WO2000012500A3 - 2-aryl-4-(1-[4-heteroaryl]piperazin-1-yl) methylimidazoles: dopamine d4 receptor subtype ligands - Google Patents

2-aryl-4-(1-[4-heteroaryl]piperazin-1-yl) methylimidazoles: dopamine d4 receptor subtype ligands Download PDF

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Publication number
WO2000012500A3
WO2000012500A3 PCT/US1999/020176 US9920176W WO0012500A3 WO 2000012500 A3 WO2000012500 A3 WO 2000012500A3 US 9920176 W US9920176 W US 9920176W WO 0012500 A3 WO0012500 A3 WO 0012500A3
Authority
WO
WIPO (PCT)
Prior art keywords
methylimidazoles
piperazin
dopamine
heteroaryl
aryl
Prior art date
Application number
PCT/US1999/020176
Other languages
French (fr)
Other versions
WO2000012500A2 (en
Inventor
Xi Chen
Andrew Thurkauf
Original Assignee
Neurogen Corp
Xi Chen
Andrew Thurkauf
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 Neurogen Corp, Xi Chen, Andrew Thurkauf filed Critical Neurogen Corp
Priority to AU62429/99A priority Critical patent/AU6242999A/en
Publication of WO2000012500A2 publication Critical patent/WO2000012500A2/en
Publication of WO2000012500A3 publication Critical patent/WO2000012500A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
    • C07D239/84—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Disclosed are compounds of formula: (I) or the pharmaceutically acceptable acid addition salts thereof wherein Ra represents (II) where X, Y and Z are the same or different and represent CH or nitrogen; R1, R2, R3 and R4 independently represent organic or inorganic groups: and R5 is hydrogen, C1-C6 alkyl or halogen, which compounds are useful for the treatment and/or prevention of neuropsychological disorders including, but not limited to, schizophrenia, mania, dementia, depression, anxiety, compulsive behaviour, substance abuse, Parkinson-like motor disorders and motion disorders related to the use of neuroleptic agents.
PCT/US1999/020176 1998-09-02 1999-09-02 2-aryl-4-(1-[4-heteroaryl]piperazin-1-yl) methylimidazoles: dopamine d4 receptor subtype ligands WO2000012500A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU62429/99A AU6242999A (en) 1998-09-02 1999-09-02 2-aryl-4-(1-(4-heteroaryl)piperazin-1-yl) methylimidazoles: dopamine d4 receptor subtype ligands

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US14579898A 1998-09-02 1998-09-02
US09/145,798 1998-09-02

Publications (2)

Publication Number Publication Date
WO2000012500A2 WO2000012500A2 (en) 2000-03-09
WO2000012500A3 true WO2000012500A3 (en) 2000-07-27

Family

ID=22514601

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/020176 WO2000012500A2 (en) 1998-09-02 1999-09-02 2-aryl-4-(1-[4-heteroaryl]piperazin-1-yl) methylimidazoles: dopamine d4 receptor subtype ligands

Country Status (2)

Country Link
AU (1) AU6242999A (en)
WO (1) WO2000012500A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1177792A3 (en) 2000-07-27 2002-10-23 Pfizer Products Inc. Dopamine D4 Ligands for the treatment of novelty-seeking disorders
WO2003082286A1 (en) * 2002-04-03 2003-10-09 Chemon Inc. Quinoline derivatives, their preparation and pharmaceutical compositions comprising the same

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2433397A1 (en) * 1973-07-13 1975-02-06 Merck & Co Inc PIPERAZINYLCHINOXALINE
US3917597A (en) * 1972-04-07 1975-11-04 Science Union & Cie Benzodioxole compounds
WO1994021630A1 (en) * 1993-03-18 1994-09-29 Merck Sharp & Dohme Limited Antipsychotic indazole derivatives
WO1995007262A1 (en) * 1993-09-09 1995-03-16 Merck Sharp & Dohme Limited Fused tricyclic heteroaromatic derivatives as dopamine receptor subtype ligands
WO1996010018A1 (en) * 1994-09-27 1996-04-04 Neurogen Corporation Certain aminomethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands
WO1996016057A1 (en) * 1994-11-23 1996-05-30 Neurogen Corporation Certain 1-substituted aminomethyl imidazole and pyrrole derivatives; novel dopamine receptor subtype specific ligands
WO1999021850A1 (en) * 1997-10-24 1999-05-06 Neurogen Corporation 1-(2-naphthyl) and 1-(2-azanaphthyl)-4-(1-phenylmethyl)piperazines being dopamine d4 receptor subtype ligands

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3917597A (en) * 1972-04-07 1975-11-04 Science Union & Cie Benzodioxole compounds
DE2433397A1 (en) * 1973-07-13 1975-02-06 Merck & Co Inc PIPERAZINYLCHINOXALINE
WO1994021630A1 (en) * 1993-03-18 1994-09-29 Merck Sharp & Dohme Limited Antipsychotic indazole derivatives
WO1995007262A1 (en) * 1993-09-09 1995-03-16 Merck Sharp & Dohme Limited Fused tricyclic heteroaromatic derivatives as dopamine receptor subtype ligands
WO1996010018A1 (en) * 1994-09-27 1996-04-04 Neurogen Corporation Certain aminomethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands
WO1996016057A1 (en) * 1994-11-23 1996-05-30 Neurogen Corporation Certain 1-substituted aminomethyl imidazole and pyrrole derivatives; novel dopamine receptor subtype specific ligands
WO1999021850A1 (en) * 1997-10-24 1999-05-06 Neurogen Corporation 1-(2-naphthyl) and 1-(2-azanaphthyl)-4-(1-phenylmethyl)piperazines being dopamine d4 receptor subtype ligands

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
THURKAUF ET AL.: "2-Phenyl-4(5)-[[4-pyrimidine-2-yl)piperazin-1-yl]methyl]imidazole..", J.MED.CHEM., vol. 40, no. 1, 1997, pages 1 - 3, XP002131318 *

Also Published As

Publication number Publication date
AU6242999A (en) 2000-03-21
WO2000012500A2 (en) 2000-03-09

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