ES2546833T3 - Derivados de pirrolidina como antagonistas de receptores de NK-3 - Google Patents

Derivados de pirrolidina como antagonistas de receptores de NK-3 Download PDF

Info

Publication number
ES2546833T3
ES2546833T3 ES10790561.4T ES10790561T ES2546833T3 ES 2546833 T3 ES2546833 T3 ES 2546833T3 ES 10790561 T ES10790561 T ES 10790561T ES 2546833 T3 ES2546833 T3 ES 2546833T3
Authority
ES
Spain
Prior art keywords
alkyl
halogen
cycloalkyl
substituted
cyano
Prior art date
Legal status (The legal status 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 status listed.)
Active
Application number
ES10790561.4T
Other languages
English (en)
Inventor
Henner Knust
Andreas Koblet
Matthias Nettekoven
Hasane Ratni
Claus Riemer
Walter Vifian
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Application granted granted Critical
Publication of ES2546833T3 publication Critical patent/ES2546833T3/es
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • C07D401/14—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
    • 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
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • 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
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • 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
    • A61P25/22—Anxiolytics
    • 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
    • A61P25/24—Antidepressants
    • 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
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • 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
    • 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

Landscapes

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

Abstract

Compuesto de fórmula (I):**Fórmula** en la que: R1 es hidrógeno, halógeno, ciano, alquilo C2-4 o alquilo C1-5 sustituido con halógeno; n es 1, 2 ó 3; en el caso de que n sea 2 ó 3, R1 puede ser diferente, R2 es alquilo C2-7 o cicloalquilo C3-6, R3 es el grupo: **Fórmula** en el que: X es CH o N, R5 es hidrógeno, -C(O)-alquilo C2-4, -C(O)O-alquilo C2-4, S(O)2-alquilo C2-4, -C(O)CH2O-alquilo C2-4,-C(O)- CH2-CN, o es -C(O)-cicloalquilo, cicloalquilo o -CH2-cicloalquilo, en el que los grupos cicloalquilo se sustituyen opcionalmente con alquilo C2-4, -CH2-O-alquilo C2-4, alcoxi C2-4, CF3, halógeno o ciano, o es -C(O)-heterocicloalquilo o heterocicloalquilo, o es -C(O)-heteroarilo o es heteroarilo o es -C(O)-arilo o arilo, en los que los grupos heterocicloalquilo, heteroarilo o arilo se sustituyen opcionalmente con halógeno, alquilo C2-4, >=O, alcoxi C2-4, alquilo C1-5 sustituido con halógeno, alquilo C2-4 sustituido con hidroxi, -C(O)-CH2-N(di-alquilo C2-4), C(O)NH-alquilo C2-4, C(O)NH2, -O-C(O)-alquilo C2-4, C(O)-alquilo C2- 4, S(O)2-alquilo C2-4 o ciano, R4 es arilo, que se sustituye opcionalmente con halógeno, hidroxi, alquilo C2-4, alquilo C1-5 sustituido con halógeno, S(O)2-alquilo C2-4, ciano o con alcoxi C2-4, o una sal farmacéuticamente activa de los mismos
ES10790561.4T 2009-12-18 2010-12-14 Derivados de pirrolidina como antagonistas de receptores de NK-3 Active ES2546833T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP09179797 2009-12-18
EP09179797 2009-12-18
PCT/EP2010/069564 WO2011073160A1 (en) 2009-12-18 2010-12-14 Pyrrolidine derivatives as nk - 3 receptor antagonists

Publications (1)

Publication Number Publication Date
ES2546833T3 true ES2546833T3 (es) 2015-09-29

Family

ID=43480770

Family Applications (1)

Application Number Title Priority Date Filing Date
ES10790561.4T Active ES2546833T3 (es) 2009-12-18 2010-12-14 Derivados de pirrolidina como antagonistas de receptores de NK-3

Country Status (11)

Country Link
US (2) US20110152233A1 (es)
EP (1) EP2513084B1 (es)
JP (1) JP5551267B2 (es)
KR (1) KR101490004B1 (es)
CN (1) CN102656157B (es)
BR (1) BR112012014576A2 (es)
CA (1) CA2781495A1 (es)
ES (1) ES2546833T3 (es)
MX (1) MX2012006293A (es)
RU (1) RU2561271C2 (es)
WO (1) WO2011073160A1 (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8022099B2 (en) * 2008-11-03 2011-09-20 Hoffmann-La Roche Inc. N-benzyl pyrrolidine derivatives
US20110144081A1 (en) * 2009-12-15 2011-06-16 Henner Knust Pyrrolidine derivatives
US8618303B2 (en) * 2011-01-07 2013-12-31 Hoffmann-La Roche Inc. Pyrrolidine derivatives
KR102001364B1 (ko) * 2011-05-13 2019-07-22 어레이 바이오파마 인크. Trka 키나제 저해제로서의 피롤리디닐 유레아 및 피롤리디닐 티오유레아 화합물
PL2800738T3 (pl) * 2012-01-06 2020-10-19 Novartis Ag Związki heterocykliczne i sposoby ich stosowania

