DK0617028T3 - Enantiomerer af 1-[(4-chlorphenyl)phenylmethyl]-4(4-methylphenyl)sulfonyl]piperazin - Google Patents

Enantiomerer af 1-[(4-chlorphenyl)phenylmethyl]-4(4-methylphenyl)sulfonyl]piperazin

Info

Publication number
DK0617028T3
DK0617028T3 DK94870043T DK94870043T DK0617028T3 DK 0617028 T3 DK0617028 T3 DK 0617028T3 DK 94870043 T DK94870043 T DK 94870043T DK 94870043 T DK94870043 T DK 94870043T DK 0617028 T3 DK0617028 T3 DK 0617028T3
Authority
DK
Denmark
Prior art keywords
chlorophenyl
ethyl
methylphenyl
enantiomers
phenylmethyl
Prior art date
Application number
DK94870043T
Other languages
English (en)
Inventor
Eric Cossement
Jean Gobert
Guy Bodson
Original Assignee
Ucb Sa
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 Ucb Sa filed Critical Ucb Sa
Application granted granted Critical
Publication of DK0617028T3 publication Critical patent/DK0617028T3/da

Links

Classifications

    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • 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
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/04Heterocyclic 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
    • C07D295/06Heterocyclic 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 halogen atoms or nitro radicals
    • C07D295/073Heterocyclic 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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/04Heterocyclic 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
    • C07D295/08Heterocyclic 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 bound oxygen or sulfur atoms
    • C07D295/084Heterocyclic 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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088Heterocyclic 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 bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/22Heterocyclic 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
    • C07D295/26Sulfur atoms

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Epidemiology (AREA)
  • Immunology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Anesthesiology (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
DK94870043T 1993-03-15 1994-03-09 Enantiomerer af 1-[(4-chlorphenyl)phenylmethyl]-4(4-methylphenyl)sulfonyl]piperazin DK0617028T3 (da)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB939305282A GB9305282D0 (en) 1993-03-15 1993-03-15 Enantiomers of 1-(4-chlorophenyl)phenylmethyl)-4-(4-methylphenyl)sulphonyl)piperazine

Publications (1)

Publication Number Publication Date
DK0617028T3 true DK0617028T3 (da) 2000-09-04

Family

ID=10732080

Family Applications (1)

Application Number Title Priority Date Filing Date
DK94870043T DK0617028T3 (da) 1993-03-15 1994-03-09 Enantiomerer af 1-[(4-chlorphenyl)phenylmethyl]-4(4-methylphenyl)sulfonyl]piperazin

Country Status (24)

