KR830005136A - 옥타히드로-1h-인돌-2-카르복실산 치환아실 유도체의 제조방법 - Google Patents

옥타히드로-1h-인돌-2-카르복실산 치환아실 유도체의 제조방법 Download PDF

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KR830005136A
KR830005136A KR1019810001100A KR810001100A KR830005136A KR 830005136 A KR830005136 A KR 830005136A KR 1019810001100 A KR1019810001100 A KR 1019810001100A KR 810001100 A KR810001100 A KR 810001100A KR 830005136 A KR830005136 A KR 830005136A
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group
lower alkyl
alkyl group
indole
hydrogen atom
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KR1019810001100A
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KR850000302B1 (ko
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엘. 호플 밀튼
보보우스키 죠지
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토마스 디. 몰리터노
워너 램버트 캄파니
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Priority claimed from US06/233,940 external-priority patent/US4350704A/en
Application filed by 토마스 디. 몰리터노, 워너 램버트 캄파니 filed Critical 토마스 디. 몰리터노
Publication of KR830005136A publication Critical patent/KR830005136A/ko
Priority to KR1019840005928A priority Critical patent/KR850000303B1/ko
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    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/022—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2
    • C07K5/0222—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -X-C(=O)-(C)n-N-C-C(=O)-Y-; X and Y being heteroatoms; n being 1 or 2 with the first amino acid being heterocyclic, e.g. Pro, Trp
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

내용 없음

Description

옥타히드로-1H-인돌-2-카르복실산 치환아실 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (2)

  1. 본문에 상술한 바와 같이, 옥타히드로-1H-인돌-2-카르복실산의 에틸 또는 트리메틸실릴에스테르, 혹은 제3급아민이나 또는 알카리금속의 산염을 하기 일반식(4)로 표시되는 적당한 메르캅토 알칸산 할로겐화물로 아실화시킨 다음, 염기로 가스분해시킴을 특징으로 하는 하기 일반식(1)로 표시되는 치환 옥타히드로-1-(W-메르캅토알카노일)-1H-인돌-2-카르복실산류의 제조방법.
    식중,
    R는 수소원자 또는 저급알킬기이고,
    R1은 수소원자, 저급알킬기 또는 벤질기이며,
    R2는 수소원자 또는 구조식(단, R3는 저급알킬기; 4내지 9개의 탄소원자와 1 또는 2개의 질소원자, 산소원자 또는 황원자를 갖는 헤테로아릴기; 페닐기 또는 플루오로, 염소 브롬원자, 저급알킬기 또는 저급알콕시기중에서 선택되는 치환체를 1내지 2개 갖는 치환페닐기임)으로 표시되는 기이며, n는 0 또는 1이며, "저급알킬기" 및 "저급알콕시기"의 용어는 탄소원자 1 내지 4개를 갖는 직쇄 또는 측쇄의 기들을 의미한다.
  2. 일반식
    으로 표시되는 적당히 보호된 옥타히드로-1H-인돌-2-카르복실산을 일반식
    으로 표시되는 N-치환-아미노산과 펩티드 결합시킨 다음 보호기를 탈리시킴을 특징으로 하는 일반식
    으로 표시되는 옥타히드로-1H-인돌-2-카르복실산의 치환아실유도체의 제조방법(단, 상기 식들중에 있어서, R4는 수소원자 또는 저급알킬기이고, R5는 수소원자, 저급알킬기 또는 벤질기이며, R6는 수소원자 또는 저급알킬기이며, R7은 적당히 보호된 카르복실 산기이며, Ar는 페닐기 또는 플로오르, 염소, 브롬, 저급알킬기, 저급알콕시기, 수산기 또는 아미노기중에서 선택되는 치환체를 1 내지 2개 갖는 치환페닐기이며, m는 0 또는 3이며, "저급알킬기" 및 "저급알콕시기"의 용어는 탄소원자 1 내지 4개를 갖는 직쇄 또는 측쇄의 기들을 의미한다).
    ※ 참고사항 : 최초출원 내용에 의 하여 공개하는 것임.
KR1019810001100A 1980-04-02 1981-04-01 옥타히드로-1h-인돌-2-카복실산 치환 아실유도체의 제조방법 KR850000302B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019840005928A KR850000303B1 (ko) 1980-04-02 1984-09-27 옥타히드로-1h-인돌-2-카복실산 치환 아실유도체의 제법

