KR950703553A - 피리미딘 화합물(pyrimidine compound) - Google Patents

피리미딘 화합물(pyrimidine compound) Download PDF

Info

Publication number
KR950703553A
KR950703553A KR1019950701299A KR19950701299A KR950703553A KR 950703553 A KR950703553 A KR 950703553A KR 1019950701299 A KR1019950701299 A KR 1019950701299A KR 19950701299 A KR19950701299 A KR 19950701299A KR 950703553 A KR950703553 A KR 950703553A
Authority
KR
South Korea
Prior art keywords
group
salt
pyrimidine derivative
aniline
hydrogen atom
Prior art date
Application number
KR1019950701299A
Other languages
English (en)
Other versions
KR100262254B1 (ko
Inventor
기무라 도미오
구로끼 요시아끼
후지와라 히로시
안뻬이지 시게하루
Original Assignee
요따로 니시다
우베 인더스트리즈, 리미티드
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 요따로 니시다, 우베 인더스트리즈, 리미티드 filed Critical 요따로 니시다
Publication of KR950703553A publication Critical patent/KR950703553A/ko
Application granted granted Critical
Publication of KR100262254B1 publication Critical patent/KR100262254B1/ko

Links

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
    • 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
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • C07D401/10—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 carbon chain containing aromatic rings
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings

Abstract

다음 일반식(Ⅱ) 또는 (Ⅲ)으로 표시되는 피리미딘 유도체 및 그의 염은 선택적인 아세틸콜린에스테라제 저해 활성과 선택적인 A형 모노아민 옥시다제-저해 활성을 가지며, 항우울증제 및 노인성 치매의 치료제로서 유용하다;
(식 중, R1과 R2는 각각 H, 할로겐, 아미노, 니트로, 비치환 또는 치환 알킬, 알콕시 또는 알콕시카르보닐을 나타내고, 또는 R1과 R2는 함께 결합하여 비치환 또는 치환 알킬렌을 형성하며; R3는 아르알킬 또는 헤테로 방향족 고리형-알킬을 나타내고, R4는 H 또는 아실, R5는 H, OH, 또는 알콕시, R6는 H, 할로겐, 알킬 또는 알콕시를 나타내고, X는 -CH=, -CH=CH-(CH2)p-, -CH2또는 -CH2CH2-(CH2)p-를 나타내며, Y=CH-(CH2)p-, -CH2-(CH2)p-, 단일 결합 또는 이중 결합을 나타내고, p는 0 또는 1을,

Description

피리미딘 화합물(PYRIMIDINE COMPOUND)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (15)

