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AR038888A1 - Amidas heterociclicas - Google Patents

Amidas heterociclicas

Info

Publication number
AR038888A1
AR038888A1 ARP030100768A ARP030100768A AR038888A1 AR 038888 A1 AR038888 A1 AR 038888A1 AR P030100768 A ARP030100768 A AR P030100768A AR P030100768 A ARP030100768 A AR P030100768A AR 038888 A1 AR038888 A1 AR 038888A1
Authority
AR
Argentina
Prior art keywords
alkyl
hydroxy
alkoxy
independently selected
carbamoyl
Prior art date
Application number
ARP030100768A
Other languages
English (en)
Inventor
Alan BIRCH
Andrew Morley
Andrew Stocker
Paul R O Whittamore
Original Assignee
Astrazeneca Ab
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 Astrazeneca Ab filed Critical Astrazeneca Ab
Publication of AR038888A1 publication Critical patent/AR038888A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Diabetes (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Vascular Medicine (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Urology & Nephrology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Indole Compounds (AREA)

Abstract

Amidas heterocíclicas que poseen actividad inhibidora de la actividad de glucógeno fosforilasa y por lo tanto tienen valor en el tratamiento de estados de enfermedad con un aumento en la actividad de la glucógeno fosforilasa. También se describen procesos para la fabricación de dichos derivados de amidas heterocíclicas y composiciones farmacéuticas que los contienen. Reivindicación 1: Un compuesto caracterizado porque responde a la fórmula (1) donde: la línea punteada es una unión simple o doble; X es N o CH; R4 y R5 juntos son -S-C(R6)=C(R7)=C(R6)-S-; R6 y R7 se seleccionan independientemente entre hidrógeno, halo, nitro, ciano, hidroxi, fluorometilo, difluorometilo, trifluorometilo, trifluorometoxi, carboxi, carbamoilo, alquilo C1-4, alquenilo C2-4, alquinilo C2-4, alcoxi C1-4 y alcanoilo C1-4; A es fenileno o heteroarileno; n es 0, 1 ó 2; R1 se selecciona independientemente entre halo, nitro, ciano, hidroxi, carboxi, carbamoilo, N-alquilcarbamoilo C1-4, N,N-(alquil C1-4)2 carbamoilo, sulfamoilo, N-alquilsulfamoilo C1-4, N,N-(alquil C1-4)2sulfamoilo, -S(O)b alquilo C1-4 (donde b es 0, 1 ó 2), alquilo C1-4, alquenilo C2-4, alquinilo C2-4, alcoxi C1-4, alcanoilo C1-4, alcanoiloxi C1-4, hidroxi alquilo C1-4, fluorometilo, difluorometilo, trifluorometilo y trifluorometoxi; o, cuando n es 2, los dos grupos R1, junto con los átomos de carbono de A a los cuales están unidos, pueden formar un anillo de 4 a 7 miembros, que contiene opcionalmente 1 ó 2 heteroátomos seleccionados independientemente entre O, S y N, y estando opcionalmente sustituidos por uno o dos grupos metilo; R2 es hidrógeno, hidroxi o carboxi; R3 se selecciona independientemente entre hidrógeno, hidroxi, alcoxi C1-4, alcanoilo C1-4, carbamoilo, cicloalquilo C3-7 (opcionalmente sustituido con 1 ó 2 grupos hidroxi), ciano alquilo C1-4, arilo, heterociclilo, alquilo C1-4 (opcionalmente sustituido con 1 ó 2 grupos R8), y grupos de las fórmula (2) y (3) donde y es 0, ó 1; t es 0, 1, 2 ó 3 y u es 1 ó 2; con la salvedad de que el grupo hidroxi no es un sustituyente en el carbono del anillo adyacente al oxígeno del anillo; ó R8 se selecciona independientemente entre hidroxi, alcoxi C1-4 alcoxi C1-4; hidroxi alcoxi C1-4, acetales cíclicos de 5 y 6 miembros y derivados mono- y di-metilo de los mismos, arilo, heterociclilo, cicloalquilo C3-7, alcanoilo C1-4, alcoxi C1-4, alquil C1-4 S(O)b- (donde b es 0, 1 ó 2), cicloalquil C3-6 S(O)b- (donde b es 0, 1 ó 2), aril S(O)b- (donde b es 0, 1 ó 2), heterociclil S(O)b-(donde b es 0, 1 ó 2), bencil S(O)b- (donde b es 0, 1 ó 2), -N(OH)CHO, -C(=N-OH)NH2, -C(=N-OH)NH alquilo C1-4, -C(=N-OH)N(alquil C1-4)2, -C(=N-OH)NH cicloalquilo C3-6, -C(=N-OH)N(cicloalquil C3-6)2, -COCOOR9, -C(O)N(R9)(R10), -NHC(O)R9, -C(O)NHSO2(alquilo C1-4), -NHSO2R9, (R9)(R10)NSO2-, -COCH2OR11, (R9)(R10)N- y -COOR9; R9 y R10 se seleccionan independientemente entre hidrógeno, hidroxi, alquilo C1-4 (opcionalmente sustituido por 1 ó 2 R13), cicloalquilo C3-7(opcionalmente sustituido por 1 ó 2 grupos hidroxi), ciano alquilo C1-4, trihalo alquilo C1-4, arilo, heterociclilo y heterociclil alquilo C1-4; o R9 y R10 junto con el nitrógeno, a los cuales están unidos forman un anillo de 4 a 6 miembros donde el anillo es opcionalmente sustituido en un carbono por 1 ó 2 sustituyentes independientemente seleccionados entre oxo, hidroxi, carboxi, halo, nitro, ciano, carbonilo, alcoxi C1-4 y heterociclilo; ó el anillo puede ser opcionalmente sustituido en dos carbonos adyacentes por -O-CH2-O- para formar un acetal cíclico donde uno ó ambos hidrógenos del grupo -O-CH2-O- pueden ser reemplazados por un metilo; R13 se selecciona entre halo, trihalometilo, y alcoxi C1-4; R11 se selecciona independientemente entre hidrógeno, alquilo C1-4, y hidroxi alquilo C1-4; o una sal aceptable para uso farmacéutico o prodroga del mismo; con la salvedad de que el compuesto de fórmula (1) no es: i) 2,3-dicloro-5-[N-(2-oxo-1,2,3,4-tetrahidroquinol-3-il)carbamoil]-4H-tien[3,2-b]pirrol; ii) 2-cloro-5-[N-(2-oxo-1,2,3,4-tetrahidroquinol-3-il)carbamoil]-6H-tien[2,3-b]pirrol; o iii) 2-cloro-5-[N-(1-metil-2-oxo-1,2,3,4-tetrahidroquinol-3-il)carbamoil]-6H-tien[2,3-b]pirrol.
ARP030100768A 2002-03-06 2003-03-06 Amidas heterociclicas AR038888A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0205165.4A GB0205165D0 (en) 2002-03-06 2002-03-06 Chemical compounds