Country Link
US (17) US5478941A (da)
EP (3) EP0955295B1 (da)
JP (3) JP3267434B2 (da)
KR (1) KR100322415B1 (da)
AT (2) ATE267185T1 (da)
AU (1) AU678426B2 (da)
CA (2) CA2118859C (da)
DE (2) DE69424893T2 (da)
DK (1) DK0617028T3 (da)
ES (2) ES2147569T3 (da)
FI (3) FI105477B (da)
GB (1) GB9305282D0 (da)
GR (1) GR3034340T3 (da)
HK (1) HK1024232A1 (da)
HU (1) HU219230B (da)
NO (2) NO305908B1 (da)
NZ (1) NZ260062A (da)
PL (1) PL178546B1 (da)
PT (1) PT617028E (da)
RU (1) RU2118320C1 (da)
SG (1) SG43683A1 (da)
SI (2) SI0955295T1 (da)
TW (1) TW237452B (da)
ZA (1) ZA941724B (da)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5831066A (en) 1988-12-22 1998-11-03 The Trustees Of The University Of Pennsylvania Regulation of bcl-2 gene expression
ATE170749T1 (de) * 1992-09-24 1998-09-15 Sepracor Inc Verwendung von (-) cetirizin zur behandlung allergischer rhinitis und und asthma
WO1994006430A1 (en) * 1992-09-24 1994-03-31 Sepracor, Inc. Methods and compositions for treating allergic disorders using optically pure (+) cetirizine
GB9305282D0 (en) * 1993-03-15 1993-05-05 Ucb Sa Enantiomers of 1-(4-chlorophenyl)phenylmethyl)-4-(4-methylphenyl)sulphonyl)piperazine
ES2159622T3 (es) * 1994-01-14 2001-10-16 Azwell Inc Derivado del diazacicloalcanoalquilsulfonamida.
CN1058638C (zh) * 1995-06-27 2000-11-22 中国药品生物制品检定所 胞内分枝杆菌变态反应原提取方法
JP3476475B2 (ja) 1997-06-04 2003-12-10 株式会社アズウェル ピペラジンスルホンアミド誘導体およびその塩の製造方法
US6384038B1 (en) * 1998-04-14 2002-05-07 Sepracor Inc. Methods and compositions using cetirizine in combination with leukotriene inhibitors or decongestants
IL124195A (en) * 1998-04-23 2000-08-31 Chemagis Ltd Process for the preparation of esters of 2-¬4-¬4-chlorophenyl¾phenylmethyl¾-1-piperazinyl¬ethoxy¾acetic acid
US6432961B1 (en) 1998-08-18 2002-08-13 Ucb S.A. Method for preventing the onset of asthma
JP4763954B2 (ja) * 1999-11-30 2011-08-31 エギシュ ヂョヂセルヂャール ニルヴァーノサン ミケデ レースヴェーニタールササーグ {2−[4−(α−フェニル−p−クロロベンジル)ピペラジン−1−イル]エトキシ}酢酸の製法及びそのための新規な中間体
JP2002249487A (ja) 2001-02-22 2002-09-06 Sumitomo Chem Co Ltd 4−(tert−ブトキシカルボニル)ピペラジン誘導体、その光学活性な酸付加塩、それらの製造法、およびそれらを用いる光学活性な1−[(置換フェニル)フェニルメチル]ピペラジンの製造法。
US7199241B1 (en) 2001-05-29 2007-04-03 Ucb, S.A. Process for preparing (S) and (R)-2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide
US6977301B1 (en) 2001-05-29 2005-12-20 Ucb, S.A. Process for preparing (S) and (R)—2-[4-(4-chlorobenzhydryl)piperazin-1-yl]-ethoxyacetamide
CA2488114A1 (en) * 2002-12-04 2004-06-17 Dr. Reddy's Laboratories Limited Polymorphic forms of dihydrochloride salts of cetirizine and processes for preparation thereof
JP2006520806A (ja) * 2003-03-20 2006-09-14 ライナット ニューロサイエンス コーポレイション タキソール誘導性腸障害を処置する方法
US7577727B2 (en) * 2003-06-27 2009-08-18 Newisys, Inc. Dynamic multiple cluster system reconfiguration
