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AR075366A1 - Compuestos heterociclicos biciclicos sustituidos como modulares de la gamma secretasa - Google Patents

Compuestos heterociclicos biciclicos sustituidos como modulares de la gamma secretasa

Info

Publication number
AR075366A1
AR075366A1 ARP100100325A ARP100100325A AR075366A1 AR 075366 A1 AR075366 A1 AR 075366A1 AR P100100325 A ARP100100325 A AR P100100325A AR P100100325 A ARP100100325 A AR P100100325A AR 075366 A1 AR075366 A1 AR 075366A1
Authority
AR
Argentina
Prior art keywords
alkyl
halo
substituents
optionally substituted
cycloalkyl
Prior art date
Application number
ARP100100325A
Other languages
English (en)
Original Assignee
Ortho Mcneil Janssen Pharm
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 Ortho Mcneil Janssen Pharm filed Critical Ortho Mcneil Janssen Pharm
Publication of AR075366A1 publication Critical patent/AR075366A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • 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
    • C07D401/10—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 aromatic rings
    • 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
    • C07D403/10—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 aromatic 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
    • 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
    • C07D413/10—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 aromatic 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
    • C07D413/02—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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biomedical Technology (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Epidemiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Los compuestos segun la presente resultan de utilidad como moduladores de la gamma secreta. También se refiere a los procedimientos para elaborar tales compuestos, a composiciones farmacéuticas que comprenden dichos compuestos a modo de ingrediente activo, así como al uso de dichos compuestos como medicamento. Reivindicacion 1: Un compuesto de la formula (1) o una forma estereoisomérica de éste, donde Het1 es un heterociclo aromático de 5 o 6 miembros que tiene la formula (2), (3), (4), (5) o (6); R0 es H o alquilo C1-4; R1 es H, alquilo C1-4 o alquil C1-4-oxialquilo C1-4; R2 es alquilo C1-4; X es O o S; G1 es CH o N; G2 es CH, N o C sustituido con alquilo C1-4; siempre que G1 y G2 no sean simultáneamente N; G3 es CH o N; R10a y R10b son, cada uno de manera independiente, hidrogeno o alquilo C1-4; A1 es CR3 o N; donde R3 es H, halo o alquil C1-4oxi; cada uno de A2, A3 y A4 es, de manera independiente, CH, CF o N; siempre que un máximo de dos de A1, A2, A3 y A4 sean N; Het2 es un heterociclo aromático bicíclico de 9 miembros que tiene la formula (7) o (8); Z1 es CH o N; Z2 es CR4a o N; Z3 es CH o N; siempre que como máximo uno de Z1, Z2 y Z3 sea N; Y1 es CH o N; Y2 es CR4b o N; Y3 es CH o N; siempre que como máximo uno de Y1, Y2 e Y3 sea N; R4a es H; halo; alquil C1-4oxi; ciano; cicloalquilo C3-7; alquil C1-4carbonilo; alquil C1-4oxicarbonilo o alquilo C1-4 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en halo y amino; R4b es H; halo; alquil C1-4oxi; ciano; cicloalquilo C3-7 o alquilo C1-4 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en halo y amino; R5 es H; halo; ciano; alquil C1-4oxi; alquenilo C2-6 o alquilo C1-6 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en alquil C1-4oxi y halo; R6a es alquilo C2-6 sustituido con uno o más sustituyentes de halo; alquilo C1-4 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en piperidinilo, Ar, alquil C1-6oxi, tetrahidropiranilo, cicloalquil C3-7oxi y cicloalquilo C3-7; cicloalquilo C3-7; alquil C1-4carbonilo; tetrahidropiranilo; Ar; R8R9N-carbonilo o CH2-O-Ar; R6b es alquilo C2-6 sustituido con uno o más sustituyentes de halo; alquilo C1-4 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en piperidinilo, Ar, alquil C1-6oxi, tetrahidropiranilo, cicloalquil C3-7oxi y cicloalquilo C3-7; cicloalquilo C3-7; cicloalquilo C3-7 sustituido con uno o más sustituyentes de fenilo opcionalmente sustituido con uno o más sustituyentes de halo; piperidinilo; morfolinilo; pirrolidinilo; NR8R9 tetrahidropiranilo; O-Ar; alquil C1-6oxi; alquil C1-6tio; Ar; CH2-O-Ar; S-Ar; NCH3-Ar o NH-Ar; donde cada piperidinilo, morfolinilo y pirrolidinilo puede estar opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en alquilo C1-4, alquenilo C2-6, alquil C1-4carbonílo, halo, y alquil C1-4oxicarbonilo; donde cada Ar es, de manera independiente, fenilo opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en halo, alquil C1-4oxi, ciano, NR8R9, morfolinilo, alquilo C1-4 y alquilo C1-4 sustituido con uno o más sustituyentes de halo; piridinilo opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en halo, alquil C1-4oxi, ciano, alquilo C1-4 y alquilo C1-4 sustituido con uno o más sustituyentes de halo; oxazolilo opcionalmente sustituido con uno o más sustituyentes de alquilo C1-4; o tienilo opcionalmente sustituido con uno o más sustituyentes de halo; cada R8 es, de manera independiente, H o alquilo C1-4; cada R9 es, de manera independiente, H o alquilo C1-4; R7 es H, alquilo C1-6 opcionalmente sustituido con uno o más sustituyentes, cada uno de los cuales se selecciona -de manera independiente- del grupo que consiste en halo, fenilo, y alquil C1-4oxi; o una sal de adicion farmacéuticamente aceptable o solvato de aquél.
ARP100100325A 2009-02-06 2010-02-05 Compuestos heterociclicos biciclicos sustituidos como modulares de la gamma secretasa AR075366A1 (es)

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EP09152254 2009-02-06

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AR075366A1 true AR075366A1 (es) 2011-03-30

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US (2) US8946426B2 (es)
EP (1) EP2393804B1 (es)
JP (1) JP5576403B2 (es)
KR (1) KR20110113197A (es)
CN (1) CN102325765B (es)
AP (1) AP2011005779A0 (es)
AR (1) AR075366A1 (es)
AU (1) AU2010211109B2 (es)
BR (1) BRPI1008473A2 (es)
CA (1) CA2748862A1 (es)
EA (1) EA019685B1 (es)
ES (1) ES2481715T3 (es)
IL (1) IL214425A (es)
MX (1) MX2011008335A (es)
NZ (1) NZ593951A (es)
SG (1) SG173510A1 (es)
TW (1) TWI496780B (es)
UA (1) UA106360C2 (es)
WO (1) WO2010089292A1 (es)
ZA (1) ZA201105788B (es)

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CN102325765A (zh) 2012-01-18
US8946426B2 (en) 2015-02-03
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UA106360C2 (ru) 2014-08-26
WO2010089292A1 (en) 2010-08-12
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