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AR042667A1 - Derivados de pirrolopirimidina y pirrolopiridina sustituidos con un grupo amino ciclico - Google Patents

Derivados de pirrolopirimidina y pirrolopiridina sustituidos con un grupo amino ciclico

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Publication number
AR042667A1
AR042667A1 ARP030104818A ARP030104818A AR042667A1 AR 042667 A1 AR042667 A1 AR 042667A1 AR P030104818 A ARP030104818 A AR P030104818A AR P030104818 A ARP030104818 A AR P030104818A AR 042667 A1 AR042667 A1 AR 042667A1
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Argentina
Prior art keywords
alkyl
hydrogen
cycloalkyl
hydroxy
aryl
Prior art date
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ARP030104818A
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English (en)
Inventor
A Nakazato
T Okubo
D Nozawa
M Yamaguchi
T Tamita
L Kennis
M Bruyn
J Bongartz
Den Keybus F Van
M Luyckx
R Hendrickx
Y Roosbroeck
Original Assignee
Taisho Pharmaceutical Co Ltd
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Publication date
Application filed by Taisho Pharmaceutical Co Ltd filed Critical Taisho Pharmaceutical Co Ltd
Publication of AR042667A1 publication Critical patent/AR042667A1/es

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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
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    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • AHUMAN NECESSITIES
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    • A61P25/00Drugs for disorders of the nervous system
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    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
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    • A61P25/22Anxiolytics
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    • A61P25/00Drugs for disorders of the nervous system
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    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/36Opioid-abuse
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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    • A61P9/00Drugs for disorders of the cardiovascular system
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    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61P9/12Antihypertensives
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings

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  • Heart & Thoracic Surgery (AREA)
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  • Addiction (AREA)
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  • Dermatology (AREA)
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  • Immunology (AREA)
  • Nutrition Science (AREA)
  • Vascular Medicine (AREA)
  • Rheumatology (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)

