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AR046795A1 - Derivados de 2-amino-pirimidinas - Google Patents

Derivados de 2-amino-pirimidinas

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Publication number
AR046795A1
AR046795A1 ARP040104906A ARP040104906A AR046795A1 AR 046795 A1 AR046795 A1 AR 046795A1 AR P040104906 A ARP040104906 A AR P040104906A AR P040104906 A ARP040104906 A AR P040104906A AR 046795 A1 AR046795 A1 AR 046795A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
amino
saturated
groups
Prior art date
Application number
ARP040104906A
Other languages
English (en)
Inventor
Clifford David Jones
Richard Luke
William Mccoull
Original Assignee
Schuckmann Alfred Von
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
Priority claimed from GB0330000A external-priority patent/GB0330000D0/en
Priority claimed from GB0416849A external-priority patent/GB0416849D0/en
Application filed by Schuckmann Alfred Von filed Critical Schuckmann Alfred Von
Publication of AR046795A1 publication Critical patent/AR046795A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • 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
    • 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
    • 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
    • C07D401/06—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 carbon chain containing only aliphatic carbon 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
    • 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
    • C07D405/02—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 two hetero rings
    • C07D405/12—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 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
    • 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
    • C07D417/02—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 two hetero rings
    • C07D417/06—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 two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D417/02—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 two hetero rings
    • C07D417/12—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 two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Public Health (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)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Cardiology (AREA)
  • Rheumatology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Ophthalmology & Optometry (AREA)
  • Pain & Pain Management (AREA)
  • Dermatology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

