AR038889A1 - Amidas heterociclicas - Google Patents

Amidas heterociclicas

Info

Publication number
AR038889A1
AR038889A1 ARP030100769A ARP030100769A AR038889A1 AR 038889 A1 AR038889 A1 AR 038889A1 AR P030100769 A ARP030100769 A AR P030100769A AR P030100769 A ARP030100769 A AR P030100769A AR 038889 A1 AR038889 A1 AR 038889A1
Authority
AR
Argentina
Prior art keywords
alkyl
hydroxy
alkoxy
independently selected
optionally substituted
Prior art date
Application number
ARP030100769A
Other languages
English (en)
Inventor
Stuart N L Bennett
Iain Simpson
Paul 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 AR038889A1 publication Critical patent/AR038889A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • 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

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Diabetes (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (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)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Endocrinology (AREA)
  • Emergency Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Child & Adolescent Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic 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: A es fenileno o heteroarileno; n es 0, 1 ó 2; m es 0, 1 ó 2; R1 se selecciona independiente 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)2 sulfamoilo, -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; R4 se selecciona 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; r es 1 ó 2; y cuando r es 1, el grupo (2) es un sustituyente en el carbono (2) y cuando r es 2 (formando así un anillo de 6 miembros) el mismo grupo es un sustituyente en el carbono (2) o en el carbono (3); Y es -NR2R3 ó -OR3; R2 y R3 se seleccionan independientemente entre hidrogeno, hidroxi, alcoxi C1-4, alcanoilo C1-4, carbamoilo, cicloalquilo C3-7 (opcionalmente sustituido con 1 ó 2 grupos hidroxi), ciano alquilo C1-4, heterociclilo, arilo, alquilo C1-4 (opcionalmente sustituido por 1 ó 2 grupos R8), -COR8, -SObR8 (donde b es 0, 1 ó 2) y grupos de las fórmulas (3) y (4) 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; o donde NR2R3 puede formar un anillo saturado, parcialmente saturado o insaturado de 4 a 7 miembros, que contiene optativamente 1, 2 ó 3 heteroátomos adicionales seleccionados en forma independiente entre N, O y S, donde cualquier -CH2- puede ser reemplazado optativamente por -C(=O)-, y cualquier átomo de N o S puede ser oxidado optativamente para formar un N óxido o un grupo SO o SO2 respectivamente, y donde el anillo es opcionalmente sustituido por 1 ó 2 sustituyentes seleccionados en forma independiente entre halo, ciano, alquilo C1-4, hidroxi, alcoxi C1-4 y alquil C1-4 S(O)b- (donde b es 0, 1 ó 2); R8 se selecciona independientemente entre hidrógeno, hidroxi, alquilo C1-4, alquenilo C2-4, alcoxi C1-4, ciano alquilo C1-4, amino alquilo C1-4 (opcionalmente sustituido en un nitrógeno por 1 ó 2 grupos seleccionados entre alquilo C1-4, hidroxi, hidroxi alquilo C1-4,dihidroxi alquilo C1-4, -CO2 alquilo C1-4, arilo y aril alquilo C1-4), halo alquilo C1-4, dihalo alquilo C1-4, trihalo alquilo C1-4, hidroxi alquilo C1-4, dihidroxi alquilo C1-4, alcoxi C1-4 alcoxi C1-4, alcoxi C1-4 alquilo C1-4, hidroxi alcoxi C1-4, acetales cíclicos de 5 y 6 miembros y derivados mono- y di-metilo de los mismos, arilo, heterociclilo, (heterociclil) alquilo C1-4, cicloalquilo C3-7 (opcionalmente sustituido con 1 ó 2 grupos hidroxi), alquilo C1-4 o -C(O)O alquilo C1-4, alcanoilo 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 o 2), heterociclil S(O)b- (donde b es 0, 1 ó 2), bencil S(O)b- (donde b es 0, 1 ó 2), alquil C1-4 S(O)c alquilo C1-4 (donde c 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, -CH2OR9, -CH2COOR9, -CH2OCOR9, -CH2CH(CO2R9)OH, -CH2C(O)NR9R10, -(CH2)wCH(NR9R10)CO2R9' (donde w es 1, 2 ó 3), -(CH2)wCH(NR9R10)CO(NR9'R10') (donde w es 1, 2 o 3); R9, R9', R10 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, trihaloalquilo, arilo, heterociclilo y heterociclil alquilo C1-4, -C(=O)O alquilo C1-4; o R9 y R10 junto con el nitrógeno al cual están unidos y/o R9' y R10' junto con el nitrógeno al cual 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, o el anillo puede ser opcionalmente sustituido en dos carbonos adyacentes por -O-CH2-O- para formar un acetal cíclico donde uno o 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 e hidroxi alquilo C1-4; o una sal aceptable para uso farmacéutico o prodroga del mismo.
ARP030100769A 2002-03-06 2003-03-06 Amidas heterociclicas AR038889A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0205176.1A GB0205176D0 (en) 2002-03-06 2002-03-06 Chemical compounds

Publications (1)

Publication Number Publication Date
AR038889A1 true AR038889A1 (es) 2005-02-02

Family

ID=9932340

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP030100769A AR038889A1 (es) 2002-03-06 2003-03-06 Amidas heterociclicas

Country Status (20)

Country Link
US (1) US7138415B2 (es)
EP (1) EP1483240A1 (es)
JP (1) JP2005524667A (es)
KR (1) KR20040097145A (es)
CN (1) CN100374420C (es)
AR (1) AR038889A1 (es)
AU (1) AU2003216988A1 (es)
BR (1) BR0308144A (es)
CA (1) CA2477717A1 (es)
GB (1) GB0205176D0 (es)
IL (1) IL163823A0 (es)
IS (1) IS7435A (es)
MX (1) MXPA04008612A (es)
NO (1) NO20044032L (es)
NZ (1) NZ534683A (es)
PL (1) PL373872A1 (es)
RU (1) RU2004125182A (es)
TW (1) TW200304817A (es)
WO (1) WO2003074484A1 (es)
ZA (1) ZA200406681B (es)

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US7138415B2 (en) 2006-11-21
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NO20044032L (no) 2004-10-05
RU2004125182A (ru) 2005-06-10
NZ534683A (en) 2006-02-24
TW200304817A (en) 2003-10-16
BR0308144A (pt) 2004-12-07
MXPA04008612A (es) 2004-12-06
JP2005524667A (ja) 2005-08-18
CN1639120A (zh) 2005-07-13
IS7435A (is) 2004-09-02
KR20040097145A (ko) 2004-11-17
US20050107362A1 (en) 2005-05-19
ZA200406681B (en) 2005-09-22
EP1483240A1 (en) 2004-12-08
IL163823A0 (en) 2005-12-18
CN100374420C (zh) 2008-03-12
PL373872A1 (en) 2005-09-19
AU2003216988A1 (en) 2003-09-16
WO2003074484A1 (en) 2003-09-12

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