AR063357A1 - Derivados de pirimidinas como inhibidores de mapk/erk quinasa. procesos de obtencion y composiciones farmaceuticas. - Google Patents

Derivados de pirimidinas como inhibidores de mapk/erk quinasa. procesos de obtencion y composiciones farmaceuticas.

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Publication number
AR063357A1
AR063357A1 ARP070104689A ARP070104689A AR063357A1 AR 063357 A1 AR063357 A1 AR 063357A1 AR P070104689 A ARP070104689 A AR P070104689A AR P070104689 A ARP070104689 A AR P070104689A AR 063357 A1 AR063357 A1 AR 063357A1
Authority
AR
Argentina
Prior art keywords
alkyl
hydrogen
heterocycloalkyl
cycloalkyl
bicycloaryl
Prior art date
Application number
ARP070104689A
Other languages
English (en)
Inventor
Victoria Feher
Stephen W Kaldor
Qing Dong
Original Assignee
Takeda Pharmaceutical
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Filing date
Publication date
Application filed by Takeda Pharmaceutical filed Critical Takeda Pharmaceutical
Publication of AR063357A1 publication Critical patent/AR063357A1/es

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    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • 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
    • 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
    • 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
    • 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
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • 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
    • 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
    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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
    • C07D239/557—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other 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 with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. orotic acid
    • 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
    • C07D403/06—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 carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D413/06—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 carbon chain containing only aliphatic carbon atoms

Abstract

Procesos de obtencion de los compuestos descriptos y composiciones farmacéuticas que los comprenden. Reivindicacion 1: Un compuesto caracterizado porque tiene la formula (1) en donde Q está seleccionado de CR7R8, CO y CS; R1 está seleccionado del grupo que consiste en cicloalquilo C3-12, heterocicloalquilo C3-12, bicicloalquilo C9-12, heterobicicloalquilo C3-12, arilo C4-1), heteroarilo C1-10, bicicloarilo C9-12 y heterobicicloarilo C4-12, cada uno sustituido o no sustituido, R2 es hidrogeno o un sustituyente convertible in vivo en hidrogeno, R3 está seleccionado del grupo que consiste en amino, alquil C1-10- amino, alcoxiamino, sulfonamido, imino, sulfonilo, sulfinilo, alquilo C2-10, haloalquilo C1-10, carbonilalquilo C1-3, tiocarbonilalquilo C1-3, oxaalquilo C1-6, oxialquil C1-4-oxialquilo C1-4, sulfonilalquilo C1-3, sulfinilalquilo C1-3, aminoalquilo C1-10, iminoalquilo C1-3, cicloalquil C3-12-alquilo C1-5, heterocicloalquil C3-12-alquilo C1-5, arilalquilo C1-10, heteroarilalquilo C1-5, bicicloaril C9-12-alquilo C1-5, heterobicicloaril C8-12-alquilo C1-5, cicloalquilo C3-12, heterocicloalquilo C3-12, bicicloalquilo C9-12, heterobicicloalquilo C3-12, arilo C4-12, heteroarilo C1-10, bicicloarilo C9-12 y heterobicicloarilo C4-12, cada uno sustituido o no sustituido; R4 y R5 están seleccionados cada uno, de modo independiente, del grupo que consiste en hidrogeno, oxi, hidroxi, carboniloxi, alcoxi, ariloxi, heteroariloxi, carbonilo, oxicarbonilo, amino, alquil C1-10-amino, sulfonamido, imino, sulfonilo. sulfinilo, alquilo C1-10, haloalquilo C1-10, carbonilalquilo C1-3, tiocarbonilalquilo C1-3, sulfonilalquilo C1-3, sulfinilalquilo C1-3, aminoalquilo C1-10, iminoalquilo C1-3, cicloalquil C3- 12-alquilo C1-5, heterocicloalquil C3-12-alquilo C1-5, arilalquilo C1-10, heteroarilalquilo C1-5, bicicloaril C9-12-alquilo C1-5, heterobicicloaril C8-12-alquilo C1-5, cicloalquiIo C3-12, heterocicloalquilo C3-12, bicicloalquilo C9-12, heterobicicloalquilo C3-12, arilo C4-12, heteroarilo C1-10, bicicloarilo C9-12 y heterobicicloarilo C4-12, cada uno sustituido o no sustituido, siempre que R4 y R5 estén cada uno, de modo independiente, ausentes cuando los átomos a los que están unidos forman parte de un enlace doble; R6 está seleccionado del grupo que consiste en hidrogeno. heteroariloxi, amino, alquil C1-10-amino, sulfonamido, imino, sulfonilo, sulfinilo, alquilo C1-10, haloalquilo C1-10, carbonilalquilo C1-3, tiocarbonilalquilo C1-3, sulfonilalquilo C1-3, sulfinilalquilo C1-3, aminoalquilo C1-10, iminoalquilo C1-3, cicloalquil C3-12-alquilo C1-5, heterocicloalquil C3-12-alquilo C1-5), arilalquilo C1-10, heteroarilalquilo C1-5, bicicloaril C9-12-alquilo C1-5, heterobicicloaril C8-12-alquilo C1-5, cicloalquilo C3-12, heterocicloalquilo C3-12, arilo C4-12 y heteroarilo C1-10, cada uno sustituido o no sustituido, siempre que R6 esté ausente cuando el átomo al que está unido forma parte de un enlace doble; y R7 y R8 están seleccionados cada uno, de modo independiente, del grupo que consiste en hidrogeno, ciano, heteroariloxi, carbonilo, oxicarbonilo, aminocarbonilo, amino, alquil C1-10-amino, sulfonamido, imino, sulfonilo, sulfinilo, alquilo C1- 10, haloalquilo C1-10, carbonilalquilo C1-3, tiocarbonilalquilo C1-3, sulfonilalquilo C1-3, sulfinilalquilo C1-3, aminoalquilo C1-10, iminoalquilo C1-3, cicloalquil C3-12-alquilo C1-5, heterocicloalquil C3-12-alquilo C1-5, arilalquilo C1-10, heteroarilalquilo C1-5, bicicloaril C9-12-alquilo C1-5, heterobicicloaril C8-12-alquilo C1-5, cicloalquilo C3-12, heterocicloalquilo C3-12, bicicloalquilo C9-12, heterobicicloalquilo C3-12, arilo C4-12, heteroarilo C1-10, bicicloarilo C9-12 y heterobicicloarilo C4-12, cada uno sustituido o no sustituido, o R7 y R5 se toman juntos para formar un anillo sustituido o no sustituido, siempre que R8 esté ausente cuando el átomo al que está unido forma parte de un enlace doble, con la condicion de que: (a) cuando R6 está ausente, Q es CO, R1 es fenilo no sustituido, y R2 es hidrogeno, entonces R3 no sea -CH2CN; (b) cuando R6 está ausente Q es CO, R1 es un triacetato de tetrahidro-2H-piran-3,4,5-triilo, y R2 es hidrogeno, entonces R3 no sea -CH2CI; (c) cuando R6 está ausente, Q es CO, R1 es 2,2,6,6- tetrametilpiperidin-1-ol, y R2 es hidrogeno, entonces R3 no sea -CH=CH=Ph; y (d) cuando R6 está ausente, Q es CO, R1 es un fenilo sustituido o no sustituido, R2 es hidrogeno, y R4 y R5 son cada uno, de modo independiente, hidrogeno o metilo, entonces R3 no sea -NH-R10, donde R10 es piridin-2-ilo o un fenilo sustituido o no sustituido.
ARP070104689A 2006-10-23 2007-10-23 Derivados de pirimidinas como inhibidores de mapk/erk quinasa. procesos de obtencion y composiciones farmaceuticas. AR063357A1 (es)