La presente se refiere a derivados de 2-amino-pirimidinas, composiciones farmacéuticas de dichos compuestos, uso de dichos compuesto como medicamentos y en la producción de un efecto anti-angiogénico en un animal de sangre caliente. Procesos para la preparación de dichos compuestos. Reivindicación 1: Un compuesto caracterizado porque tiene la fórmula (1) donde: R1 y R2 se seleccionan independientemente entre H, alquilsulfonilo C1-6, fenil(CH2)u- donde u es 0, 1, 2, 3, 4, 5, o 6, alcanoilo C1- 6, alquilo C1-6, alcoxicarbonilo C1-6, C3-6cicloalquil(CH2)x- en donde x es 0, 1, 2, 3, 4, 5 o 6 , o un anillo heteroarilo de 5 o 6 miembros, o R1 y R2 junto con el átomo de N al cual se encuentran unidos representan un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado que contiene opcionalmente otro heteroátomo seleccionado entre N o O; donde los grupos: alquilo C1-6, alcanoilo C1-6 y cicloalquilo C3-6 se sustituyen opcionalmente con uno o más grupos seleccionados independientemente entre fluoro, hidroxi, alquilo C1-6, alcoxi C1-6, alcoxi C1-6-alcoxi C1-6, alcoxi-C1-6-alcoxi C1-6-alcoxi C1-6, amino, mono(C1-6)alquilamino, di-[(C1-6)alquil]amino, carbamoilo, mono(C1-6)alquilcarbamoilo, di[(C1- 6)alquil]carbamoilo, N(Rd)C(O)(C1-6)alquilo en donde Rd es H o alquilo C1-6, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado, o un anillo heteroarilo de 5 o 6 miembros, donde los grupos alcoxi C1-6, alcoxi C1-6-alcoxi C1- 6, alcoxi-C1-6-alcoxi C1-6-alcoxi C1-6, y los grupos alquilo C1-6 de los grupos mono(C1-6)alquilamino, di-[(C1-6)alquil]amino, mono(C1-6)alquilcarbamoilo, di[(C1-6)alquil]carbamoilo, y/o N(Rd)C(O)(C1-6)alquilo se sustituyen opcionalmente con uno o más grupos hidroxi; donde el fenilo se sustituye opcionalmente con uno o más grupos seleccionados independientemente entre halo, alquilo C1-6, alcoxi C1-6, amino, mono(C1-6)alquilamino, o di-[(C1-6)alquil]amino, donde los grupos alquilo C1-6 y alcoxi C1-6 se sustituyen opcionalmente con uno o más grupos seleccionados independientemente entre hidroxi, amino, mono(C1-6)alquilamino, o di-[(C1-6)alquil]amino, y donde cualquier anillo heterocíclico y heteroarilo en R1 y/o R2 se sustituye opcionalmente independientemente con uno o más de los siguientes alquilo C1-4, alcoxi C1-4, alcoxi C1-4-alquilo C1-4, hidroxi, amino, mono(C1-6)alquilamino, di-[(C1-6)alquil]amino, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado o -C(O)(CH2)zY donde z es 0, 1, 2 o 3 y Y se selecciona entre H, hidroxi, alcoxi C1-4, amino, mono(C1-6)alquilamino, di-[(C1-6)alquil]amino o un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado; y con la condición de que cuando R1 y/o R2 es un grupo alcanoilo C1, luego el alcanoilo C1 no se sustituye con fluoro o hidroxi; R3 y R4 se seleccionan independientemente entre H, alquilo C1-6 o alcoxi C1-6, donde los grupos alquilo C1-6 y alcoxi C1-6 se sustituyen opcionalmente con uno o más grupos seleccionados independientemente entre fluoro, hidroxi, alquilo C1-6, alcoxi C1-6, amino, mono(C1-6)alquilamino, di-[(C1-6)alquil]amino, carbamoilo, mono(C1-6)alquilcarbamoilo o di[(C1-6)alquil]carbamoilo, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado o un anillo heteroarilo de 5 o 6 miembros donde dichos anillos heterocíclicos y heteroarilo se sustituyen opcionalmente independientemente con uno o más de los siguientes alquilo C1-4, alcoxi C1-4, hidroxi, amino, mono(C1-6)alquilamino o di-[(C1-6)alquil]amino o un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado; o uno de R3 y R4 es como se define precedentemente y el otro representa un grupo - NR1R2 como se define precedentemente; A representa un grupo arilo o un anillo heteroarilo de 5 a 6 miembros seleccionados entre furilo, pirrolilo, tienilo, oxazolilo, isoxazolilo, imidazolilo, pirazolilo, tiazolilo, isotiazolilo, oxadiazolilo, tiadiazolilo, triazolilo, tetrazolilo, piridilo, piridazinilo, pirimidinilo, pirazinilo o 1,3,5-triazonilo; R5 se selecciona entre ciclopropilo, ciano, halo alcoxi C1-6 o alquilo C1-6, donde los grupos alquilo C1-6 y alcoxi C1-6 se sustituyen opcionalmente con ciano o con uno o más fluoro; n es 0, 1, 2 o 3; L se encuentra unido meta o para en el anillo A respecto del punto de unión del grupo etinilo y representa -C(RaRbC(O)N(R9)-, -N(R8)C(O)(RaRb)-, -N(R8)C(O)N(R9)-, -N(R8)C(O)O-, o - OC(O)-N(R)-, donde R8 y R9 representan independientemente H o alquilo C1-6 y donde Ra y Rb representan independientemente H o alquilo C1-6 o Ra y Rb junto con el átomo de C al cual se encuentran unidos representan cicloalquilo C3-6; B representa un anillo cicloalquilo C3-7, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado, un grupo arilo, un anillo heteroarilo de 5 o 6 miembros seleccionado entre furilo, pirrolilo, tienilo, oxazolilo, isoxazolilo, imidazolilo, pirazolilo, tiazolilo, isotiazolilo, oxadiazolilo, tiadiazolilo, triazolilo, tetrazolilo, piridilo, piridazinilo, pirimidinilo, pirazinilo o 1,3,5-triazonilo, o un grupo bicíclico de 8, 9 o 10 miembros el cual contiene opcionalmente 1, 2, 3 o 4 heteroátomos seleccionados, independientemente entre N, O y S y el cual es saturado, parcialmente saturado o aromático; R6 se selecciona entre halo, ciano, oxo, un anillo cicloalquilo C3-7, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado, y -N(Rc)C(O)(C1-6)alquilo en donde Rc es H o alquilo C1-6; o R6 se selecciona entre alquilo C1-6, -S(O)p-alquilo C1-6 donde p es 0, 1 o 2; o alcoxi C1-6, donde los grupos alquilo C1-6, -S(O)p-alquilo C1-6 y alcoxi C1-6 se sustituyen opcionalmente con uno o más grupos seleccionados independientemente entre ciano, fluoro, hidroxi, alcoxi C1-6, amino, mono(C1-6)alquilamino, di-[(C1-6)alquil]amino, un anillo cicloalquilo C3-7 o un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado; y donde el anillo cicloalquilo C3-7 y anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado se sustituyen opcionalmente independientemente con uno o más grupos seleccionados entre alquilo C1-6; y m es 0, 1, 2 o 3; y cuando B es un anillo cicloalquilo C3-7, un anillo heterocíclico de 3 a 7 miembros saturado o parcialmente saturado o un grupo bicíclico de 8, 9 o 10 miembros saturado o parcialmente saturado, los anillos y el grupo bicíclico llevan opcionalmente 1 o 2 sustituyentes oxo o tioxo; y sales, prodrogas o solvatos del mismo.
ARP040104906A 2003-12-24 2004-12-27 Derivados de 2-amino-pirimidinas AR046795A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0330000A GB0330000D0 (en) 2003-12-24 2003-12-24 Compounds
GB0416849A GB0416849D0 (en) 2004-07-29 2004-07-29 Compounds