  1. 다음 일반식(Ⅰ)로 표시되는 피리미딘 유도체 및 그의 염:
    [식 중, R1과 R2는 각각 수소 원자, 할로겐 원자, 아미노기, 니트로기, 알킬기, 저급 알콕시기 또는 저급 알콕시카르보닐기이고, 또는 R1과 R2는 함께 결합하여 알킬렌기를 형성하며 상기 알킬기와 알킬렌기는 할로겐, 히드록시, 저급 알콕시, 저급 알케닐옥시, 아릴옥시, 아르알킬옥시 또는 아실옥시에 의해 치환될 수 있다. R3는 아르알킬기 또는 헤테로 방향족 고리형-알킬기를 나타내며 상기 아르알킬기의 아릴 부분과 헤테로 방향족 고리형-알킬기의 헤테로 방향족 고리 부분은 할로겐, 아미노, 알카노일아미노, 시아노, 니트로, 히드록시, 저급 알킬, 저급 알콕시, 아르알킬옥시, 알킬렌디옥시, 할로게노-저급 알킬 또는 할로게노-저급 알콕시에 의해 치환될 수 있다. R4는 수소 원자 또는 아실기를 나타낸다.
    R5는 수소 원자, 히드록시기 또는 저급 알콕시기를 나타낸다. A는
    을 나타내고, 여기서, R6는 수소 원자, 할로겐 원자, 저급 알킬기 또는 저급 알콕시기를 나타내며, X는-CH=, -CH=CH-(CH2)p-, -CH2또는 -CH2CH2-(CH2)p, Y는 =CH-(CH2)p-, -CH2-(CH2)p-, 단일 결합 또는 이중 결합을 나타내며, p는 0 또는 1이다, 또한은 단일 결합 또는 이중결합을 나타내고,이 이중 결합을 나타내거나 X가 -CH=를 나타내거나 도는 Y가 이중 결합을 나타내면 R5는 존재하지 않는다.
  2. 제1항에 있어서, 다음 일반식(Ⅱ)로 표시되는 피리미딘 유도체 및 그의 염.
    (식 중, R1, R2, R3, R4, R5, R6, X 및는 상기 정의한 바와 같다)
  3. 제1항에 또는 2항에 있어서, R1과 R2가 함께 결합하여 C3-6직쇄 또는 분기상 알킬렌기를 형성하는 피리미딘 유도체 및 그의 염.
  4. 제3항에 있어서, R1과 R2가 함께 결합함으로써 형성된 알킬렌기가 트리메틸렌기 또는 테트라메틸렌기인 피리미딘 유도체 및 그의 염.
  5. 제1항 또는 2항에 있어서, R1과 R2가 같거나 다르고 각각 수소 원자, 불소 원자, 염소 원자, 브롬 원자 또는 분기상 알킬기를 나타내는 피리미딘 유도체 및 그의 염.
  6. 제5항에 있어서, R1과 R2중 하나가 C1-4알킬기이고 다른 하나는 수소 원자, 염소 원자 또는 C1-4알킬기인 피리미딘 유도체 및 그의 염.
  7. 제6항에 있어서, R1은 C1-4알킬기이고 R2는 수소 원자 또는 C1-4알킬기인 피리미딘 유도체 및 그의 염.
  8. 제1항 또는 2항에 있어서, R3가 벤질기, sec-페네틸기, 플루오로벤질기, 클로로벤질기, 메톡시벤질기, 시아노벤질기, 니트로벤질기, 2-티에닐메틸기, 2-퓨릴메틸기, 2-피리딜메틸기 또는 6-메틸-2-피리딜메틸기인 피리미딘 유도체 및 그의 염.
  9. 제8항에 있어서, R3가 벤질기인 피리미딘 유도체 및 그의 염.
  10. 제1항 또는 2항에 있어서, R4가 수소 원자 또는 아세틸기인 피리미딘 유도체 및 그의 염.
  11. 제1항 또는 2항에 있어서, R5가 수소 원자인 피리미딘 유도체 및 그의 염.
  12. 제2항에 있어서, R6가 수소 원자, 염소 원자, 불소 원자 또는 메톡시기인 피리미딘 유도체 및 그의 염.
  13. 제2항에 있어서, R4, R5, R6모두가 수소 원자인 피리미딘 유도체 및 그의 염.
  14. 제2항에 있어서, X가 -CH2, -CH2CH2- 또는 -CH=CH-이고는 단일결합인 피리미딘 유도체 및 그의 염.
  15. 제2항에 있어서, (E)-N-(5,6-디메틸피리미딘-4-일)-4-[3-(1-벤질피페리딘-4-일)프로페노일]아닐린, N-(5,6-디메틸피리미딘-4-일)-4-[3-(1-벤질피페리딘-4-일)프로파노일]아닐린, (E)-N-(5,6-디히드로-7H-시클로펜타[d]피리미딘-4-일)-4-[3-(1-벤질피페리딘-4-일)프로페노일]아닐린, N-(5,6,7,8-테트라히드로퀴나졸린-4-일)-4-[3-(1-벤질피페리딘-4-일)프로페노일]아닐린, N-(5-메틸피리미딘-4-일)-4-[(1-벤질피페리딘-4-일)아세틸]아닐린, N-(5,6-디히드로-7H-시클로펜타[d]피리미딘-4-일)-4-[(1-벤질피페리딘-4-일)아세틸]아닐린, N-(5,6-디히드로-7H-시클로펜타[d]피리미딘-4-일)-4-{[3-[1-(2-피리딜메틸)피페리딘-4-일)프로파노일]아닐린, N-(5,6-디히드로-7H-시클로펜타[d]피리미딘-4-일)-4-{[1-(2-티에닐메틸)피페리딘4-일]아세틸]아닐린, N-(5-메틸피리미딘-4-일)-4-[(1-벤질피페리딘-4-일)아세틸]아닐린 중에서 선택된 피리미딘 유도체 및 그의 염.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950701299A 1992-10-05 1993-10-01 피리미딘 화합물 KR100262254B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP266353/1992 1992-10-05
JP26635392 1992-10-05
PCT/JP1993/001412 WO1994007890A1 (en) 1992-10-05 1993-10-01 Pyrimidine compound