Abstract

Un objeto de la presente consiste en proporcionar un antagonista de los receptores de CRF que sea efectivo como agente terapéutico o profiláctico para enfermedades en las que se considera que participa CRF, tales como depresión, ansiedad, enfermedad de Alzheimer, mal de Parkinson, corea de Huntington, trastornos alimentarios, hipertensión, enfermedades gástricas, drogadependencia, epilepsia, infarto cerebral, isquemia cerebral, edema cerebral, lesión cefálica externa, inflamación, enfermedades relacionadas con la inmunidad, alopecia, síndrome de intestino irritable, trastornos del sueno, epilepsia, dermatitis, esquizofrenia, etc.. Reivindicación 1: Un derivado de pirrolopirimidina o pirrolopiridina sustituido con un grupo amino cíclico representado por la siguiente fórmula (1), (en donde el grupo amino cíclico está representado por la fórmula (1), en donde el grupo amino cíclico es un amina cíclica saturada de 3 a 8 miembros o una amina cíclica saturada de 3 a 8 miembros en puente con un alquileno C1-5 o alquileno(C1-4)-O-alquileno(C1-4) entre dos átomos de carbono diferentes de la amina cíclica, cuya amina cíclica está sustituida con un grupo representado por -(CR1R2)m-(CH3)n-X, R4 y R5 de modo independiente en átomos de carbono iguales o diferentes de la amina cíclica; X es ciano, hidroxi u -OR9; Y es N o CR10; R1 es hidrógeno, hidroxi, alquilo C1-5, alcoxi(C1-5)-alquilo(C1-5) o hidroxi-alquilo (C1-5); R2 es hidrógeno o alquilo C1-5; R3 es hidrógeno, ciano, alquilo C1-5, alcoxi(C1-5)-alquilo(C1-5) o hidroxi-alquilo (C1-5); m es un número entero seleccionado de 0, 1, 2, 3, 4 y 5; n es 0 ó 1; con la condición de que, cuando X es hidroxi u OR9, y n es 0, m sea un número entero seleccionado de 1, 2, 3, 4 y 5; R4 es hidrógeno, hidroxi, hidroxi-alquilo (C1-5), ciano, ciano-alquilo (C15) o alquilo C1-5; R5 es hidrógeno o alquilo C1-5; R6 es hidrógeno, alquilo C1-5, cicloalquilo C3-8, cicloalquil(C3-8)-alquilo(C1-5), hidroxi, alcoxi C1-5, cicloalcoxi C3-8 o -N(R11)R12; R7 y R8 son iguales o diferentes y son, de modo independiente, hidrógeno, halógeno, alquilo C1-5, cicloalquilo C3-8, cicloalquil(C3-8)-alquilo(C1-5), hidroxi, alcoxi C1-5, cicloalquiloxi C3-8, -N(R11a)R12a, -CO2R13, ciano, nitro, alquiltio C1-5, trifluorometilo o trifluorometoxi; o R7 y R8 se toman juntos para formar -CH2-CH2-CH2-CH2- o -CH=CH-CH=CH-; R9 es acilo C1-24, alcoxicarbonilo C1-10, aril-alquiloxicarbonilo (C1-5), -CO-O-CHR14-O-CO-R15, -P(=O)(OR14a)OR15a, -CO-(CH2)p-(CHR16)qNR17R18, arilcarbonilo o heteroarilcarbonilo, en donde cada uno de dichos acilo, arilo y heteroarilo está insustituido o sustituido con alcoxi C1-5 y el acilo C1-24 incluye opcionalmente de uno a seis enlaces dobles; R10 es hidrógeno, alquilo C1-5, halógeno, ciano o -CO2R19; Ar es arilo o heteroarilo, cuyo arilo o heteroarilo está insustituido o sustituido con 1 o más sustituyentes que son iguales o diferentes, seleccionados del grupo integrado por halógeno, alquilo C1-5, cicloalquilo C3-8, alquenilo C2-5, alquinilo C2-5, alcoxi C1-5, alquiltio C1-5, alquilsulfinilo C1-5, alquilsulfonilo C1-5, ciano, nitro, hidroxi, -CO2R19a, -C(=O)R19a, -CONR11bR12b, -OC(=O)R19a, -NR11bCO2R19a, -S(O)rNR11bR12b, hidroxi-alquilamino(C2-5)-alcoxi(C2-5), trifluorometilo, trifluorometoxi, difluorometoxi, fluorometoxi, metilendioxi, etilendioxi t -N(R20)R21; con la condición de que, cuando X es hidroxi, Y es N y el grupo amino cíclico es un anillo de 5 miembros, entonces Ar sea arilo o heteroarilo, cuyo arilo o heteroarilo está sustituido con al menos uno de los sustituyentes que están seleccionados de halógeno y trifluorometilo; R11 y R12 son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5, cicloalquilo C3-8 o cicloalquil(C3-8)-alquilo(C1-5); R11a y R12a son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5, cicloalquilo C3-8, o cicloalquil(C3-8)-alquilo(C1-5); R11b y R12b son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5, cicloalquilo C3-8 o cicloalquil(C3-8)-alquilo(C1-5); R13 es hidrógeno, alquilo C1-5, cicloalquilo C3-8, cicloalquil(C3-8)-alquilo(C1-5), alcoxi(C1-5)-alquilo(C1-5), cicloalquiloxi(C3-8)-alquilo(C1-5) o fenilo; R14 y R15 son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5 o aril-alquilo (C1-5); R14a y R15a son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5 o aril-alquilo (C1-5); R16 es hidrógeno, alquilo C1-5, arilo, heteroarilo, aril-alquilo (C1-5), heteroaril-alquilo (C1-5), hidroxi-alquilo (C1-5), hidroxicarbonil-alquilo (C1-5), hidroxifenil-alquilo (C1-5), alcoxi(C1-5)-alquilo(C1-5), amino-alquilo (C1-5), guanidino-alquilo (C1-5), mercapto-alquilo(C1-5), alquiltio(C1-5)-alquilo(C1-5) o aminocarbonil-alquilo (C1-5); R17 y R18 son iguales o diferentes y son, de modo independiente, hidrógeno, alquilo C1-5, cicloalquilo C3-8, cicloalquil(C3-8)-alquilo(C1-5), acilo C1-10, alcoxicarbonilo C1-10 o aril-alquiloxicarbonilo C1-5; o R16 y R17 se toman juntos para formar -CH2-, -CH2CH2-, -CH2CH2CH2- o -CH2CH2CH2CH2-; p es un número entero seleccionado de 0, 1, 2, 3, 4 y 5; q s 0 ó 1; R19 es hidrógeno o alquilo C1-5; R19a es hidrógeno o alquilo C1-5; r es 1 o 2; R20 y R21 son iguales o diferentes y son, de modo independiente, hidrógeno o alquilo C1-5), sus isómeros individuales, mezclas isoméricas racémicas o no racémicas o sus N-óxidos, o sus sales e hidratos farmacéuticamente aceptables.
ARP030104818A 2002-12-26 2003-12-23 Derivados de pirrolopirimidina y pirrolopiridina sustituidos con un grupo amino ciclico AR042667A1 (es)

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JP2002383667 2002-12-26

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AR042667A1 true AR042667A1 (es) 2005-06-29

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US (3) US20050209253A1 (es)
EP (2) EP1467997B8 (es)
JP (1) JP4181126B2 (es)
KR (2) KR100808756B1 (es)
CN (1) CN1692115A (es)
AR (1) AR042667A1 (es)
AT (2) ATE390426T1 (es)
AU (1) AU2003292550B8 (es)
BR (1) BR0307587A (es)
CA (1) CA2485556C (es)
CL (1) CL2003002762A1 (es)
DE (2) DE60319951T2 (es)
EA (1) EA200401060A1 (es)
ES (2) ES2325596T3 (es)
HR (1) HRP20040724A2 (es)
MX (1) MXPA04008081A (es)
MY (1) MY141200A (es)
NO (1) NO20043508L (es)
PL (1) PL371810A1 (es)
TW (1) TWI270549B (es)
UA (1) UA77265C2 (es)
WO (1) WO2004058767A1 (es)
ZA (1) ZA200405982B (es)

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