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KR850001166A - 1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법 - Google Patents

1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법 Download PDF

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Publication number
KR850001166A
KR850001166A KR1019840004385A KR840004385A KR850001166A KR 850001166 A KR850001166 A KR 850001166A KR 1019840004385 A KR1019840004385 A KR 1019840004385A KR 840004385 A KR840004385 A KR 840004385A KR 850001166 A KR850001166 A KR 850001166A
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South Korea
Prior art keywords
substituted
hydroxymethyl
formula
preparing
phenyl group
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KR1019840004385A
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KR910003613B1 (ko
Inventor
베버 칼-하인쯔 (외 5)
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디터 라우딘·루돌프 호프만
베링거 인겔하임 케이지
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Publication of KR850001166A publication Critical patent/KR850001166A/ko
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Publication of KR910003613B1 publication Critical patent/KR910003613B1/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • 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
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D401/06—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 only aliphatic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyridine Compounds (AREA)
  • Catalysts (AREA)

Abstract

내용 없음

Description

1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. 일반식(II)의 피롤리디논-4-카복실산 에스테르를 알칼리금속 브로하이드라이드 착화합물로 선택적으로 환원시키거나; R2가 하이드록시-치환된 페닐그룹을 나타내고, R1이 후술하는 바와 같은 일반식(I)의 화합물을 제조할 경우에는 R2가 상응하는 벤젠옥시-치환된 페닐그룹을 나타내는 일반식(I)의 화합물을 촉매적 수소화시킴을 특징으로 하여, 일반식(I)의 1-치환된 4-하이드록시메틸-피롤리디논 유도체를 제조하는 방법.
    상기식에서, R1은 수소 또는 탄소수 1 내지 4의 알킬그룹을 나타내며; R2는 탄소수 1 또는 2의 알킬, 탄소수 1 또는 2의 알콕시, 불소, 염소, 브롬, 트리플루오로 메틸, 니트로, 벤질옥시 또는 하이드록시에 의해 임의로 일-, 이- 또는 삼- 치환된 페닐그룹, 또는 피리딜 그룹을 나타내고, R3는 저급알킬그룹을 나타낸다.
  2. 제1항에 있어서, R1이 수소 또는 탄소수 1 내지 4의 알킬그룹이고, R2가 메톡시에 의해 임의로 일-, 이- 또는 삼- 치환된 페닐그룹을 나타내는 일반식(I)의 1-치환된 4-하이드록시 메틸-피롤리디논 유도체를 제조하는 방법.
  3. 제1항에 있어서, 1-벤젠-4-하이드록시메틸-피롤리딘-2-온을 제조하는 방법.
  4. 제1항에 있어서, 1-(4-메톡시벤질)-4-하이드록시메틸-피롤리딘-2-온을 제조하는 방법.
  5. 제1항에 있어서, 1-(3,4-디메톡시벤질)-4-하이드록시메틸-피롤리딘-2-온을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840004385A 1983-07-25 1984-07-24 1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법 Expired KR910003613B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3326724.3 1983-07-25
DE19833326724 DE3326724A1 (de) 1983-07-25 1983-07-25 In 1-stellung substituierte 4-hydroxymethyl-pyrrolidinone, verfahren zu ihrer herstellung, pharmazeutische zusammensetzungen und zwischenprodukte

Publications (2)

Publication Number Publication Date
KR850001166A true KR850001166A (ko) 1985-03-16
KR910003613B1 KR910003613B1 (ko) 1991-06-07

Family

ID=6204831

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019840004385A Expired KR910003613B1 (ko) 1983-07-25 1984-07-24 1-치환된 4-하이드록시메틸-피롤리디논 유도체의 제조방법

Country Status (24)