KR100503443B1 (ko) 2004-02-02 2005-07-22 한림제약(주) 광학적으로 활성인 세티리진 또는 그의 염의 제조방법
DE602006007219D1 (de) * 2005-03-03 2009-07-23 Ucb Farchim Sa Pyroglutamatsalze und deren verwendung bei der optischen trennung von zwischenprodukten für die synthese von dextrocetirizin und levocetirizin
HU227074B1 (en) * 2005-12-08 2010-06-28 Egis Gyogyszergyar Nyrt An optically active carbamic acid derivative, method for producing the same and use as a pharmaceutical intermediate
EA016523B1 (ru) * 2007-03-12 2012-05-30 Крка, Товарна Здравил, Д.Д., Ново Место Способ получения левоцетиризина и его промежуточных соединений
WO2008152650A1 (en) 2007-06-15 2008-12-18 Symed Labs Limited Process for preparation of substantially optically pure levorotatory and dextrorotatory enantiomers of cetirizine using novel intermediates
US20090062305A1 (en) * 2007-08-29 2009-03-05 Protia, Llc Deuterium-enriched cetirizine
US20090082364A1 (en) * 2007-09-26 2009-03-26 Protia, Llc Deuterium-enriched levocedtirizine
KR101427100B1 (ko) 2007-10-23 2014-08-08 주식회사 씨트리 광학활성을 갖는 1-[(4-클로로페닐)페닐메틸]-피페라진의제조방법
ES2361343T3 (es) 2007-11-21 2011-06-16 Synthon B.V. Procedimiento para obtener n-(difenilmetil)piperazinas.
US7989623B2 (en) * 2007-11-21 2011-08-02 Synthon Bv Process for making n-(diphenylmethyl)piperazines
KR100954755B1 (ko) * 2007-12-17 2010-04-27 한미약품 주식회사 (r)-(-)-1-[(4-클로로페닐)페닐메틸]피페라진의 제조방법
NZ589492A (en) * 2008-06-02 2012-06-29 Cipla Ltd Processes for the synthesis of levocetirizine and intermediates for use therein
KR100998067B1 (ko) 2008-09-08 2010-12-03 주식회사 삼오제약 비스(1-[(4-클로로페닐)페닐메틸]피페라진)-2,3-디벤조일 타르타르산 신규 중간체 염 및 이를 이용한 광학 활성적으로 순수한 1-[(4-클로로페닐)페닐메틸]피페라진을 분리하는 분리방법
US20100145049A1 (en) * 2008-11-21 2010-06-10 Jie Zhu Process for making n-(diphenylmethyl)piperazines
BRPI1014668A2 (pt) * 2009-04-22 2016-11-01 Axikin Pharmaceuticals Inc antagonistas ccr3 de arilsulfonamida
CN101928223A (zh) * 2009-06-26 2010-12-29 华东理工大学 一种(r)-(-)-4-氯二苯甲胺的拆分方法
WO2012101475A1 (en) 2011-01-27 2012-08-02 Jubilant Life Sciences Limited An improved process for the preparation of antihistaminic drugs via a novel carbamate intermediate
KR101418404B1 (ko) 2012-01-06 2014-07-10 한미약품 주식회사 레보세티리진 또는 이의 약학적으로 허용가능한 염 및 몬테루카스트 또는 이의 약학적으로 허용가능한 염을 함유하는 안정한 경구투여용 약학 제제
US11224619B2 (en) 2012-04-16 2022-01-18 Zemtsov Enterprises, Llc Formulations and methods for treatment of inflammatory skin diseases
CN103613567A (zh) * 2012-11-09 2014-03-05 焦作福瑞堂制药有限公司 盐酸氯环利嗪的合成工艺
KR102226833B1 (ko) 2013-06-28 2021-03-12 한미약품 주식회사 레보세티리진 및 몬테루카스트를 포함하는 안정성이 개선된 복합 과립 제형
CN104045607B (zh) * 2014-05-21 2016-04-13 丽珠医药集团股份有限公司 一种盐酸西替利嗪的纯化方法
CN111205247B (zh) * 2020-04-22 2020-08-14 湖南九典宏阳制药有限公司 左旋西替利嗪的制备方法