Publications (2)

Publication Number Publication Date
KR950703553A true KR950703553A (ko) 1995-09-20
KR100262254B1 KR100262254B1 (ko) 2000-07-15

Family

ID=17429767

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950701299A KR100262254B1 (ko) 1992-10-05 1993-10-01 피리미딘 화합물

Country Status (13)

Country Link
US (1) US5610303A (ko)
EP (1) EP0664291B1 (ko)
JP (1) JP2932693B2 (ko)
KR (1) KR100262254B1 (ko)
CN (1) CN1040322C (ko)
AT (1) ATE194837T1 (ko)
AU (1) AU672034B2 (ko)
CA (1) CA2146333A1 (ko)
DE (1) DE69329067T2 (ko)
DK (1) DK0664291T3 (ko)
ES (1) ES2149213T3 (ko)
PT (1) PT664291E (ko)
WO (1) WO1994007890A1 (ko)

Families Citing this family (67)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL109776A (en) * 1993-05-26 1998-03-10 Syntex Inc 1- (5-alo-4-aminophil) (C6-2) alkane-1-one, history of preparation and pharmaceuticals containing it
DK0966435T3 (da) 1996-12-18 2005-08-15 Teva Pharma Aminoindanderivater
US6251938B1 (en) 1996-12-18 2001-06-26 Teva Pharmaceutical Industries, Ltd., Phenylethylamine derivatives
JP2002523498A (ja) 1998-08-29 2002-07-30 アストラゼネカ・アクチエボラーグ ピリミジン化合物
DE69933680T2 (de) * 1998-08-29 2007-08-23 Astrazeneca Ab Pyrimidine verbindungen
GB9828511D0 (en) 1998-12-24 1999-02-17 Zeneca Ltd Chemical compounds
GB9905075D0 (en) 1999-03-06 1999-04-28 Zeneca Ltd Chemical compounds
GB9907658D0 (en) 1999-04-06 1999-05-26 Zeneca Ltd Chemical compounds
GB9919778D0 (en) 1999-08-21 1999-10-27 Zeneca Ltd Chemical compounds
GB0004887D0 (en) * 2000-03-01 2000-04-19 Astrazeneca Uk Ltd Chemical compounds
GB0004890D0 (en) 2000-03-01 2000-04-19 Astrazeneca Uk Ltd Chemical compounds
GB0004886D0 (en) 2000-03-01 2000-04-19 Astrazeneca Uk Ltd Chemical compounds
GB0004888D0 (en) * 2000-03-01 2000-04-19 Astrazeneca Uk Ltd Chemical compounds
GB0007371D0 (en) 2000-03-28 2000-05-17 Astrazeneca Uk Ltd Chemical compounds
GB0016877D0 (en) 2000-07-11 2000-08-30 Astrazeneca Ab Chemical compounds
GB0021726D0 (en) * 2000-09-05 2000-10-18 Astrazeneca Ab Chemical compounds
US6359046B1 (en) 2000-09-08 2002-03-19 Crompton Corporation Hydrocarbon core polysulfide silane coupling agents for filled elastomer compositions
US6635700B2 (en) 2000-12-15 2003-10-21 Crompton Corporation Mineral-filled elastomer compositions
GB0103926D0 (en) * 2001-02-17 2001-04-04 Astrazeneca Ab Chemical compounds
GB0113041D0 (en) 2001-05-30 2001-07-18 Astrazeneca Ab Chemical compounds
GB0205690D0 (en) * 2002-03-09 2002-04-24 Astrazeneca Ab Chemical compounds
GB0205688D0 (en) * 2002-03-09 2002-04-24 Astrazeneca Ab Chemical compounds
AU2003208479A1 (en) * 2002-03-09 2003-09-22 Astrazeneca Ab 4- imidazolyl substuited pyrimidine derivatives with cdk inhibitiory activity
GB0205693D0 (en) * 2002-03-09 2002-04-24 Astrazeneca Ab Chemical compounds
US7732162B2 (en) 2003-05-05 2010-06-08 Probiodrug Ag Inhibitors of glutaminyl cyclase for treating neurodegenerative diseases
GB0311274D0 (en) * 2003-05-16 2003-06-18 Astrazeneca Ab Chemical compounds
GB0311276D0 (en) * 2003-05-16 2003-06-18 Astrazeneca Ab Chemical compounds
TW200528101A (en) * 2004-02-03 2005-09-01 Astrazeneca Ab Chemical compounds
BRPI0517426A (pt) * 2004-12-17 2008-10-07 Astrazeneca Ab composto, processo para preparar o mesmo, composição farmacêutica, uso de um composto, e, métodos para produzir um efeito anti-proliferação celular, para produzir um efeito inibitório de cdk2, e para tratar uma doença em um animal de sangue quente
CA2617170A1 (en) * 2005-07-30 2007-02-08 Astrazeneca Ab Imidazolyl-pyrimidine compounds for use in the treatment of proliferative disorders
UY29826A1 (es) * 2005-09-30 2007-04-30 Astrazeneca Ab Derivados de pirimidina, sales farmaceuticamente aceptables, esteres de los mismos hidrolisables in vivo, procesos de preparacion y aplicaciones
ES2632638T3 (es) 2005-12-09 2017-09-14 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Ladostigilo de baja dosis para el tratamiento de la deficiencia cognitiva