Country Link
US (1) US4581364A (ko)
EP (1) EP0132811B1 (ko)
JP (1) JPS6051172A (ko)
KR (1) KR910003613B1 (ko)
AT (1) ATE37537T1 (ko)
AU (1) AU568863B2 (ko)
CA (1) CA1253159A (ko)
CS (1) CS244447B2 (ko)
DD (1) DD233125A5 (ko)
DE (2) DE3326724A1 (ko)
DK (1) DK362584A (ko)
ES (1) ES8602649A1 (ko)
FI (1) FI78463C (ko)
GR (1) GR82221B (ko)
HU (1) HU192039B (ko)
IL (1) IL72477A (ko)
NO (1) NO163814C (ko)
NZ (1) NZ208990A (ko)
PH (1) PH21119A (ko)
PL (1) PL142583B1 (ko)
PT (1) PT78968B (ko)
SU (1) SU1498385A3 (ko)
YU (1) YU42901B (ko)
ZA (1) ZA845697B (ko)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3336024A1 (de) * 1983-10-04 1985-04-18 Boehringer Ingelheim KG, 6507 Ingelheim 4-amino-l-benzyl-pyrrolidinone und ihre saeureadditionssalze, verfahren zu ihrer herstellung und arzneimittel
DE3420193A1 (de) * 1984-05-30 1985-12-05 Boehringer Ingelheim KG, 6507 Ingelheim Neue substituierte pyrrolidinone, verfahren zu ihrer herstellung und arzneimittel
JPH066571B2 (ja) * 1985-05-09 1994-01-26 エーザイ株式会社 ２−ピロリドン誘導体
US4700244A (en) * 1986-02-14 1987-10-13 Hewlett-Packard Company Process and system for compensating for information shifts on disc storage media
DE3706399A1 (de) * 1987-02-27 1988-09-08 Boehringer Ingelheim Kg Mittel mit antidepressiver wirkung
US4981974A (en) * 1989-05-08 1991-01-01 Gaf Chemicals Corporation Polymerizable pyrrolidonyl oxazoline monomers
IT1231921B (it) * 1989-06-12 1992-01-15 Sigma Tau Ind Farmaceuti 1-acil-2-pirrolidoni quali attivatori dei processi di apprendimento e della memoria e composizioni farmaceutiche comprendenti tali composti
IT1231477B (it) * 1989-07-12 1991-12-07 Sigma Tau Ind Farmaceuti (pirrolidin-2-one-1-il) acetammidi quali attivatori dei processi di apprendimento e della memoria e composizioni farmaceutiche comprendenti tali composti
EP0420438B1 (en) * 1989-09-29 1996-03-13 Seagate Technology International A method of and apparatus for detecting position error of a transducer
UA44894C2 (uk) * 1994-06-14 2002-03-15 Пол Вурт С.А. Пристрій для підвішування важкого корпусу
JP5940663B2 (ja) * 2011-07-21 2016-06-29 ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ 過塩基性摩擦調整剤およびその使用方法
JP6054390B2 (ja) * 2011-07-21 2016-12-27 ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ カルボン酸ピロリジノンおよびその使用方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1039113A (en) * 1964-08-06 1966-08-17 Ucb Sa New n-substituted lactams
DE2454325C2 (de) * 1974-11-15 1987-03-26 Bayer Ag, 5090 Leverkusen Verwendung von Zusatzbeschleunigern zur Härtung ungesättigter Polyesterharze
US4119637A (en) * 1975-09-23 1978-10-10 A. H. Robins Company, Inc. 4-Hydroxymethyl-2-pyrrolidinones
JPS5246067A (en) * 1975-10-07 1977-04-12 Teijin Ltd Reduction of optically active 5-oxo-2-pyrrolidinacetic acid esters
US4144245A (en) * 1977-05-11 1979-03-13 A. H. Robins Company, Inc. 4-Hydroxymethyl-2-pyrrolidinones
DE2757680A1 (de) * 1977-12-23 1979-06-28 Troponwerke Gmbh & Co Kg Neue 2-oxo-1-pyrrolidinessigsaeurederivate, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel
CU21107A3 (es) * 1978-02-10 1988-02-01 Hoffmann La Roche Pyrrolidines derivatives
DE2923975A1 (de) * 1979-06-13 1980-12-18 Nattermann A & Cie Pyrrolidinone, verfahren zu deren herstellung und diese enthaltende arzneimittel
CH657527A5 (de) * 1980-02-13 1986-09-15 Ciba Geigy Ag Verwendung von zentralnervoes-wirksamen verbindungen in einem mittel, welches zur verhinderung oder linderung von nebenwirkungen bestimmt ist.
DE3031118A1 (de) * 1980-08-18 1982-04-01 Meditest Institut für medizinisch-pharmazeutische Untersuchungen GmbH & Co KG, 7958 Laupheim N,n'-bis(5-oxo-1-methyl-pyrrolidin-2-yl-essigsaeure)-hydrazid, verfahren zu dessen herstellung und seine verwendung als arzneimittel
DE3336024A1 (de) * 1983-10-04 1985-04-18 Boehringer Ingelheim KG, 6507 Ingelheim 4-amino-l-benzyl-pyrrolidinone und ihre saeureadditionssalze, verfahren zu ihrer herstellung und arzneimittel

Also Published As

Publication number Publication date
PL142583B1 (en) 1987-11-30
ATE37537T1 (de) 1988-10-15
AU3110184A (en) 1985-01-31
DK362584D0 (da) 1984-07-24
FI842955L (fi) 1985-01-26
GR82221B (ko) 1984-12-13
IL72477A0 (en) 1984-11-30
DD233125A5 (de) 1986-02-19
EP0132811B1 (de) 1988-09-28
HU192039B (en) 1987-04-28
ZA845697B (en) 1986-03-26
PH21119A (en) 1987-07-27
NZ208990A (en) 1987-10-30
PL248898A1 (en) 1985-07-16
DE3474300D1 (en) 1988-11-03
HUT36454A (en) 1985-09-30
CS244447B2 (en) 1986-07-17
DE3326724A1 (de) 1985-02-07
KR910003613B1 (ko) 1991-06-07
SU1498385A3 (ru) 1989-07-30
ES534587A0 (es) 1985-12-01
YU130884A (en) 1986-10-31
JPH0463872B2 (ko) 1992-10-13
FI78463B (fi) 1989-04-28
FI78463C (fi) 1989-08-10
NO163814C (no) 1990-07-25
PT78968A (de) 1984-08-01
AU568863B2 (en) 1988-01-14
IL72477A (en) 1988-02-29
NO843004L (no) 1985-01-28
FI842955A0 (fi) 1984-07-25
PT78968B (de) 1986-10-21
YU42901B (en) 1988-12-31
ES8602649A1 (es) 1985-12-01
JPS6051172A (ja) 1985-03-22
CA1253159A (en) 1989-04-25
US4581364A (en) 1986-04-08
CS571084A2 (en) 1985-08-15
DK362584A (da) 1985-01-26
NO163814B (no) 1990-04-17
EP0132811A1 (de) 1985-02-13

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