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US13710680A 1980-04-02 1980-04-02
US137106 1980-04-02
US19430780A 1980-10-06 1980-10-06
US194307 1980-10-06
US06/233,940 US4350704A (en) 1980-10-06 1981-02-17 Substituted acyl derivatives of octahydro-1H-indole-2-carboxylic acids
US233940 1981-02-17

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1019840005928A Division KR850000303B1 (ko) 1980-04-02 1984-09-27 옥타히드로-1h-인돌-2-카복실산 치환 아실유도체의 제법

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Publication Number Publication Date
KR830005136A true KR830005136A (ko) 1983-08-03
KR850000302B1 KR850000302B1 (ko) 1985-03-18

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Application Number Title Priority Date Filing Date
KR1019810001100A KR850000302B1 (ko) 1980-04-02 1981-04-01 옥타히드로-1h-인돌-2-카복실산 치환 아실유도체의 제조방법
KR1019840005928A KR850000303B1 (ko) 1980-04-02 1984-09-27 옥타히드로-1h-인돌-2-카복실산 치환 아실유도체의 제법

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Country Link
EP (1) EP0037231B1 (ko)
KR (2) KR850000302B1 (ko)
AU (1) AU543861B2 (ko)
CA (1) CA1205476A (ko)
DE (1) DE3175875D1 (ko)
DK (2) DK157851C (ko)
ES (2) ES8206474A1 (ko)
FI (1) FI76072C (ko)
HK (1) HK30489A (ko)
IE (1) IE52663B1 (ko)
IL (1) IL62294A (ko)
NO (1) NO156609C (ko)
NZ (1) NZ196704A (ko)
SG (1) SG3889G (ko)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4599357A (en) * 1979-12-17 1986-07-08 Ciba-Geigy Corporation 1-mercaptoalkanoylindoline-2-carboxylic acids
EP0278530A3 (de) * 1980-08-30 1989-08-02 Hoechst Aktiengesellschaft Aminosäurederivate, Verfahren zu ihrer Herstellung, diese enthaltende Mittel und deren Verwendung
FR2492381A1 (fr) * 1980-10-21 1982-04-23 Science Union & Cie Nouveaux acides aza bicyclo alcane carboxyliques substitues leurs procedes de preparation et leur emploi comme inhibiteur d'enzyme
EP0050800B2 (en) * 1980-10-23 1995-06-07 Schering Corporation Carboxyalkyl dipeptides, processes for their production and pharmaceutical compositions containing them
US4374847A (en) * 1980-10-27 1983-02-22 Ciba-Geigy Corporation 1-Carboxyalkanoylindoline-2-carboxylic acids
GB2086390B (en) * 1980-11-03 1984-06-06 Ciba Geigy Ag 1-carboxy-azaalkanoylindoline-2-carboxylic acids process for their manufacture pharmaceutical preparations containing these compounds and their therapeutic application
DE3276311D1 (en) * 1981-02-17 1987-06-19 Warner Lambert Co Octahydro-2-(omega-mercaptoalkanoyl)3-oxo-1h-isoindole-1-carboxylic acids and esters
US4479963A (en) * 1981-02-17 1984-10-30 Ciba-Geigy Corporation 1-Carboxyalkanoylindoline-2-carboxylic acids
DE3134933A1 (de) * 1981-09-03 1983-03-31 Hoechst Ag, 6230 Frankfurt "harnstoffderivate, verfahren zu ihrer herstellung und diese enthaltende medikamente sowie deren verwendung"
DE3226768A1 (de) * 1981-11-05 1983-05-26 Hoechst Ag, 6230 Frankfurt Derivate der cis, endo-2-azabicyclo-(3.3.0)-octan-3-carbonsaeure, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung
EP0170775B2 (de) * 1981-12-29 1994-10-12 Hoechst Aktiengesellschaft Derivate bicyclischer Aminosäuren, Verfahren zu ihrer Herstellung, diese enthaltende Mittel und deren Verwendung sowie neue bicyclische Aminosäuren als Zwischenstufen und Verfahren zu deren Herstellung
GR78413B (ko) * 1981-12-29 1984-09-27 Hoechst Ag
DE3210496A1 (de) * 1982-03-23 1983-10-06 Hoechst Ag Neue derivate bicyclischer aminsaeuren, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung sowie neue bicyclische aminosaeuren als zwischenstufen und verfahren zu deren herstellung
DE3211397A1 (de) * 1982-03-27 1983-11-10 Hoechst Ag, 6230 Frankfurt Spiro (4.(3+n))-2-aza-3-carbonsaeure-derivate, verfahren zu ihrer herstellung, diese enthaltende mittel und ihre verwendung
