JP5406827B2 - （チオ）カルバモイル−シクロヘキサン誘導体の代謝物 - Google Patents

（チオ）カルバモイル−シクロヘキサン誘導体の代謝物 Download PDF

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Publication number
JP5406827B2
JP5406827B2 JP2010508911A JP2010508911A JP5406827B2 JP 5406827 B2 JP5406827 B2 JP 5406827B2 JP 2010508911 A JP2010508911 A JP 2010508911A JP 2010508911 A JP2010508911 A JP 2010508911A JP 5406827 B2 JP5406827 B2 JP 5406827B2
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Japan
Prior art keywords
dopamine
compound
optionally substituted
alkyl
substituted
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JP2010508911A
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Japanese (ja)
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JP2010527983A5 (enExample
JP2010527983A (ja
Inventor
エーヴァ・アーガイネー・チョンゴル
ノルベルト・アンタル・キルシュネル
エーヴァ・シュミット
イシュトヴァーン・ジェルティアーン
ベーラ・キス
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Richter Gedeon Nyrt
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Richter Gedeon Nyrt
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/24—Oxygen atoms

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Psychology (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Steroid Compounds (AREA)
JP2010508911A 2007-05-18 2008-05-15 （チオ）カルバモイル−シクロヘキサン誘導体の代謝物 Active JP5406827B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
HU0700353A HUP0700353A2 (en) 2007-05-18 2007-05-18 Metabolites of (thio)carbamoyl-cyclohexane derivatives
HUP0700353 2007-05-18
PCT/HU2008/000046 WO2008142461A1 (en) 2007-05-18 2008-05-15 Metabolites of (thio)carbamoyl-cyclohexane derivatives

Publications (3)

Publication Number Publication Date
JP2010527983A JP2010527983A (ja) 2010-08-19
JP2010527983A5 JP2010527983A5 (enExample) 2011-07-07
JP5406827B2 true JP5406827B2 (ja) 2014-02-05

Family

ID=89987527

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2010508911A Active JP5406827B2 (ja) 2007-05-18 2008-05-15 （チオ）カルバモイル−シクロヘキサン誘導体の代謝物

Country Status (24)

Country Link
US (1) US8765765B2 (enExample)
EP (1) EP2155707B1 (enExample)
JP (1) JP5406827B2 (enExample)
CN (1) CN101679330A (enExample)
AP (1) AP2009005011A0 (enExample)
AU (1) AU2008252619A1 (enExample)
BR (1) BRPI0811744A2 (enExample)
CA (1) CA2684149C (enExample)
CO (1) CO6251252A2 (enExample)
CU (1) CU23852B1 (enExample)
EA (1) EA200971069A1 (enExample)
EC (1) ECSP099819A (enExample)
GE (1) GEP20125523B (enExample)
HU (1) HUP0700353A2 (enExample)
IL (1) IL201534A0 (enExample)
MA (1) MA31432B1 (enExample)
MX (1) MX2009012371A (enExample)
MY (1) MY150784A (enExample)
NI (1) NI200900202A (enExample)
NZ (1) NZ580646A (enExample)
TN (1) TN2009000459A1 (enExample)
TW (1) TW201002324A (enExample)
WO (1) WO2008142461A1 (enExample)
ZA (1) ZA200907425B (enExample)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUP0700353A2 (en) 2007-05-18 2008-12-29 Richter Gedeon Nyrt Metabolites of (thio)carbamoyl-cyclohexane derivatives
US7875610B2 (en) * 2007-12-03 2011-01-25 Richter Gedeon Nyrt. Pyrimidinyl-piperazines useful as D3/D2 receptor ligands
EP2251011B1 (en) * 2008-02-21 2012-04-04 Richter Gedeon Nyrt. Solid preparation for oral administration
SI2317852T1 (sl) 2008-07-16 2015-04-30 Richter Gedeon Nyrt. Farmacevtske formulacije, ki vsebujejo ligande dopaminskega receptorja
HU230067B1 (hu) 2008-12-17 2015-06-29 Richter Gedeon Nyrt Új piperazin só és eljárás előállítására
HUP0800765A2 (en) * 2008-12-18 2010-11-29 Richter Gedeon Nyrt A new process for the preparation of piperazine derivatives and their hydrochloric salts
HUP0800766A2 (en) * 2008-12-18 2010-11-29 Richter Gedeon Vegyeszet Process for the preparation of piperazine derivatives
US8895609B2 (en) * 2009-11-06 2014-11-25 Sk Biopharmaceuticals Co., Ltd. Methods for treating attention-deficit/hyperactivity disorder
US20110117214A1 (en) * 2009-11-16 2011-05-19 Auspex Pharmaceuticals, Inc. Cyclohexyl urea modulators of d2 receptors and/or d3 receptors
HUP0900790A2 (en) * 2009-12-17 2011-09-28 Richter Gedeon Nyrt A new process for the preparation of piperazine and their hydrochloric salts
US8912197B2 (en) 2012-08-20 2014-12-16 Forest Laboratories Holdings Ltd. Crystalline form of carbamoyl-cyclohexane derivatives
US11274087B2 (en) 2016-07-08 2022-03-15 Richter Gedeon Nyrt. Industrial process for the preparation of cariprazine
JP7017797B2 (ja) 2017-02-24 2022-02-09 深▲チェン▼市霊蘭生物医薬科技有限公司 新規なドーパミンｄ３受容体選択的リガンド及びびその調製方法並びに医薬使用
CN108586389B (zh) * 2018-06-29 2020-06-12 成都福柯斯医药技术有限公司 一种合成卡利拉嗪的方法
HU231500B1 (hu) 2019-04-10 2024-04-28 Richter Gedeon Nyrt Karbamoil-ciklohexán származékok autizmus spektrum betegség kezelésére
US11547707B2 (en) 2019-04-10 2023-01-10 Richter Gedeon Nyrt. Carbamoyl cyclohexane derivatives for treating autism spectrum disorder
CN112239433B (zh) * 2019-07-17 2024-05-14 北京盈科瑞创新药物研究有限公司 一种环己烷衍生物、制备方法及其应用
CN112778183B (zh) * 2019-11-05 2024-05-10 江苏豪森药业集团有限公司 含氮环类衍生物调节剂、其制备方法和应用
CA3268476A1 (en) * 2022-09-30 2024-04-04 Us Health Partial dopamine D3/D2 receptor agonists for the treatment of neuropsychiatric disorders