Publications (1)

Publication Number Publication Date
AR046795A1 true AR046795A1 (es) 2005-12-21

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ARP040104906A AR046795A1 (es) 2003-12-24 2004-12-27 Derivados de 2-amino-pirimidinas

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US (1) US20080108608A1 (es)
EP (1) EP1737463B1 (es)
JP (1) JP2007517007A (es)
AR (1) AR046795A1 (es)
AT (1) ATE415970T1 (es)
DE (1) DE602004018193D1 (es)
ES (1) ES2317079T3 (es)
TW (1) TW200526597A (es)
UY (1) UY28701A1 (es)
WO (1) WO2005060970A1 (es)

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WO2006082373A1 (en) * 2005-02-01 2006-08-10 Astrazeneca Ab Pyrimidine compounds having ties (tek) inhibitory activity
GB0502418D0 (en) * 2005-02-05 2005-03-16 Astrazeneca Ab Compounds
WO2006103449A2 (en) * 2005-03-31 2006-10-05 Astrazeneca Ab Saminopyrimidine derivates with tie2 inhibiting activity
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EP2671891A3 (en) 2008-06-27 2014-03-05 Amgen Inc. Ang-2 inhibition to treat multiple sclerosis
AU2009314631B2 (en) 2008-11-12 2014-07-31 Takeda Pharmaceutical Company Limited Pyrazinopyrazines and derivatives as kinase inhibitors
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JP7202350B2 (ja) * 2017-07-13 2023-01-11 サンシャイン・レイク・ファーマ・カンパニー・リミテッド 置換尿素誘導体の塩及び薬におけるその使用
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US20080027076A1 (en) * 2003-12-24 2008-01-31 Astrazeneca Ab Pyrimidines With Tie2 (Tek) Activity

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US20080108608A1 (en) 2008-05-08
UY28701A1 (es) 2005-07-29
TW200526597A (en) 2005-08-16
WO2005060970A1 (en) 2005-07-07
EP1737463B1 (en) 2008-12-03
JP2007517007A (ja) 2007-06-28
ATE415970T1 (de) 2008-12-15
ES2317079T3 (es) 2009-04-16
EP1737463A1 (en) 2007-01-03
DE602004018193D1 (de) 2009-01-15
HK1102425A1 (en) 2007-11-23

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