DE3246503A1 (de) * 1982-12-16 1984-06-20 Hoechst Ag, 6230 Frankfurt Derivate der cis, endo-2-azabicyclo-(5.3.0)-decan-3-carbonsaeure, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung
US5175306A (en) * 1983-01-31 1992-12-29 Hoechst Aktiengesellschaft Process for the resolution of racemates of optically active bicyclic imino-α-carboxylic esters
HU191120B (en) * 1983-01-31 1987-01-28 Hoechts Ag,De Process for raceme separation of optically active byciclic imino-alpha-carbonic acid esthers
DE3303344A1 (de) 1983-02-02 1984-08-02 Hoechst Ag, 6230 Frankfurt Verfahren zur herstellung von n-alkylierten aminosaeuren und deren estern
DE3333455A1 (de) * 1983-09-16 1985-04-11 Hoechst Ag, 6230 Frankfurt Verfahren zur herstellung n-alkylierter dipeptide und deren estern
DE3333454A1 (de) * 1983-09-16 1985-04-11 Hoechst Ag, 6230 Frankfurt Verfahren zur herstellung von n-alkylierten dipeptiden und deren estern
DE3413710A1 (de) * 1984-04-12 1985-10-24 Hoechst Ag, 6230 Frankfurt Verfahren zur behandlung der herzinsuffizienz
US5684016A (en) * 1984-04-12 1997-11-04 Hoechst Aktiengesellschaft Method of treating cardiac insufficiency
DE3431541A1 (de) * 1984-08-28 1986-03-06 Hoechst Ag, 6230 Frankfurt Cis,endo-2-azabicycloalkan-3-carbonsaeure-derivate, verfahren zu deren herstellung, deren verwendung sowie zwischenprodukte bei deren herstellung
US5231080A (en) * 1985-10-15 1993-07-27 Hoechst Aktiengesellschaft Method for the treatment of atherosclerosis, thrombosis, and peripheral vessel disease
US5231084A (en) * 1986-03-27 1993-07-27 Hoechst Aktiengesellschaft Compounds having a cognition adjuvant action, agents containing them, and the use thereof for the treatment and prophylaxis of cognitive dysfuncitons
EP0254032A3 (en) 1986-06-20 1990-09-05 Schering Corporation Neutral metalloendopeptidase inhibitors in the treatment of hypertension
US4749688A (en) * 1986-06-20 1988-06-07 Schering Corporation Use of neutral metalloendopeptidase inhibitors in the treatment of hypertension
EP0566157A1 (en) 1986-06-20 1993-10-20 Schering Corporation Neutral metalloendopeptidase inhibitors in the treatment of hypertension
DE3633496A1 (de) * 1986-10-02 1988-04-14 Hoechst Ag Kombination von angiotensin-converting-enzyme-hemmern mit calciumantagonisten sowie deren verwendung in arzneimitteln
FR2605630B1 (fr) * 1986-10-22 1989-06-30 Roussel Uclaf Procede de preparation de derives de l'octahydroindole et intermediaires de preparation
DE3639879A1 (de) * 1986-11-21 1988-06-01 Hoechst Ag Verfahren zur herstellung von mono-, bi- und tricyclischen aminosaeuren, zwischenprodukte dieses verfahrens sowie ein verfahren zu deren herstellung
DE3641451A1 (de) * 1986-12-04 1988-06-16 Hoechst Ag Derivate bicyclischer aminocarbonsaeuren, verfahren und zwischenprodukte zu deren herstellung sowie deren verwendung
DE3722007A1 (de) * 1987-07-03 1989-01-12 Hoechst Ag Verfahren zur herstellung bicyclischer aminocarbonsaeuren, zwischenprodukte dieses verfahrens und deren verwendung
FR2620703B1 (fr) * 1987-09-17 1991-10-04 Adir Procede de synthese industrielle de l'acide perhydroindole carboxylique - 2(2s, 3as, 7as). application a la synthese de carboxyalkyl dipeptides
CA2522195A1 (en) * 2003-04-15 2004-10-28 Warner-Lambert Company Llc [b]-fused bicyclic proline derivatives and their use for treating arthritic conditions
SI21800A (sl) 2004-05-14 2005-12-31 Krka, Tovarna Zdravil, D.D., Novo Mesto Nov postopek sinteze perindoprila
EP1792896A1 (en) 2005-12-01 2007-06-06 KRKA, tovarna zdravil, d.d., Novo mesto Process for the preparation of perindopril and salts thereof

