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KR840006643A - 이소인돌 유도체의 제조방법 - Google Patents

이소인돌 유도체의 제조방법 Download PDF

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Publication number
KR840006643A
KR840006643A KR1019830005375A KR830005375A KR840006643A KR 840006643 A KR840006643 A KR 840006643A KR 1019830005375 A KR1019830005375 A KR 1019830005375A KR 830005375 A KR830005375 A KR 830005375A KR 840006643 A KR840006643 A KR 840006643A
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KR
South Korea
Prior art keywords
compound
formula
trifluoromethyl
halogen
prepare
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KR1019830005375A
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English (en)
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KR870001168B1 (ko
Inventor
엠 · 돌락 테렌스
엠. 돌락 테렌스 (외 1)
에이 · 마틴 텔리스
Original Assignee
브리스톨 마이어스 컴페니
아이자크 자르코프스키
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.)
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Application filed by 브리스톨 마이어스 컴페니, 아이자크 자르코프스키 filed Critical 브리스톨 마이어스 컴페니
Publication of KR840006643A publication Critical patent/KR840006643A/ko
Priority to KR1019870004127A priority Critical patent/KR880001735B1/ko
Application granted granted Critical
Publication of KR870001168B1 publication Critical patent/KR870001168B1/ko

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    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/10—Antioedematous agents; Diuretics
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D211/56—Nitrogen atoms
    • C07D211/58—Nitrogen atoms attached in position 4

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Liquid Developers In Electrophotography (AREA)
  • Transformer Cooling (AREA)
  • Suspension Of Electric Lines Or Cables (AREA)

Abstract

내용 없음

Description

이소인돌 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 다음식 (Ⅱ)의 화합물 혹은 다음식(Ⅲ)의 화합물을 환원시키거나, 다음식(Ⅵ)의 화합물과 다음식(Ⅴ)의 화합물을 불활성 용매에서 반응시키거나, 다음식(Ⅳ)의 화합물과 다음식(Ⅶ)의 화합물을 반응시켜서 다음식(Ⅰ)의 화합물 혹은약리학적으로 알맞는 그 염을 제조하는 방법.
    상기식에서, X는 할로겐 또는 트리플루오로메틸이고, R1과 R2는 각각 수소, 저급알킬, 저급알콕시, 저급 알케닐옥시, 저급알킬티오, 트리플루오로메틸, 시아노 또는 니트로이고, Y는 1-4탄소원자를 지니는 단일 또는 이중결합 또는가지장의 알킬렌라디칼이고, R3는 아미노, 할로겐, 저급 알콕시이고, R4는 할로겐이고 CH2인 경우에 카르바모일 또는 포르밀임.
  2. 제1항에 있어서, 식(Ⅱ)의 화합물 또는 식(Ⅲ)의 화합물의 환원이 아연, 초산,주석 및 진한 염산의 존재하에 고온으로 60-150℃의 온도로 6-48시간 불활성 유기용매에서 행하는 방법.
  3. 제1항에 있어서 둘째단계를 사용하는 방법.
  4. 제1항에 있어서 화합물(Ⅳ)와 (Ⅶ)의 화합물의 반응이 불활성유기 용매에서 고온으로 50-200℃온도에서 염기성 축합제 혹은 유기 사차 질소아민 염기의 존재하에 반응시키는 방법.
  5. 제1항의 화합물 혹은 그의 산부가염을 포유류 체중의 10㎏당 약 0.05-500㎎의 범위로 약리학적으로 알맞는 담체와 혼합제조하는 포유류 투여에 알맞는 조성물.
  6. 다음식(Ⅱ)의 화합물을 초산에서 과량아연의 존재하에 100℃이하, 특히 실온근처에서 환원시키는 것으로 구성되는 다음식(Ⅲ)의 화합물을 제조하는 방법.
    상기식에서, X는 할로겐 또는 트리플루오로 메틸이고, R1와 R2는 각기 수소, 저급알킬, 저급알콕시, 저급 알케닐옥시, 저급 알킬티오, 트리플루오로메틸, 시아노, 또는 니트로이고, Y는 1-4탄소원자의 단일 혹은 이가 직쇄 혹은 가지상 알킬렌라디칼이고,
  7. 다음식(Ⅷ)의 화합물과 아미노 보호기, 예를들어, -부톡시카르보닐 아지드 또는3-t-부틸 피토카르보내이트와 접촉시켜서 다음식(Ⅸ)의 화합물을 제조하고, 이화합물을 접촉 탈벤질화하여서 아음식(Ⅹ)의 화합물을 제조하고, 이 화합물을 페닐알킬 헬라이드로 N-알킬화하여서 다음식(Ⅸ)를 제조하고,
    상기 보호기를 F3COO2H로 처리하여 제거하여 다음식(XII)의 화합물을 제조하는 단계로 구성되는 다음식(Ⅳ)의 화합물을 제조하는 방법.
    상기식에서, R1과 R2는 각기 수소, 저급알킬, 저급 알콕시, 저급 알케닐옥시, 저급알킬티오, 트리플루오로메틸, 시아노, 또는 니트로이고, Y는 1-4탄소원자의 단일 또는 이가 직쇄 또는 가지상 알킬렌라디칼이고, t는 t-부틸임.
  8. 제1항에 있어서, 식(Ⅰ)의 항고혈압양 또는 약리적으로 알맞는 산부가염 또는 약리학적으로 알맞는 담체로 구성되는 제약학적 조성물.
  9. 제8항에 있어서 화합물이 6-클로로-2,3-디히드로-3-옥소-2-〔1-(페닐메틸)-4피페리디닐〕-1H-이소인돌-5-설폰아미드인 조성물.
  10. 제8항에 있어서 화합물이 6-클로로-2,3-디히드로-3-옥소-2-〔1-(페닐메틸)-4피페리디닐〕-1H-이소인돌-설폰아미드 염화물인 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830005375A 1982-11-12 1983-11-12 이소인돌 유도체의 제조방법 KR870001168B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019870004127A KR880001735B1 (ko) 1982-11-12 1987-04-27 이소인돌 유도체 및 그것의 제조방법

