WO1999021848A3 - Novel 1-(n'-(arylalkylaminoalkyl))aminoisoindoles; a new class of dopamine receptor subtype specific ligands - Google Patents

Novel 1-(n'-(arylalkylaminoalkyl))aminoisoindoles; a new class of dopamine receptor subtype specific ligands Download PDF

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Publication number
WO1999021848A3
WO1999021848A3 PCT/US1998/022665 US9822665W WO9921848A3 WO 1999021848 A3 WO1999021848 A3 WO 1999021848A3 US 9822665 W US9822665 W US 9822665W WO 9921848 A3 WO9921848 A3 WO 9921848A3
Authority
WO
WIPO (PCT)
Prior art keywords
lower alkyl
optionally substituted
disorders
hydroxy
halogen
Prior art date
Application number
PCT/US1998/022665
Other languages
French (fr)
Other versions
WO1999021848A2 (en
Inventor
Xiao-Shu He
Costa Brian De
Jan W F Wasley
Original Assignee
Neurogen Corp
He Xiao Shu
Costa Brian De
Jan W F Wasley
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, He Xiao Shu, Costa Brian De, Jan W F Wasley filed Critical Neurogen Corp
Priority to AU11223/99A priority Critical patent/AU1122399A/en
Publication of WO1999021848A2 publication Critical patent/WO1999021848A2/en
Publication of WO1999021848A3 publication Critical patent/WO1999021848A3/en

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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
    • C07D401/02—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
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 nitrogen-containing ring
    • 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

Abstract

Disclosed are compounds of formula (I) or the pharmaceutically acceptable salts thereof wherein the 6-membered A ring may be optionally substituted with up to four groups independently selected from halogen, hydroxy, lower alkyl, or lower alkoxy; Ar represents optionally substituted aryl or heteroaryl; Z represents carbon or nitrogen provided that where Z is carbon, R11 represents hydrogen, halogen, hydroxy, lower alkyl, or lower alkoxy, or phenyl optionally substituted with one or two groups selected from hydrogen, halogen, hydroxy, lower alkyl, or lower alkoxy; and where Z is nitrogen, R11 represents an electron pair; R5 is hydrogen or lower alkyl; L and m represent integers; n is 0, or an integer; R12 and R13 independently represent lower alkyl; or together may together form an optionally substituted 5-11-membered ring with the nitrogen atoms to which they are bonded; CR'R'' represents a methylene group optionally substituted with lower alkyl; and k is an integer of from 1 to 3, which compounds are useful in treating various neuropsychological disorders including, for example, schizophrenia, dementia, depression, anxiety, Parkinson-like motor disorders and motion disorders related to the use of neuroleptic agents, affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.
PCT/US1998/022665 1997-10-27 1998-10-26 Novel 1-(n'-(arylalkylaminoalkyl))aminoisoindoles; a new class of dopamine receptor subtype specific ligands WO1999021848A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU11223/99A AU1122399A (en) 1997-10-27 1998-10-26 Novel 1-(n'-(arylalkylaminoalkyl))aminoisoindoles; a new class of dopamine receptor subtype specific ligands

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US95869497A 1997-10-27 1997-10-27
US08/958,694 1997-10-27

Publications (2)

Publication Number Publication Date
WO1999021848A2 WO1999021848A2 (en) 1999-05-06
WO1999021848A3 true WO1999021848A3 (en) 1999-07-15

Family

ID=25501202

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/022665 WO1999021848A2 (en) 1997-10-27 1998-10-26 Novel 1-(n'-(arylalkylaminoalkyl))aminoisoindoles; a new class of dopamine receptor subtype specific ligands

Country Status (2)

Country Link
AU (1) AU1122399A (en)
WO (1) WO1999021848A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6031097A (en) * 1997-10-27 2000-02-29 Neurogen Corporation 1-(N-(arylalkylaminoalkyl) aminoisoquinolines; a new class of dopamine receptor subtype specific ligands
EP1068193A1 (en) * 1998-02-26 2001-01-17 Neurogen Corporation Benzylpiperazinyl- and benzylpiperidinyl ethanone derivatives, their preparation and their use as dopamine d 4? receptor antagonists
US6084098A (en) 1999-02-26 2000-07-04 Neurogen Corporation Benzylpiperazinyl and piperidinyl ethanone derivatives: dopamine receptor subtype specific ligands
US6284759B1 (en) 1998-09-30 2001-09-04 Neurogen Corporation 2-piperazinoalkylaminobenzo-azole derivatives: dopamine receptor subtype specific ligands
AU5487300A (en) * 1999-06-14 2001-01-02 Neurogen Corporation Benzylpiperazinyl-indolinylethanones
US6355644B1 (en) 1999-06-14 2002-03-12 Neurogen Corporation Benzylpiperazinyl-indolinylethanones
HUP0103986A2 (en) * 2001-09-28 2003-06-28 Richter Gedeon Vegyészeti Gyár Rt. New piperidinyl compound having carboxylic acid structures, process for their preparation and pharmaceutical compositions containing them
GB0203299D0 (en) * 2002-02-12 2002-03-27 Glaxo Group Ltd Novel compounds
TW200400035A (en) 2002-03-28 2004-01-01 Glaxo Group Ltd Novel compounds
FR2877005A1 (en) * 2004-10-22 2006-04-28 Bioprojet Soc Civ Ile NEW ARYLPIPERAZINE DERIVATIVES

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0167045A1 (en) * 1984-06-22 1986-01-08 Beiersdorf Aktiengesellschaft Benzo[c][1,8]naphthyridines, process for their preparation and their use, and compositions containing these compounds
WO1992012134A2 (en) * 1990-12-28 1992-07-23 Neurogen Corporation Certain aminomethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands
WO1996039403A1 (en) * 1995-06-05 1996-12-12 Neurogen Corporation 1-(n'-(arylalkylaminoalkyl)) aminoisoindoles as dopamine receptor ligands
US5602168A (en) * 1995-07-10 1997-02-11 Neurogen Corporation 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands
US5656632A (en) * 1995-06-05 1997-08-12 Neurogen Corporation 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0167045A1 (en) * 1984-06-22 1986-01-08 Beiersdorf Aktiengesellschaft Benzo[c][1,8]naphthyridines, process for their preparation and their use, and compositions containing these compounds
WO1992012134A2 (en) * 1990-12-28 1992-07-23 Neurogen Corporation Certain aminomethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands
WO1996039403A1 (en) * 1995-06-05 1996-12-12 Neurogen Corporation 1-(n'-(arylalkylaminoalkyl)) aminoisoindoles as dopamine receptor ligands
US5656632A (en) * 1995-06-05 1997-08-12 Neurogen Corporation 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands
US5602168A (en) * 1995-07-10 1997-02-11 Neurogen Corporation 1-(N'-(arylalkylaminoalkyl)) aminoisoindoles; dopamine receptor subtype specific ligands

Also Published As

Publication number Publication date
AU1122399A (en) 1999-05-17
WO1999021848A2 (en) 1999-05-06

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