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CA2297486A1 - 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor - Google Patents

2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor Download PDF

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Publication number
CA2297486A1
CA2297486A1 CA002297486A CA2297486A CA2297486A1 CA 2297486 A1 CA2297486 A1 CA 2297486A1 CA 002297486 A CA002297486 A CA 002297486A CA 2297486 A CA2297486 A CA 2297486A CA 2297486 A1 CA2297486 A1 CA 2297486A1
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CA
Canada
Prior art keywords
piperazin
ylmethyl
heteroaryl
receptor
aryl
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.)
Granted
Application number
CA002297486A
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French (fr)
Other versions
CA2297486C (en
Inventor
Anton Franz Josef Fliri
Mark Jerome Majchrzak
Patricia Ann Seymour
Stevin Howard Zorn
Hans Rollema
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Pfizer Products Inc
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Individual
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Filing date
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Publication of CA2297486A1 publication Critical patent/CA2297486A1/en
Application granted granted Critical
Publication of CA2297486C publication Critical patent/CA2297486C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/12Heterocyclic 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

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Psychiatry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Addiction (AREA)
  • Ophthalmology & Optometry (AREA)
  • Anesthesiology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

2(4-Aryl or Heteroaryl-piperazin-1-ylmethyl)-1H-Indole derivatives of formula (I) wherein a, T, V, X, Y, Z, R1, R2, R3, R4, R5, R6, R7, R8 and R9 are as defined above, their pharmaceutically acceptable salts and pharmaceutical compositions containing such compounds or their salts interacting with the dopamin D4 receptor.
CA002297486A 1997-08-15 1998-08-05 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor Expired - Fee Related CA2297486C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US5576497P 1997-08-15 1997-08-15
US60/055,764 1997-08-15
PCT/IB1998/001198 WO1999009025A2 (en) 1997-08-15 1998-08-05 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor

Publications (2)

Publication Number Publication Date
CA2297486A1 true CA2297486A1 (en) 1999-02-25
CA2297486C CA2297486C (en) 2005-05-03

Family

ID=22000003

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002297486A Expired - Fee Related CA2297486C (en) 1997-08-15 1998-08-05 2-(4-aryl or heteroaryl-piperazin-1-ylmethyl)-1h-indole derivatives interacting with the dopamine d4 receptor

Country Status (30)

Country Link
EP (1) EP1003739A2 (en)
JP (1) JP2002536291A (en)
KR (1) KR20010022507A (en)
CN (1) CN1265660A (en)
AP (1) AP9801321A0 (en)
AR (1) AR017019A1 (en)
AU (1) AU8457298A (en)
BG (1) BG104069A (en)
BR (1) BR9811557A (en)
CA (1) CA2297486C (en)
CO (1) CO4960656A1 (en)
DZ (1) DZ2583A1 (en)
EA (1) EA200000023A1 (en)
HR (1) HRP980441A2 (en)
HU (1) HUP0003425A3 (en)
ID (1) ID23803A (en)
IL (1) IL133960A0 (en)
IS (1) IS5336A (en)
MA (1) MA24632A1 (en)
NO (1) NO20000722L (en)
OA (1) OA11286A (en)
PA (1) PA8457001A1 (en)
PE (1) PE106299A1 (en)
PL (1) PL338947A1 (en)
SK (1) SK1352000A3 (en)
TN (1) TNSN98151A1 (en)
TR (1) TR200000414T2 (en)
UY (1) UY25144A1 (en)
WO (1) WO1999009025A2 (en)
ZA (1) ZA987304B (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69842058D1 (en) * 1997-10-27 2011-01-27 Neurosearch As Heteroaryl Diazacycloalkanes as cholinergic ligands for nicotine acetylcholine receptors
EP0953567A3 (en) * 1998-04-29 2003-04-02 Pfizer Products Inc. Bicyclic substituted piperazine-, piperidine- and tetrahydropyridine derivatives, their preparation and their use as agents with central dopaminergic (dopamine D4 receptor) activity
SG152900A1 (en) * 1999-12-30 2009-06-29 Lundbeck & Co As H 4-phenyl-1-piperazinyl, -piperidinyl and -tetrahydropyridyl derivatives
GB0017952D0 (en) * 2000-07-22 2000-09-13 Univ Manchester Treatment of dyskinesia
EP1177792A3 (en) 2000-07-27 2002-10-23 Pfizer Products Inc. Dopamine D4 Ligands for the treatment of novelty-seeking disorders
US6803362B2 (en) 2001-03-09 2004-10-12 Ortho-Mcneil Pharmaceutical Inc. Heterocyclic compounds
CN1694704A (en) 2002-09-06 2005-11-09 詹森药业有限公司 Use of (1H-benzimidazole-2-yl)-(piperazineyl)- ketaderavitive and correlative compound used as histamine H4 receptor antagonist for the treatment of allergy and asthma
WO2004108671A1 (en) * 2003-06-06 2004-12-16 Suven Life Sciences Limited Substituted indoles with serotonin receptor affinity, process for their preparation and pharmaceutical compositions containing them
EP1731505B1 (en) 2004-03-30 2015-01-14 Takeda Pharmaceutical Company Limited Alkoxyphenylpropanoic acid derivatives
US7572805B2 (en) 2004-07-14 2009-08-11 Bristol-Myers Squibb Company Pyrrolo(oxo)isoquinolines as 5HT ligands
US7618980B2 (en) 2004-07-14 2009-11-17 Bristol-Myers Squibb Company Pyrrolo(oxo)quinolines as 5HT ligands
JO2769B1 (en) 2005-10-26 2014-03-15 جانسين فارماسوتيكا ان. في Fast Dissociting Dopamine 2 Receptor Antagonists
JO2642B1 (en) 2006-12-08 2012-06-17 جانسين فارماسوتيكا ان. في Fast Dissociating Dopamine 2 Receptor Antagonists
JO2849B1 (en) * 2007-02-13 2015-03-15 جانسين فارماسوتيكا ان. في Fast -Dissociating Dopamine 2 Receptor Antagonists
CA2682671C (en) 2007-04-23 2015-11-17 Janssen Pharmaceutica N.V. Thia(dia)zoles as fast dissociating dopamine 2 receptor antagonists
KR20100016620A (en) 2007-04-23 2010-02-12 얀센 파마슈티카 엔.브이. 4-alkoxypyridazine derivatives as fast dissociating dopamine 2 receptor antagonists
EP2310374B1 (en) 2008-07-03 2012-10-31 Janssen Pharmaceutica N.V. Substituted 6- (1-piperazinyl) -pyridazines as 5-ht6 receptor antagonists
WO2010012758A1 (en) 2008-07-31 2010-02-04 Janssen Pharmaceutica Nv Piperazin-1-yl-trifluoromethyl-substituted-pyridines as fast dissociating dopamine 2 receptor antagonists
JP7548814B2 (en) * 2017-09-20 2024-09-10 ハンジョウ イノゲート ファーマ カンパニー リミテッド Polycyclic Compounds as IDO Inhibitors and/or Dual IDO-HDAC Inhibitors
CN115427404A (en) * 2020-04-22 2022-12-02 艾尼莫生物科技公司 Collagen 1 translation inhibitors and methods of use thereof