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE523901A (da) *
CA568380A (en) * 1959-01-06 Morren Henri Ethers of piperazine and method of their preparation
US2709169A (en) * 1955-05-24 X c chs
US2899436A (en) * 1959-08-11 chjch
BE540057A (da) *
GB752331A (en) * 1948-09-30 1956-07-11 Abbott Lab Improvements in or relating to n, n-disubstituted piperazines and process of preparing the same
US2861072A (en) * 1952-07-19 1958-11-18 Abbott Lab Preparation of piperazine derivatives
US2709167A (en) * 1952-09-10 1955-05-24 Geigy Ag J R Chromium-containing monoazo dyestuffs
US2897436A (en) * 1954-09-29 1959-07-28 Amchem Prod Indicating and control apparatus for electrolyte concentration and the like
US3406174A (en) * 1964-10-23 1968-10-15 Sandoz Ag Benzylsulfamides
FI75816C (fi) * 1981-02-06 1988-08-08 Ucb Sa Foerfarande foer framstaellning av terapeutiskt aktiv 2-/4-(difenylmetyl)-1-piperazinyl/-aettiksyror eller dess amid.
US4749700A (en) * 1984-10-23 1988-06-07 Nastech Pharmaceutical Co, Inc. Novel methods of administering antihistamines, antinausea and antiemetic pharmaceutical agents and novel dosage forms containing same
DE3640247A1 (de) * 1986-11-25 1988-05-26 Basf Ag Fungizide cyclohexylamine
US4975426A (en) * 1987-06-08 1990-12-04 Analgesic Associates Cough/cold mixtures comprising non-sedating antihistamine drugs
US5234957A (en) * 1991-02-27 1993-08-10 Noven Pharmaceuticals, Inc. Compositions and methods for topical administration of pharmaceutically active agents
JP2559463B2 (ja) * 1988-06-01 1996-12-04 ダイセル化学工業株式会社 不斉中心に2個の芳香族基を有する化合物の光学分割方法
JPH0239947A (ja) * 1988-07-29 1990-02-08 Seikosha Co Ltd 印字ヘッド
GB8827391D0 (en) * 1988-11-23 1988-12-29 Ucb Sa Process for preparation of 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-pipera-zinyl)ethoxy)-acetic acid & its dihydrochloride
US4882432A (en) * 1989-01-09 1989-11-21 American Home Products Corporation Polycyclic-carbamic acid piperazinoalkyl esters and amides
US5087627A (en) * 1989-03-15 1992-02-11 Santen Pharmaceutical Co., Ltd. Agent for treatment of disorders of the cerebro-neural transmission system
DE69125329T2 (de) * 1990-09-10 1997-10-09 Mitsubishi Electric Corp Kodiervorrichtung für digitale Bilddaten
ATE170749T1 (de) * 1992-09-24 1998-09-15 Sepracor Inc Verwendung von (-) cetirizin zur behandlung allergischer rhinitis und und asthma
WO1994006430A1 (en) * 1992-09-24 1994-03-31 Sepracor, Inc. Methods and compositions for treating allergic disorders using optically pure (+) cetirizine
GB9305282D0 (en) * 1993-03-15 1993-05-05 Ucb Sa Enantiomers of 1-(4-chlorophenyl)phenylmethyl)-4-(4-methylphenyl)sulphonyl)piperazine

