006-11-02 |
US20050010031A1 (en) | 2005-01-13 |
NO20052476D0 (no) | 2005-05-23 |
EP1556361A2 (en) | 2005-07-27 |
US7132539B2 (en) | 2006-11-07 |
MXPA05004378A (es) | 2005-07-05 |
KR20050072445A (ko) | 2005-07-11 |
ZA200502944B (en) | 2006-02-22 |
PL376702A1 (pl) | 2006-01-09 |
NO20052476L (no) | 2005-05-23 |
CA2501231A1 (en) | 2004-05-06 |
JP2006506384A (ja) | 2006-02-23 |
TW200504033A (en) | 2005-02-01 |
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