Family Cites Families (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4666911A (en) * 1981-07-14 1987-05-19 Taiho Pharmaceutical Company Limited Allophanoylpiperazine compound and analgesic composition containing same as active ingredient
US4880797A (en) 1986-03-20 1989-11-14 Banyu Pharmaceutical Co., Ltd. Cephalosporin derivatives and antibacterial agents
JPH01199977A (ja) 1987-11-16 1989-08-11 Mochida Pharmaceut Co Ltd セファロスポリン誘導体の結晶、その製造法およびそれらを有効成分とする医薬組成物
GB8802622D0 (en) 1988-02-05 1988-03-02 Glaxo Group Ltd Chemical compound
US5047406A (en) 1989-12-06 1991-09-10 Warner-Lambert Co. Substituted cyclohexanols as central nervous system agents
US4957921A (en) * 1989-12-06 1990-09-18 Warner-Lambert Company Substituted cyclohexanols as central nervous system agents
JPH04275280A (ja) 1991-03-04 1992-09-30 Nippon Chem Ind Co Ltd ４ｈ−２，３−ジヒドロ−２−イミノ−１，３−ベンゾチアジン−４−オン類の製造方法
JPH0532586A (ja) 1991-07-26 1993-02-09 Mitsubishi Petrochem Co Ltd ２，６−ナフタレンジカルボン酸の製造方法
JPH05310745A (ja) 1992-05-13 1993-11-22 Takeda Chem Ind Ltd ジエラジラクトンおよび抗炎症剤
US6334997B1 (en) * 1994-03-25 2002-01-01 Isotechnika, Inc. Method of using deuterated calcium channel blockers
AU707748B2 (en) * 1994-03-25 1999-07-22 Isotechnika Inc. Enhancement of the efficacy of drugs by deuteration
WO1997011070A1 (en) 1995-09-22 1997-03-27 Warner-Lambert Company Substituted cyclohexylamines as central nervous system agents
CA2326804C (en) 1998-03-31 2006-05-02 Acadia Pharmaceuticals Inc. Compounds with activity on muscarinic receptors
US6528529B1 (en) * 1998-03-31 2003-03-04 Acadia Pharmaceuticals Inc. Compounds with activity on muscarinic receptors
SE9802208D0 (sv) 1998-06-22 1998-06-22 Astra Pharma Inc Novel compounds
EP1090913A4 (en) * 1998-06-30 2001-11-07 Zeria Pharm Co Ltd (N-PHENYL-N'-PHENYLPIPERAZINE) DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
US6489341B1 (en) * 1999-06-02 2002-12-03 Sepracor Inc. Methods for the treatment of neuroleptic and related disorders using sertindole derivatives
RS50680B (sr) * 2001-02-27 2010-06-30 Ortho-Mcneil Pharmaceutical Inc. Karbamatna jedinjenja za upotrebu u sprečavanju i lečenju bipolarnih poremećaja
US6566550B2 (en) * 2001-06-21 2003-05-20 Pfizer Inc Substituted aromatic ethers as inhibitors of glycine transport
HU227543B1 (en) 2001-09-28 2011-08-29 Richter Gedeon Nyrt N-[4-(2-piperazin- and 2-piperidin-1-yl-ethyl)-cyclohexyl]-sulfon- and sulfamides, process for their preparation, their use and pharmaceutical compositions containing them
SE0200301D0 (sv) * 2002-02-01 2002-02-01 Axon Biochemicals Bv Thio-carbostyril derivative
US6919342B2 (en) * 2003-06-05 2005-07-19 Abbott Gmbh & Co. Kg Triazole compounds suitable for treating disorders that respond to modulation of the dopamine D3 receptor
HU227534B1 (en) * 2003-08-04 2011-08-29 Richter Gedeon Nyrt (thio)carbamoyl-cyclohexane derivatives, process for producing them and pharmaceutical compositions containing them
DE102004047517A1 (de) * 2004-09-28 2006-03-30 Merck Patent Gmbh Neuartige Kristallform von (3-Cyan-1H-indol-7-yl)-[4-(4-fluorphenethyl)-piperazin-1-yl]-methanon, Hydrochlorid
HUP0500170A3 (en) 2005-02-03 2007-11-28 Richter Gedeon Nyrt Piperazine derivatives, process for producing them and pharmaceutical compositions containing them
GT200600414A (es) 2005-09-12 2007-09-20 Sal de glucuranato de compuesto de piperazine
HU230748B1 (hu) 2007-05-11 2018-02-28 Richter Gedeon Nyrt Új piperazin só és előállítási eljárása
CA2756796C (en) * 2007-05-11 2018-05-22 Forest Laboratories Holdings Limited Novel solvate and crystalline forms of carbamoyl-cyclohexane derivatives
HUP0700353A2 (en) 2007-05-18 2008-12-29 Richter Gedeon Nyrt Metabolites of (thio)carbamoyl-cyclohexane derivatives
HUP0700370A2 (en) * 2007-05-24 2009-04-28 Richter Gedeon Nyrt Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment of acute mania
HUP0700369A2 (en) * 2007-05-24 2009-04-28 Richter Gedeon Nyrt Use of (thio)-carbamoyl-cyclohexane derivatives in the manufacture of a medicament for the treatment in the manufacture of a medicament for the treatment of schizophrenia
JP2011513196A (ja) * 2007-08-01 2011-04-28 ハー・ルンドベック・アクチエゼルスカベット ドーパミン作動系が破壊された障害もしくは状態の症状を軽減するためまたはその障害もしくは状態を処置するためのｋｃｎｑカリウムチャネル開口薬の使用
US7875610B2 (en) * 2007-12-03 2011-01-25 Richter Gedeon Nyrt. Pyrimidinyl-piperazines useful as D3/D2 receptor ligands
EP2251011B1 (en) * 2008-02-21 2012-04-04 Richter Gedeon Nyrt. Solid preparation for oral administration
SI2317852T1 (sl) 2008-07-16 2015-04-30 Richter Gedeon Nyrt. Farmacevtske formulacije, ki vsebujejo ligande dopaminskega receptorja
HU230067B1 (hu) * 2008-12-17 2015-06-29 Richter Gedeon Nyrt Új piperazin só és eljárás előállítására
HUP0800765A2 (en) * 2008-12-18 2010-11-29 Richter Gedeon Nyrt A new process for the preparation of piperazine derivatives and their hydrochloric salts
HUP0800766A2 (en) * 2008-12-18 2010-11-29 Richter Gedeon Vegyeszet Process for the preparation of piperazine derivatives