Also Published As

Publication number Publication date
CA2443216A1 (en) 1994-09-16
US20050182069A1 (en) 2005-08-18
FI105914B (fi) 2000-10-31
EP0617028B1 (fr) 2000-06-14
US5478941A (en) 1995-12-26
NO990351D0 (no) 1999-01-26
US20070142400A1 (en) 2007-06-21
US5703082A (en) 1997-12-30
PT617028E (pt) 2000-11-30
NO990351L (no) 1999-01-26
NZ260062A (en) 1995-09-26
EP0955295B1 (fr) 2004-05-19
DE69424893T2 (de) 2000-10-12
JP2002201187A (ja) 2002-07-16
CA2443216C (en) 2007-05-08
RU2118320C1 (ru) 1998-08-27
JPH072816A (ja) 1995-01-06
ATE193889T1 (de) 2000-06-15
US5792770A (en) 1998-08-11
FI19991730A (fi) 1999-08-16
FI19991729A (fi) 1999-08-16
EP1413307A1 (fr) 2004-04-28
US20060229319A1 (en) 2006-10-12
AU5777194A (en) 1994-09-22
US20030105112A1 (en) 2003-06-05
FI105915B (fi) 2000-10-31
GR3034340T3 (en) 2000-12-29
JP3880842B2 (ja) 2007-02-14
US20040122021A1 (en) 2004-06-24
ATE267185T1 (de) 2004-06-15
ES2147569T3 (es) 2000-09-16
ZA941724B (en) 1994-10-13
NO306616B1 (no) 1999-11-29
FI105477B (fi) 2000-08-31
HU219230B (en) 2001-03-28
HU9400727D0 (en) 1994-06-28
US6436942B1 (en) 2002-08-20
DE69433802T2 (de) 2005-05-12
TW237452B (da) 1995-01-01
US20040122023A1 (en) 2004-06-24
AU678426B2 (en) 1997-05-29
DE69433802D1 (de) 2004-06-24
PL178546B1 (pl) 2000-05-31
NO305908B1 (no) 1999-08-16
US20050176732A1 (en) 2005-08-11
US20050182070A1 (en) 2005-08-18
US20030204089A1 (en) 2003-10-30
JP2006342190A (ja) 2006-12-21
SI0617028T1 (en) 2000-10-31
KR100322415B1 (ko) 2002-06-20
ES2221262T3 (es) 2004-12-16
FI941134A0 (fi) 1994-03-10
US20030105113A1 (en) 2003-06-05
FI941134A (fi) 1994-09-16
DE69424893D1 (de) 2000-07-20
US20060252934A1 (en) 2006-11-09
NO940881D0 (no) 1994-03-11
JP3267434B2 (ja) 2002-03-18
EP0955295A1 (fr) 1999-11-10
CA2118859A1 (en) 1994-09-16
NO940881L (no) 1994-09-16
US20060229320A1 (en) 2006-10-12
SG43683A1 (en) 1997-11-14
CA2118859C (en) 2004-07-13
HUT70959A (en) 1995-11-28
US20040072845A1 (en) 2004-04-15
GB9305282D0 (en) 1993-05-05
EP0617028A1 (fr) 1994-09-28
SI0955295T1 (en) 2004-10-31
HK1024232A1 (en) 2000-10-05

Similar Documents

Publication Publication Date Title
DK0617028T3 (da) Enantiomerer af 1-[(4-chlorphenyl)phenylmethyl]-4(4-methylphenyl)sulfonyl]piperazin
DK0646115T3 (da) Heterocykliske/cykliske aminderivater
ATE116312T1 (de) Antimigräne alkoxypyrimidinderivate.
DK586789A (da) Fremgangsmaade til fremstilling af 2-(2-(4-((4-chlorphenyl)phenylmethyl)-1-piperazinyl)ethoxy)eddikesyre og dens dihydrochlorid
ATE263564T1 (de) Verwendung von 1-(4-(5-cyanoindol-3yl)butyl)-4-(2-carbamoylben ofuran-5-yl)piperazin und dessen physiologisch akzeptablen salzen zur behandlung von bipolaren krankheiten und manie
NZ237309A (en) 1-(2-(4-morpholino)ethyl)-3-(arylcarbonyl)-indole derivatives and pharmaceutical compositions
DK586589A (da) Fremgangsmaade til fremstilling af 2-(2-(4-((4-chlorphenyl)phenylmethyl)-1-piperazinyl)ethoxy)eddikesyre og dens dihydrochlorid
SE8105341L (sv) N-((4-(3-substituerad pyridyl)piperazino)alkyl)azaspirodekandioner
ES2054823T3 (es) Agentes ansioliticos.
MX9205186A (es) Derivados de 4-[4-[4-(4-hidroxifenil)-1-piperazinil]-fenil]-5-metil-3h-1,2,4-triazo l-3-ona
SE8601883L (sv) Bensisotiazol-s-oxid med antipsykotisk verkan
ATE92063T1 (de) Verbrueckte bicyclische 4-(4-(3-benzisothiazolyl)1-piperazinyl)-butylimide mit antipsychotischer wirkung.
NO870891D0 (no) Fremgangsmaate for fremstilling av 4-(2-pyrimidinyl)-1-piperazinyl heterocykliske carbonyl-derivater.