TW200744576A (en) 2006-02-24 2007-12-16 Teva Pharma Propargylated aminoindans, processes for preparation, and uses thereof
TW200811169A (en) * 2006-05-26 2008-03-01 Astrazeneca Ab Chemical compounds
CA2656364C (en) 2006-07-06 2014-11-25 Array Biopharma Inc. Dihydrothieno pyrimidines as akt protein kinase inhibitors
ATE523499T1 (de) * 2006-07-06 2011-09-15 Array Biopharma Inc Cyclopenta [d]-pyrimidine als akt-proteinkinasehemmer
DE602007011628D1 (de) 2006-07-06 2011-02-10 Array Biopharma Inc Dihydrofuropyrimidine als akt-proteinkinaseinhibitoren
US8063050B2 (en) * 2006-07-06 2011-11-22 Array Biopharma Inc. Hydroxylated and methoxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors
WO2008055945A1 (en) 2006-11-09 2008-05-15 Probiodrug Ag 3-hydr0xy-1,5-dihydr0-pyrr0l-2-one derivatives as inhibitors of glutaminyl cyclase for the treatment of ulcer, cancer and other diseases
WO2008065141A1 (en) 2006-11-30 2008-06-05 Probiodrug Ag Novel inhibitors of glutaminyl cyclase
US7968635B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing free-flowing filler compositions
US7960460B2 (en) 2006-12-28 2011-06-14 Momentive Performance Materials, Inc. Free-flowing filler composition and rubber composition containing same
US7687558B2 (en) 2006-12-28 2010-03-30 Momentive Performance Materials Inc. Silated cyclic core polysulfides, their preparation and use in filled elastomer compositions
US7968633B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing free-flowing filler compositions
US7696269B2 (en) 2006-12-28 2010-04-13 Momentive Performance Materials Inc. Silated core polysulfides, their preparation and use in filled elastomer compositions
US7968636B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing silated cyclic core polysulfides
US8592506B2 (en) 2006-12-28 2013-11-26 Continental Ag Tire compositions and components containing blocked mercaptosilane coupling agent
US7737202B2 (en) 2006-12-28 2010-06-15 Momentive Performance Materials Inc. Free-flowing filler composition and rubber composition containing same
US7968634B2 (en) 2006-12-28 2011-06-28 Continental Ag Tire compositions and components containing silated core polysulfides
US7781606B2 (en) 2006-12-28 2010-08-24 Momentive Performance Materials Inc. Blocked mercaptosilane coupling agents, process for making and uses in rubber
ZA200905537B (en) 2007-03-01 2010-10-27 Probiodrug Ag New use of glutaminyl cyclase inhibitors
JP5667440B2 (ja) 2007-04-18 2015-02-12 プロビオドルグ エージー グルタミニルシクラーゼ阻害剤としてのチオ尿素誘導体
US9409886B2 (en) 2007-07-05 2016-08-09 Array Biopharma Inc. Pyrimidyl cyclopentanes as AKT protein kinase inhibitors
TWI450720B (zh) 2007-07-05 2014-09-01 Array Biopharma Inc 作為ａｋｔ蛋白質激酶抑制劑之嘧啶環戊烷
US8377937B2 (en) * 2007-07-05 2013-02-19 Array Biopharma Inc. Pyrimidyl cyclopentanes as AKT protein kinase inhibitors
US8846683B2 (en) 2007-07-05 2014-09-30 Array Biopharma, Inc. Pyrimidyl cyclopentanes as Akt protein kinase inhibitors
AU2009204025B2 (en) * 2008-01-09 2014-02-20 Array Biopharma Inc. Hydroxylated pyrimidyl cyclopentanes as AKT protein kinase inhibitors
ES2401685T3 (es) * 2008-01-09 2013-04-23 Array Biopharma, Inc. Pirimidil ciclopentano hidroxilado como inhibidor de la proteína quinasa AKT
WO2009152647A1 (zh) * 2008-06-20 2009-12-23 江苏恩华药业股份有限公司 芳烷基哌啶衍生物及其在制备镇痛、镇静药物中的应用
MX2012002993A (es) 2009-09-11 2012-04-19 Probiodrug Ag Derivados heterociclicos como inhibidores de ciclasa glutaminilo.
JP6026284B2 (ja) 2010-03-03 2016-11-16 プロビオドルグ エージー グルタミニルシクラーゼの阻害剤
MX2012010470A (es) 2010-03-10 2012-10-09 Probiodrug Ag Inhibidores heterociclicos d ciclasa de glutaminilo (qc, ec .3 2. 5).
US8541596B2 (en) 2010-04-21 2013-09-24 Probiodrug Ag Inhibitors
WO2012123563A1 (en) 2011-03-16 2012-09-20 Probiodrug Ag Benz imidazole derivatives as inhibitors of glutaminyl cyclase
CN103841976A (zh) 2011-04-01 2014-06-04 基因泰克公司 Akt和mek抑制剂化合物的组合及其使用方法
CN103874689B (zh) 2011-04-01 2016-04-27 基因泰克公司 Akt抑制剂化合物和威罗菲尼的组合及使用方法
EP3461819B1 (en) 2017-09-29 2020-05-27 Probiodrug AG Inhibitors of glutaminyl cyclase