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2824828B1 (fr) 2001-05-21 2005-05-20 Sanofi Synthelabo Nouveaux derives de piperidinecarboxamide, un procede pour leur preparation et les compositions pharmaceutiques les contenant
US7514424B2 (en) * 2002-12-23 2009-04-07 Janssen Pharmaceutica N.V. Substituted 4-(4-piperidin-4-yl-piperazin-1-yl)-azepane derivatives and their use as neurokinin antagonists
JP2007521276A (ja) * 2003-06-25 2007-08-02 スミスクライン・ビーチャム・コーポレイション Ｎｋ−２およびｎｋ−３として用いるための４−カルボキサミドキノリン誘導体
US7550487B2 (en) * 2004-03-26 2009-06-23 Hoffmann-La Roche Inc. Pyrrolidine-3,4-dicarboxamide derivatives
WO2008128891A1 (en) 2007-04-20 2008-10-30 F. Hoffmann-La Roche Ag Pyrrolidine derivatives as dual nk1/nk3 receptor antagonists
AU2008290634B2 (en) * 2007-08-22 2012-12-06 F. Hoffmann-La Roche Ag Pyrrolidine aryl-ether as NK3 receptor antagonists
US8063075B2 (en) * 2008-06-10 2011-11-22 Hoffmann-La Roche Inc. Pyrrolidine ether derivatives as NK3 receptor antagonists
BRPI0914779A2 (pt) * 2008-06-16 2015-10-20 Hoffmann La Roche derivados de pirrolidina como antagonistas de receptor de nk2
JP5580741B2 (ja) * 2008-09-19 2014-08-27 武田薬品工業株式会社 含窒素複素環化合物およびその用途
US8022099B2 (en) * 2008-11-03 2011-09-20 Hoffmann-La Roche Inc. N-benzyl pyrrolidine derivatives
US20110144081A1 (en) * 2009-12-15 2011-06-16 Henner Knust Pyrrolidine derivatives
US8618303B2 (en) * 2011-01-07 2013-12-31 Hoffmann-La Roche Inc. Pyrrolidine derivatives

Also Published As

Publication number Publication date
KR20120096086A (ko) 2012-08-29
JP5551267B2 (ja) 2014-07-16
JP2013514304A (ja) 2013-04-25
HK1169992A1 (en) 2013-02-15
WO2011073160A1 (en) 2011-06-23
US20110152233A1 (en) 2011-06-23
US20130203728A1 (en) 2013-08-08
RU2012129361A (ru) 2014-01-27
CN102656157B (zh) 2015-04-29
EP2513084A1 (en) 2012-10-24
CN102656157A (zh) 2012-09-05
US9346786B2 (en) 2016-05-24
MX2012006293A (es) 2012-07-03
KR101490004B1 (ko) 2015-02-04
EP2513084B1 (en) 2015-07-22
BR112012014576A2 (pt) 2016-03-01
CA2781495A1 (en) 2011-06-23
RU2561271C2 (ru) 2015-08-27

Similar Documents

Publication Publication Date Title
ES2600636T3 (es) Spiro-[1,3]-oxazinas y spiro-[1,4]-oxazepinas como inhibidores de BACE1 y/o BACE2
AR080314A1 (es) Derivado de 1,3,4,8-tetrahidro-2h-pirido (1,2-a) pirazina y su uso como inhibidor de la hiv integrasa
PE20130155A1 (es) Derivados de ariletinilo
PE20130375A1 (es) Compuestos de triazolopiridinas y triazolopirazinas inhibidores de c-met y composiciones de los mismos
CY1119345T1 (el) Μακροκυκλικες ενωσεις ως αναστολεις κινασης trk
AR085615A1 (es) Derivados de fluoropiridinona utiles como agentes antibacterianos y composiciones farmaceuticas que los contienen
CO6321244A2 (es) Pirrolopiridinas como inhibidores de cinasa
CO6300861A2 (es) Compuestos inhibidores de dipeptidil peptidasa iv metodos de preparacion de los mismos y composiciones farmaceuticas que los contienen como agentes activos
AR067613A1 (es) Inhibidores de adn-pk, uso y sintesis de los mismos
PE20130187A1 (es) Bis(difluorometil) pirazoles como fungicidas
AR084412A1 (es) Compuestos de piridina fusionados, utiles como inhibidores de caseina quinasa, y las composiciones farmaceuticas que los contienen
CO6230986A2 (es) Compuesto de 4-piridinona y su uso para cancer
AR079662A1 (es) Indolil-piperidinil bencilaminas como inhibidores de beta-triptasa
AR093184A1 (es) Compuesto de pirimidina sustituida como inhibidor de quinurenina-3-monooxigenasa y composicion farmaceutica que lo comprenden
UY32606A (es) Sulfonamidas nematocidas
CO6321130A2 (es) Piridinas carboxamidas como inhibidores de la 11 beta-hsd1
AR075084A1 (es) Metodo de preparacion de quinolinil -oxidifenil - ciclopropanodicarboxamidas e intermediarios correspondientes
ECSP099324A (es) Nuevos derivados de aminopirimidina como inhibidores de plk1
MX2012002973A (es) Derivados de pirimidona herbicidas.
AR077695A1 (es) Derivados de pirimidina como inhibidores del factor ixa
ES2567311T3 (es) 6-(3-Aza-biciclo[3.1.0]hex-3-il)-2-fenil-pirimidinas como antagonistas del receptor de ADP
CR11245A (es) Mejoras en compuestos organicos o relacionadas con los mismos
AR080802A1 (es) Compuestos de complejos de fe (iii) para el tratamiento y la profilaxis de los sintomas de deficiencia de hierro y anemias por deficiencia de hierro
MX2015007883A (es) Compuestos para protección de células.
CO6801734A2 (es) Derivados de etinilo como moduladores alostéricos positivos de mglur5