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE608905R (fr) * 1960-12-19 1962-04-06 Bayer Ag Procédé de fabrication d'un composé agissant sur la tension sanguine.
DE1174781B (de) * 1960-12-24 1964-07-30 Bayer Ag Verfahren zur Herstellung von Salzen von 1-(Guanidinoalkyl)-pyrrolidinen
US4105776A (en) * 1976-06-21 1978-08-08 E. R. Squibb & Sons, Inc. Proline derivatives and related compounds
JPS5572169A (en) * 1978-11-27 1980-05-30 Tanabe Seiyaku Co Ltd Isoquinoline derivative and its preparation
IL58849A (en) * 1978-12-11 1983-03-31 Merck & Co Inc Carboxyalkyl dipeptides and derivatives thereof,their preparation and pharmaceutical compositions containing them
US4461896A (en) * 1979-02-07 1984-07-24 Norwich Eaton Pharmaceuticals, Inc. 1-[Acylthio) and (mercapto)-1-oxoalkyl]-1,2,3,4-tetrahydroquinoline-2-carboxylic acids
DE3063420D1 (en) * 1979-03-26 1983-07-07 Takeda Chemical Industries Ltd Tetrahydroisoquinolines, their production and the compounds and pharmaceutical compositions containing them for use in the prevention or treatment of hypertension
US4303583A (en) * 1979-08-13 1981-12-01 American Home Products Corporation 1H,5H-[1,4]Thiazepino[4,3-a]indole-1,5-diones
DE2937779A1 (de) * 1979-09-19 1981-04-09 Hoechst Ag, 6000 Frankfurt Aminosaeurederivate und verfahren zu ihrer herstellung
FR2487829A2 (fr) * 1979-12-07 1982-02-05 Science Union & Cie Nouveaux imino acides substitues, leurs procedes de preparation et leur emploi comme inhibiteur d'enzyme

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IE52663B1 (en) 1988-01-20
ES500965A0 (es) 1982-08-16
AU6893981A (en) 1981-10-08
DK159419B (da) 1990-10-15
IE810463L (en) 1981-10-02
EP0037231A2 (en) 1981-10-07
NO156609B (no) 1987-07-13
DK157851B (da) 1990-02-26
DK159419C (da) 1991-03-18
FI810971L (fi) 1981-10-03
ES504189A0 (es) 1982-06-16
ES8206474A1 (es) 1982-08-16
DK91088A (da) 1988-02-22
DK157851C (da) 1990-07-30
EP0037231A3 (en) 1982-04-28
IL62294A0 (en) 1981-05-20
HK30489A (en) 1989-04-21
NO156609C (no) 1987-10-21
NZ196704A (en) 1984-12-14
EP0037231B1 (en) 1987-01-28
NO811121L (no) 1981-10-05
FI76072C (fi) 1988-09-09
AU543861B2 (en) 1985-05-09
KR850000302B1 (ko) 1985-03-18
DK148281A (da) 1981-10-03
DE3175875D1 (en) 1987-03-05
KR850000303B1 (ko) 1985-03-18
CA1205476A (en) 1986-06-03
IL62294A (en) 1986-07-31
FI76072B (fi) 1988-05-31
SG3889G (en) 1989-06-02
ES8205771A1 (es) 1982-06-16
DK91088D0 (da) 1988-02-22

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