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57203072A (en) * 1981-06-05 1982-12-13 Sankyo Co Ltd 4-anilinopyrimidine derivative, its preparation, antidepressant comprising it as active ingredient
DE3464406D1 (de) * 1984-04-10 1987-07-30 Reinhard Lipinski Linear transporter
DE3514074A1 (de) * 1985-04-18 1986-10-23 Herion-Werke Kg, 7012 Fellbach Kolbenstangenloser zylinder
JP2507933B2 (ja) * 1987-04-02 1996-06-19 三菱マテリアル株式会社 ボ−ルネジ
FI95572C (fi) * 1987-06-22 1996-02-26 Eisai Co Ltd Menetelmä lääkeaineena käyttökelpoisen piperidiinijohdannaisten tai sen farmaseuttisen suolan valmistamiseksi
JPH0819924B2 (ja) * 1987-06-30 1996-03-04 豊和工業株式会社 圧流体シリンダのクッション装置
JPH071041B2 (ja) * 1988-03-26 1995-01-11 豊和工業株式会社 ガイド付ロッドレスシリンダ
JP2969359B2 (ja) * 1989-01-13 1999-11-02 武田薬品工業株式会社 環状アミン化合物
JPH02225807A (ja) * 1989-02-27 1990-09-07 G Liebermann Walter スライダー