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB944443A (en) * 1959-09-25 1900-01-01
ES2097341T3 (en) * 1991-07-03 1997-04-01 Upjohn Co SUBSTITUTED INDOLES AS DRUGS FOR THE TREATMENT OF AIDS.
JPH05255089A (en) * 1991-12-18 1993-10-05 Sanwa Kagaku Kenkyusho Co Ltd Antiviral agent
US5670522A (en) * 1992-10-23 1997-09-23 Merck Sharp & Dohme Limited Dopamine receptor subtype ligands
AU6215594A (en) * 1993-03-18 1994-10-11 Merck Sharp & Dohme Limited Indole derivatives as dopamine d4 antagonists
GB9305644D0 (en) * 1993-03-18 1993-05-05 Merck Sharp & Dohme Therapeutic agents
US5814644A (en) * 1993-04-15 1998-09-29 Merck Sharp & Dohme, Ltd. Indole derivatives as dopamine D4 antagonists
DE4414113A1 (en) * 1994-04-22 1995-10-26 Merck Patent Gmbh 3-indolylpiperidines
TW406075B (en) * 1994-12-13 2000-09-21 Upjohn Co Alkyl substituted piperidinyl and piperazinyl anti-AIDS compounds
ZA968661B (en) * 1995-11-17 1998-04-14 Upjohn Co Oxazolidinone antibacterial agent with tricyclic substituents.
TW504510B (en) * 1996-05-10 2002-10-01 Janssen Pharmaceutica Nv 2,4-diaminopyrimidine derivatives

Also Published As

Publication number Publication date
UY25144A1 (en) 2000-12-29
IL133960A0 (en) 2001-04-30
CN1265660A (en) 2000-09-06
CO4960656A1 (en) 2000-09-25
SK1352000A3 (en) 2000-08-14
MA24632A1 (en) 1999-04-01
IS5336A (en) 2000-01-11
EP1003739A2 (en) 2000-05-31
PA8457001A1 (en) 2000-09-29
JP2002536291A (en) 2002-10-29
OA11286A (en) 2003-10-22
BG104069A (en) 2001-05-31
AP9801321A0 (en) 2000-02-14
ZA987304B (en) 2000-02-14
AU8457298A (en) 1999-03-08
ID23803A (en) 2000-05-11
PL338947A1 (en) 2000-12-04
NO20000722D0 (en) 2000-02-14
DZ2583A1 (en) 2003-02-22
EA200000023A1 (en) 2000-08-28
HUP0003425A2 (en) 2001-10-28
WO1999009025A3 (en) 1999-04-15
PE106299A1 (en) 1999-11-02
CA2297486C (en) 2005-05-03
HUP0003425A3 (en) 2002-02-28
TNSN98151A1 (en) 2005-03-15
TR200000414T2 (en) 2000-08-21
KR20010022507A (en) 2001-03-15
AR017019A1 (en) 2001-08-22
BR9811557A (en) 2000-08-22
WO1999009025A2 (en) 1999-02-25
NO20000722L (en) 2000-02-14
HRP980441A2 (en) 1999-04-30

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