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US06/441,204 US4495194A (en) 1982-11-12 1982-11-12 Antihypertensive isoindole derivatives
US441,204 1982-11-12
US441204 1982-11-12

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1019870004127A Division KR880001735B1 (ko) 1982-11-12 1987-04-27 이소인돌 유도체 및 그것의 제조방법

Publications (2)

Publication Number Publication Date
KR840006643A true KR840006643A (ko) 1984-12-01
KR870001168B1 KR870001168B1 (ko) 1987-06-15

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ID=23751955

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019830005375A KR870001168B1 (ko) 1982-11-12 1983-11-12 이소인돌 유도체의 제조방법

Country Status (15)

Country Link
US (1) US4495194A (ko)
EP (1) EP0111397B1 (ko)
JP (2) JPS59101483A (ko)
KR (1) KR870001168B1 (ko)
AT (1) ATE40999T1 (ko)
AU (2) AU566900B2 (ko)
CA (1) CA1246081A (ko)
DE (1) DE3379267D1 (ko)
DK (2) DK165116C (ko)
ES (5) ES527146A0 (ko)
FI (1) FI82691C (ko)
GR (1) GR81279B (ko)
IE (1) IE56231B1 (ko)
PT (1) PT77651B (ko)
ZA (1) ZA838361B (ko)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU636164B2 (en) * 1982-11-12 1993-04-22 Bristol-Myers Squibb Company 2,3-dihydro-1-hydroxy-3-oxo-2-(1-substituted-4-piperidinyl)- 1N-isoindole derivatives
EP0351283A1 (fr) * 1988-07-12 1990-01-17 Synthelabo Dérivés de [(pipéridinyl-4) méthyl]-2 dihydro-2,3 1H-isoindole et tétrahydro-2,3,4,5 1H-benzazépines, leur préparation et leur application en thérapeutique
US5356906A (en) * 1989-10-27 1994-10-18 The Du Pont Merck Pharmaceutical Company (N-phthalimidoalkyl) piperidines useful as treatments for psychosis
WO1991006297A1 (en) * 1989-10-27 1991-05-16 The Du Pont Merck Pharmaceutical Company (n-phthalimidoalkyl) piperidines
JP2807577B2 (ja) * 1990-06-15 1998-10-08 エーザイ株式会社 環状アミド誘導体
US7166617B2 (en) * 2000-02-29 2007-01-23 Mitsubishi Pharma Corporation Cyclic amide derivatives
US8939859B2 (en) 2012-10-19 2015-01-27 Caterpillar Inc. Torque converter with stator clutch

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3579524A (en) * 1968-06-05 1971-05-18 Miles Lab 2-aminoalkyl derivatives of phthalimidines
GB1486104A (en) * 1975-01-23 1977-09-21 Wyeth John & Brother Ltd Phthalimidopiperidine derivatives
IL52413A (en) * 1977-06-29 1980-01-31 Teva Pharma Process for the preparazione of 5-chloro-6-sulfamyl-isoindolinone derivatives
SE7907121L (sv) * 1979-08-27 1981-02-28 Astra Laekemedel Ab Ftalimidinderivat

Also Published As

Publication number Publication date
ES8600743A1 (es) 1985-10-16
FI834112L (fi) 1984-05-13
AU2118383A (en) 1984-05-17
CA1268767C (ko) 1990-05-08
AU566900B2 (en) 1987-11-05
GR81279B (ko) 1984-12-11
AU604756B2 (en) 1991-01-03
KR870001168B1 (ko) 1987-06-15
ES533936A0 (es) 1985-10-16
AU7936987A (en) 1988-01-14
CA1246081A (en) 1988-12-06
FI82691B (fi) 1990-12-31
FI834112A0 (fi) 1983-11-09
ZA838361B (en) 1984-06-27
JPH0450309B2 (ko) 1992-08-13
DK517383D0 (da) 1983-11-11
ES8600741A1 (es) 1985-10-16
ATE40999T1 (de) 1989-03-15
DE3379267D1 (en) 1989-04-06
DK517383A (da) 1984-05-13
JPS59101483A (ja) 1984-06-12
ES533937A0 (es) 1985-10-16
DK153690D0 (da) 1990-06-22
US4495194A (en) 1985-01-22
FI82691C (fi) 1991-04-10
EP0111397A1 (en) 1984-06-20
JPH0545591B2 (ko) 1993-07-09
IE832638L (en) 1984-05-12
ES8600740A1 (es) 1985-10-16
ES8504172A1 (es) 1985-04-16
DK153690A (da) 1990-06-22
DK165116B (da) 1992-10-12
JPH051058A (ja) 1993-01-08
ES527146A0 (es) 1985-04-16
PT77651A (en) 1983-12-01
ES533939A0 (es) 1985-10-16
ES533938A0 (es) 1985-10-16
IE56231B1 (en) 1991-05-22
ES8600742A1 (es) 1985-10-16
EP0111397B1 (en) 1989-03-01
PT77651B (en) 1986-05-12
DK165116C (da) 1993-03-01

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