Also Published As

Publication number Publication date
CU23852B1 (es) 2012-10-15
CN101679330A (zh) 2010-03-24
NZ580646A (en) 2012-03-30
US8765765B2 (en) 2014-07-01
JP2010527983A (ja) 2010-08-19
CU20090196A7 (es) 2011-07-11
MY150784A (en) 2014-02-28
BRPI0811744A2 (pt) 2014-11-11
ECSP099819A (es) 2010-03-31
MX2009012371A (es) 2009-12-03
EP2155707B1 (en) 2013-03-13
CA2684149C (en) 2012-12-04
GEP20125523B (en) 2012-05-25
EP2155707A1 (en) 2010-02-24
AP2009005011A0 (en) 2009-10-31
US20100137335A1 (en) 2010-06-03
HU0700353D0 (en) 2007-07-30
ZA200907425B (en) 2010-07-28
HUP0700353A2 (en) 2008-12-29
CO6251252A2 (es) 2011-02-21
EA200971069A1 (ru) 2010-04-30
AU2008252619A1 (en) 2008-11-27
IL201534A0 (en) 2010-05-31
TN2009000459A1 (en) 2011-03-31
TW201002324A (en) 2010-01-16
WO2008142461A1 (en) 2008-11-27
MA31432B1 (fr) 2010-06-01
CA2684149A1 (en) 2008-11-27
NI200900202A (es) 2010-03-11

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