Also Published As

Publication number Publication date
EP0664291A1 (en) 1995-07-26
PT664291E (pt) 2000-11-30
JP2932693B2 (ja) 1999-08-09
EP0664291A4 (en) 1995-05-23
DE69329067D1 (de) 2000-08-24
KR100262254B1 (ko) 2000-07-15
WO1994007890A1 (en) 1994-04-14
EP0664291B1 (en) 2000-07-19
ATE194837T1 (de) 2000-08-15
CN1040322C (zh) 1998-10-21
ES2149213T3 (es) 2000-11-01
CA2146333A1 (en) 1994-04-14
US5610303A (en) 1997-03-11
CN1088207A (zh) 1994-06-22
AU672034B2 (en) 1996-09-19
DE69329067T2 (de) 2001-05-10
DK0664291T3 (da) 2000-10-30
AU4834893A (en) 1994-04-26

Similar Documents

Publication Publication Date Title
KR950703553A (ko) 피리미딘 화합물(pyrimidine compound)
KR920019756A (ko) 벤조헤테로 고리 화합물
KR920021514A (ko) 피리딘 유도체, 이의 제법 및 용도
FI813283L (fi) Karboxialkyldipeptider foerfarande foer deras framstaellning och dessa innehaollande farmaceutiska kompositioner
ES2114952T3 (es) Agentes antianginales derivados de quinazolinona.
ID23891A (id) Senyawa heterosiklik tersubstitusi tergabung
NO931433L (no) 4,1-benzoksazepinderivater og deres anvendelse
IE811085L (en) Pyridoxine derivatives
KR970701497A (ko) 살충성 n-(치환된 아릴메틸)-4-[비스(치환된 페닐)메틸]피페리딘(insecticidal n-(substituted arylmethyl)-4-[bis(substituted phenyl)methyl]piperidines)
DK0806413T3 (da) 2-substituerede viatmin D3-derivater
CO5150201A1 (es) Derivados de piperidina
YU62801A (sh) Derivati 4-heterociklilsulfonamidil-6-metoksi-5-(2-metoksi- fenoksi)-2-piridil- piridimina, njihovo dobivanje i primena kao antagonisti endotelinskih receptora
KR910018379A (ko) 유기물질의 안정화제로서 유용한 피페리딘-트리아진 화합물
ATE42747T1 (de) N-(2-(tetrahydro-3,5-dioxo-1h-pyrrolizin-7a(5h) yl)ethyl>aminderivate.
DK316589A (da) Substituerede azacyclohexylderivater af rifamyciner
ATE168686T1 (de) N,n'-disubstituierte amidderivate
TW333525B (en) New perhydroisoindole derivatives, their preparation and the pharmaceutical compositions which contain them the invention relates to perhydroisoindole derivatives of general formula (I), and their salts when they exist advantageously as neurokinin A antagonists.
DE69023408T2 (de) Glykosidasehemmende Piperidinverbindungen.
DK0497695T3 (da) N-2-chlorbenzyl-2-oxo- og N-2-chlorbenzyl-2,2-dioxo-1,2,3-oxathiazolidinderivater, deres fremstilling samt syntese af thieno/3,2-c/pyridinderivater
ATE234315T1 (de) Medikamente gegen trhombocytopenie
ATE138373T1 (de) N,n',n'-trisubstituierte-5-bisaminomethylen-1,3 dioxan-4,6-dione als acyl-coa:cholesterol- acyltransferasehemmer
KR860008172A (ko) 1,3,4-티아디아졸 유도체의 제조방법
IL83216A (en) 1((5-(10->9)abeo-6-methylergolin-8beta-yl)methyl)-imidazolidine-(and hexahydropyrimidine)-2,4-dione derivatives,their preparation and pharmaceutical compositions containing them
DK234685D0 (da) 5-substituerede chromoner og thiochromoner, deres fremstilling og anvendelse
ATE116674T1 (de) Ferroelektrische, chirale, smektische flüssigkristallzusammensetzung und deren verwendung in einer flüssigkristallanordnung.

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20040317

Year of fee payment: 5

LAPS Lapse due to unpaid annual fee