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US (4) US20100204471A1 (es)
EP (1) EP2091941B1 (es)
JP (1) JP5249939B2 (es)
KR (1) KR20090071666A (es)
CN (1) CN101563338A (es)
AR (1) AR063357A1 (es)
AU (1) AU2007353385A1 (es)
BR (1) BRPI0717374A2 (es)
CA (1) CA2667447A1 (es)
CL (1) CL2007003041A1 (es)
CO (1) CO6180442A2 (es)
CR (1) CR10818A (es)
DO (1) DOP2009000089A (es)
EA (1) EA200970407A1 (es)
EC (1) ECSP099354A (es)
IL (1) IL198254A0 (es)
MA (1) MA30889B1 (es)
MX (1) MX2009004269A (es)
NO (1) NO20091999L (es)
NZ (1) NZ577047A (es)
PE (1) PE20081468A1 (es)
TN (1) TN2009000151A1 (es)
TW (1) TW200831100A (es)
WO (1) WO2008140553A2 (es)
ZA (1) ZA200903274B (es)

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CL2007003041A1 (es) 2008-03-24
AU2007353385A1 (en) 2008-11-20
US20100113413A1 (en) 2010-05-06
CN101563338A (zh) 2009-10-21
EA200970407A1 (ru) 2009-12-30
CA2667447A1 (en) 2008-11-20
PE20081468A1 (es) 2008-12-03
WO2008140553A3 (en) 2009-02-26
NZ577047A (en) 2011-02-25
BRPI0717374A2 (pt) 2013-10-29
DOP2009000089A (es) 2010-03-31
WO2008140553A4 (en) 2009-04-30
TW200831100A (en) 2008-08-01
US20100204471A1 (en) 2010-08-12
MX2009004269A (es) 2009-08-12
JP5249939B2 (ja) 2013-07-31
US20110190261A1 (en) 2011-08-04
US7943626B2 (en) 2011-05-17
TN2009000151A1 (en) 2010-10-18
CO6180442A2 (es) 2010-07-19
US7696218B2 (en) 2010-04-13
CR10818A (es) 2009-07-07
WO2008140553A2 (en) 2008-11-20
IL198254A0 (en) 2009-12-24
US20080125437A1 (en) 2008-05-29
JP2010507683A (ja) 2010-03-11
ECSP099354A (es) 2009-06-30
US8088783B2 (en) 2012-01-03
EP2091941B1 (en) 2013-01-23
EP2091941A2 (en) 2009-08-26
KR20090071666A (ko) 2009-07-01
MA30889B1 (fr) 2009-11-02
NO20091999L (no) 2009-07-06
ZA200903274B (en) 2010-08-25

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