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AR037193A1 - Derivados de quinazolina, composicion farmaceutica, su uso en la fabricacion de un medicamento y procesopara preparar dicho derivado de quinazolina - Google Patents

Derivados de quinazolina, composicion farmaceutica, su uso en la fabricacion de un medicamento y procesopara preparar dicho derivado de quinazolina

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Publication number
AR037193A1
AR037193A1 ARP020104182A ARP020104182A AR037193A1 AR 037193 A1 AR037193 A1 AR 037193A1 AR P020104182 A ARP020104182 A AR P020104182A AR P020104182 A ARP020104182 A AR P020104182A AR 037193 A1 AR037193 A1 AR 037193A1
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AR
Argentina
Prior art keywords
alkyl
amino
group
heterocyclyl
carbamoyl
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ARP020104182A
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English (en)
Inventor
Laurent Hennequin
Jason Kettle
Martin Pass
Robert Bradbury
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Astrazeneca Ab
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Publication of AR037193A1 publication Critical patent/AR037193A1/es

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    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/94—Nitrogen atoms
    • 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
    • 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
    • C07D401/14—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 three or more hetero rings
    • 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
    • C07D405/00—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
    • C07D405/14—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 three or more hetero rings
    • 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
    • C07D409/14—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
    • 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
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D417/14—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 three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Ceramic Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Structural Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Derivado de quinazolina que responde a la fórmula (1), donde m es 0, 1 ó 2; cada grupo R1, que puede ser igual o diferente, se selecciona entre halógeno, trifluorometilo, ciano, isociano, nitro, hidroxi, mercapto, amino, formilo, carboxi, carbamoilo, alquilo (C1-6), alquenilo (C2-8), alquinilo (C2-8), alcoxi (C1-6), alqueniloxi (C2-6), alquiniloxi (C2-6), alquiltio (C1-6), alquilsulfinilo (C1-6), alquilsulfonilo (C1-6), alquilamino (C1-6), di-[alquil(C1-6)]amino, alcoxicarbonilo(C1-6), N-alquilcarbamoilo (C1-6), N, N-di-[alquil (C1-6)]carbamoilo, alcanoilo (C2-6), alcanoiloxi (C2-6), alcanoilamino (C2-6), N-alquil (C1-6)-alcanoilamino (C2-6), alquenoilamino (C3-6), N-alquil (C1-6)-alquenoilamino (C3-6), alquinoilamino (C3-6), N-alquil (C1-6)-alquinoilamino (C3-6), N-alquilsulfamoilo (C1-6), N,N-di-[alquil (C1-6)]sulfamoilo, alcansulfonilamino (C1-6) y N-alquil (C1-6)-alcansulfonilamino (C1-6), o es un grupo de la fórmula Q3-X1- donde X1 es un enlace directo o se selecciona entre O, S, SO, SO2, N(R4), CO, CH(OR4), CON(R4), N(R4)CO, SO2N(R4), N(R4)SO2, OC(R4)2, SC(R4)2 y N(R4)C(R4)2, donde cada R4 es, independientemente, hidrógeno o alquilo (C1-6), y Q3 es arilo, aril-alquilo (C1-6), cicloalquilo (C3-7), cicloalquil (C3-7)-alquilo(C1-6), cicloalquenilo (C3-7), cicloalquenil (C3-7)-alquilo(C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterociclil-alquilo (C1-6), o (R1)m es alquilendioxi (C1-3), y donde los átomos de carbono adyacentes en cualquier cadena alquileno (C2-6) dentro de un sustituyente R1 se separan opcionalmente por la inserción en la cadena de un grupo seleccionado entre O, S, SO, SO2, N(R5), CO, CH(OR5), CON(R5), N(R5)CO, SO2(R'), N(R)SO2, CH=CH y C=C donde R5 es hidrógeno o alquilo (C1-6), y donde cualquier grupo CH2=CH- o HCsC- dentro de un sustituyente R1 opcionalmente lleva en la posición terminal CH2= o HCs un sustituyente seleccionado entre halógeno, carboxi, carbamoilo, alcoxicarbonilo (C1-6), N-alquilcarbamoilo (C1-6), N,N-di-[alquil (C1-6)]carbamoilo, amino-alquilo (C1-6), alquilamino (C1-6)-alquilo (C1-6) y di-[alquil(C1-6)]amino-alquilo (C1-6) o es un grupo de la fórmula Q4-X2-, donde X2 es un enlace directo o se selecciona entre CO y N(R6)CO, donde R6 es hidrógeno o alquilo (C1-6), y Q4 es arilo, aril-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterociclil-alquilo (C1-6), y en donde cualquier grupo CH2 o CH3 dentro de un sustituyente R1 opcionalmente lleva en cada uno de dichos grupos CH2 o CH3 uno o más sustituyentes halógeno o alquilo (C1-6) o un sustituyente seleccionado entre hidroxi, ciano, amino, carboxi, carbamoilo, alcoxi (C1-6), alquiltio (C1-6), alquilsulfinilo (C1-6), alquilsulfonilo (C1-6), alquilamino (C1-6), di-[alquil (C1-6)]amino, alcoxicarbonilo (C1-6), N-alquilcarbamoilo (C1-6), N,N-di-[alquil (C1-6)]carbamoilo, alcanoilo (C2-6), alcanoiloxi (C2-6), alcanoilamino (C2-6), N-alquil (C1-6)-alcanoilamino (C2-6), N-alquilsulfamoilo (C1-6), N,N-di-[alquil (C1-6)]sulfamoilo, alcansulfonilamino (C1-6), y N-alquil (C1-6)-alcansulfonilamino (C1-6), o es un grupo de la fórmula -X3-Q5-, donde X3 es un enlace directo o se selecciona entre O, S, SO, SO2, N(R7), CO, CH(OR7), CON(R7), N(R7)CO, SO2N(R7), N(R7)SO2, C(R7)2O, C(R7)2S, y N(R7)C(R7)2, donde R7 es hidrógeno o alquilo (C1-6), y Q5 es arilo, aril-alquilo (C1-6), cicloalquilo (C3-7), cicloalquil (C3-7)-alquilo (C1-6), cicloalquenilo (C3-7), cicloalquenil (C3-7)-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterociclil-aquilo (C1-6), y donde cualquier grupo arilo, heteroarilo o heterociclilo dentro de un sustituyentes en R1 opcionalmente lleva 1, 2 ó 3 sustituyentes, que pueden ser iguales o diferentes, seleccionados entre halógeno, trifluorometilo, ciano, nitro, hidroxi, amino, carboxi, carbamoilo, formilo, mercapto, alquilo (C1-6), alquenilo (C2-8), alquinilo (C2-8), alcoxi (C1-6), alqueniloxi (C2-6), alquiniloxi (C2-6), alquiltio (C1-6), alquilsulfinilo (C1-6), alquilsulfonilo (C1-6), alquilamino (C1-6), di-[alquil (C1-6)]amino, alcoxicarbonilo (C1-6), N-alquicarbamoilo (C1-6), N,N-di[alquil (C1-6)]carbamoilo, alcanoilo (C2-6), alcanoiloxi (C2-6), alcanoilamino (C2-6). N-alquil (C1-6)-alcanoilamino (C2-6), amino-alcanoilo(C2-6), N-alquilamino(C1-6)-alcanoilo(C2-6), N,N-di[alquil (C1-6)]amino-alcanoilo (C2-6), N-alquilsulfamoilo(C1-6), N,N-di[alquil (C1-6)]sulfamoilo, alcansulfonilamino (C1-6), y N-alquil (C1-6)-alcansulfonilamino (C1-6), o es un grupo de la fórmula: -X4-R8 donde X4 es un enlace directo o se selecciona entre O y N(R9), donde R9 es hidrógeno o alquilo (C1-6), y R8 es halógeno-alquilo (C1-6), hidroxi-alquilo(C1-6), carboxi-alquilo (C1-6), alcoxi (C1-6)-alquilo(C1-6), ciano-alquilo (C1-6), amino-alquilo (C1-6), alquilamino (C1-6)-alquilo (C1-6), di-[alquil (C1-6)]amino-alquilo (C1-6), alcanoilamino (C2-6)-alquilo (C1-6), alcoxicarbonilamino (C1-6)-alquilo (C1-6), carbamoil-alquilo (C1-6), N-alquilcarbamoil (C1-6)-alquilo (C1-6), N,N-di[alquil (C1-6)]carbamoil-alquilo (C1-6), alcanoil (C2-6)-alquilo (C1-6) o alcoxicarbonil (C1-6)-alquilo(C1-6), o es grupo de fórmula -X5-Q6 donde X5 es un enlace directo o se selecciona entre O, CO y N(R10), donde R10 es hidrógeno o alquilo (C1-6), y Q6 es arilo, aril-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterociclil-alquilo(C1-6) que opcionalmente lleva 1 ó 2 sustituyentes, que pueden ser iguales o diferentes, seleccionados entre halógeno, hidroxi, amino, alquilo (C1-6), alcoxi (C1-6), alquilamino (C1-6) y di-[alquil (C1-6)]amino, y donde cualquier grupo heterociclilo dentro de un sustituyente en R1 opcionalmente lleva 1 ó 2 sustituyentes oxo o tioxo; R2 es hidrógeno; R3 es hidrógeno o alquilo (C1-6); Z es un enlace directo o se selecciona entre O, S, SO, SO2, N(R11), CO, CH(OR11), CON(R11), N(R11)CO, SO2N(R11), N(R11)SO2, OC(R11)2, SC(R11)2 y N(R11)C(R11)2, donde cada R11 es, independientemente, hidrógeno o alquilo (C1-6); Q1 es arilo, aril-alquilo (C1-6), cicloalquilo (C3-7), cicloalquil (C3-7)-alquilo (C1-6), cicloalquenilo (C3-7), cicloalquenil (C3-7)-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterocicli-alquilo (C1-6), y donde los átomos de carbono adyacentes en cualquier cadena alquileno (C2-6) dentro del grupo Q1-Z- se separan opcionalmente por la inserción en la cadena de un grupo seleccionado entre O, S, SO, SO2, N(R12), CO, CH(OR12), CON(R12), N(R12)CO, SO2N(R11), N(R11)SO2, CH=CH y CsC donde R12 es hidrógeno o alquilo (C1-6), y donde cualquier grupo CH2 o CH3 dentro del grupo Q1-Z- opcionalmente lleva en cada uno de dichos grupos CH2 o CH3 uno o más sustituyentes halógeno o alquilo (C1-6) o un sustituyente seleccionado entre hidroxi, ciano, amino, carboxi, carbamoilo, alcoxi (C1-6), alquiltio (C1-6), alquilsulfinilo (C1-6), alquilsulfonilo (C1-6), alquilamino (C1-6), di-[alquil (C1-6)]amino, alcoxicarbonilo (C1-6), N-alquilcarbamoilo (C1-6), N,N-di-[alquil (C1-6)]carbamoilo, alcanoilo (C2-6), alcanoiloxi (C2-6), alcanoilamino (C2-6), N-alquil(C1-6)-alcanoilamino (C2-6), N-alquilsulfamoilo (C1-6), N,N-di-[alquil (C1-6)]sulfamoilo, alcansulfonilamino (C1-6) y N-alquil (C1-6)-alcansulfonilamino (C1-6), o es un grupo de la fórmula -X7-Q8 donde X7 es un enlace directo o se selecciona entre O, S, SO2, N(R14), CO, CH(OR14), CON(R14), N(R14)CO, SO2N(R14), N(R14)SO2, C(R14)2O, C(R14)2S, y N(R14)C(R14)2, donde R14 es hidrógeno o alquilo (C1-6), y Q8 es arilo, aril-alquilo (C1-6), cicloalquilo (C3-7), cicloalquil (C3-7)-alquilo (C1-6), cicloalquenilo (C3-7), cicloalquenil (C3-7)-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo, o heterociclil-aquilo (C1-6), y donde cualquier grupo arilo, heteroarilo o heterociclilo dentro del grupo Q1-Z- opcionalmente lleva 1, 2 ó 3 sustituyentes, que pueden ser iguales o diferentes, seleccionados entre halógeno, trifluorometilo, ciano, nitro, hidroxi, amino, carboxi, carbamoilo, formilo, alquilo (C1-6), alquenilo (C2-8), alquinilo (C2-8), alcoxi (C1-6), alqueniloxi(C2-6), alquiniloxi (C2-6), alquiltio (C1-6), alquilsulfinilo (C1-6), alquilsulfonilo (C1-6), alquilamino (C1-6), di-[alquil (C1-6)]amino, alcoxicarbonilo (C1-6), N-alquilcarbamoilo (C1-6), N,N-di-[alquil (C1-6)]carbamoilo, alcanoilo (C2-6), alcanoiloxi (C2-6), alcanoilamino (C2-6), N-alquil (C1-6)-alcanoilamino (C2-6), amino- alcanoilo (C2-6), N-alquilamino (C1-6)-alcanoilo (C2-6), N,N-di-[alquil (C1-6)]amino-alcanoilo (C2-6), N-alquilsulfamoilo (C1-6), N,N-di-[alquil (C1-6)] sulfamoilo, alcansulfonilamino (C1-6) y N-alquil (C1-6)-alcansulfonilamino (C1-6), o es un grupo de la fórmula -X8-R15 donde X8 es un enlace directo o se selecciona entre O y N(R16), donde R16 es hidrógeno o alquilo (C1-6), y R1 es halógeno-alquilo (C1-6), hidroxi-alquilo (C1-6), alcoxi (C1-6)-alquilo (C1-6), ciano-alquilo (C1-6), carboxi-alquilo (C1-6), amino-alquilo (C1-6), alquilamino (C1-6)- alquilo (C1-6), di-[alqui (C1-6)]amino-alquilo (C1-6), carbamoil-alquilo (C1-6), N-alquilcarbamoil (C1-6)-alquilo (C1-6), N,N-di-[alquil (C1-6)]carbamoil-alquilo (C1-6), alcanoil (C2-6)-alquilo (C1-6) o alcoxicarbonil (C1-6)-alquilo (C1-6), o es un grupo de fórmula: -X9-Q9 donde X9 es un enlace directo o se selecciona entre O, CO y N(R17), donde R17 es hidrógeno o alquilo (C1-6), y Q9 es arilo, aril-alquilo (C1-6), heteroarilo, heteroaril-alquilo (C1-6), heterociclilo o heterociclil-alquilo (C1-6) que opcionalmente lleva 1 ó 2 sustituyentes, que pueden ser iguales o diferentes, seleccionados entre halógeno, alquilo (C1-6) y alcoxi (C1-6), y donde cualquier grupo heterociclilo dentro del grupo Q1-Z- opcionalmente lleva 1 ó 2 sustituyentes oxo o tioxo; Q2 es un grupo arilo de fórmula (2) donde G1 y G5 son hidrógeno, cada G2 y G4 independientemente se selecciona entre hidrógeno, halógeno, trifluorometilo, ciano, nitro, hidroxi, amino, carboxi, carbamoilo, alquilo (C1-6), alquenilo (C2-8), alquinilo (C2-8), alcoxi (C1-6), alqueniloxi (C2-6), alquiniloxi (C2-6), alquilami
ARP020104182A 2001-11-03 2002-11-01 Derivados de quinazolina, composicion farmaceutica, su uso en la fabricacion de un medicamento y procesopara preparar dicho derivado de quinazolina AR037193A1 (es)

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