Publications (1)

Publication Number Publication Date
AR038888A1 true AR038888A1 (es) 2005-02-02

Family

ID=9932329

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP030100768A AR038888A1 (es) 2002-03-06 2003-03-06 Amidas heterociclicas

Country Status (18)

Country Link
US (2) US7129249B2 (es)
EP (1) EP1483270A1 (es)
JP (1) JP2005526058A (es)
KR (1) KR20040096661A (es)
CN (1) CN100384852C (es)
AR (1) AR038888A1 (es)
AU (1) AU2003214377A1 (es)
BR (1) BR0308146A (es)
CA (1) CA2477667A1 (es)
GB (1) GB0205165D0 (es)
IL (1) IL163803A0 (es)
MX (1) MXPA04008614A (es)
NO (1) NO20043852L (es)
NZ (1) NZ534990A (es)
PL (1) PL372973A1 (es)
TW (1) TW200305412A (es)
WO (1) WO2003074532A1 (es)
ZA (1) ZA200406679B (es)

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US20050131015A1 (en) 2005-06-16
BR0308146A (pt) 2004-12-07
WO2003074532A1 (en) 2003-09-12
CN1653070A (zh) 2005-08-10
CA2477667A1 (en) 2003-09-12
IL163803A0 (en) 2005-12-18
TW200305412A (en) 2003-11-01
NZ534990A (en) 2006-02-24
US7129249B2 (en) 2006-10-31
GB0205165D0 (en) 2002-04-17
JP2005526058A (ja) 2005-09-02
EP1483270A1 (en) 2004-12-08
ZA200406679B (en) 2005-01-18
US7276517B2 (en) 2007-10-02
AU2003214377A1 (en) 2003-09-16
CN100384852C (zh) 2008-04-30
KR20040096661A (ko) 2004-11-16
PL372973A1 (en) 2005-08-08
MXPA04008614A (es) 2004-12-06
US20070043069A1 (en) 2007-02-22

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