KR850000396A - 1-펜옥시-3-히드록시인돌릴알킬아미노-3-프로판올류의 제조방법 - Google Patents

1-펜옥시-3-히드록시인돌릴알킬아미노-3-프로판올류의 제조방법 Download PDF

Info

Publication number
KR850000396A
KR850000396A KR1019840003251A KR840003251A KR850000396A KR 850000396 A KR850000396 A KR 850000396A KR 1019840003251 A KR1019840003251 A KR 1019840003251A KR 840003251 A KR840003251 A KR 840003251A KR 850000396 A KR850000396 A KR 850000396A
Authority
KR
South Korea
Prior art keywords
compound
hydrogen
formula
hydroxy
indole
Prior art date
Application number
KR1019840003251A
Other languages
English (en)
Other versions
KR900005021B1 (ko
Inventor
이이 크라이그바움 윌리암
Original Assignee
아이삭 자아코브스키
브리스톨-마이어즈 컴페니
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 아이삭 자아코브스키, 브리스톨-마이어즈 컴페니 filed Critical 아이삭 자아코브스키
Publication of KR850000396A publication Critical patent/KR850000396A/ko
Application granted granted Critical
Publication of KR900005021B1 publication Critical patent/KR900005021B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/12Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
    • C07D303/18Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
    • C07D303/20Ethers with hydroxy compounds containing no oxirane rings
    • C07D303/22Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Indole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음.

Description

1-펜옥시-3-히드록시인돌릴알킬아미노-3-프로판올류의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 다음 구조식(III)의 메톡실화 인돌알킬아민과 다음 구조식(IV)의 화합물(R5-치환 펜옥시 에폭시드)을 불활성 유기 반응 용매의 존재 또는 부재 아래 가열시킴으로써 커플링 반응시켜 다음 구조식(II)의 중간체를 얻은 다음, 이 중간체(II)를 적당한 조건 아래 메톡시기를 히드록실기로 전환시켜 다음 구조식(I)의 화합물을 얻고, 이어서 필요한 경우에는 구조식(I)의 화합물을 통상의 방법으로 약리학적으로 허용되는 그의 산부가염으로 전환시키는 것이 특징인 1-펜옥시-3-히드록시인돌릴알킬아미노-3-프로판올류 또는 그의 산부가염의 제조방법.
    위 각 식에서, R1및 R2중의 어느 하나는 수소, 다른 하나는 수소 또는 C1-4알킬이고, R3및 R4는 각각 수소 또는 C1-4알킬 중에서 선택되며, R5는 할로겐, 수소, 히드록시, 또는 C1-4알킬이고, 펜옥시프로판올아미노알킬 축쇄는 제2 또는 제3위치에서 인돌환에 결합되며, 히드록실치환기는 인돌의 제4,5,6 또는 7환 위치를 점유한다.
  2. 제1항에 있어서, 중간체(II)가 반응 조건 아래 염화메틸렌 중의 삼브롬화붕소와 반응하여 구조식(I)의 화합물을 생성시키는 것이 특징인 방법.
  3. 제1항에 있어서, 인돌릴환이 제3 위치에서 펜옥시프로판올아미노알킬 측쇄에 결합하는 것이 특징인 방법.
  4. 제1항에 있어서, R1및 R2가 수소인 것이 특징인 방법.
  5. 제1항에 있어서, R3및 R4가 메틸인 것이 특징인 방법.
  6. 제1항에 있어서, R5가 수소 또는 5-플루오로인 것이 특징인 방법.
  7. 제4항에 있어서, R3및 R4가 메틸인 것이 특징인 방법.
  8. 제7항에 있어서, R5가 수소 또는 5-플루오로인 것이 특징인 방법.
  9. 제1항에 있어서, 히드록실 치환체가 인돌의 제6 위치를 점유하는 것이 특징인 방법.
  10. 제1항에 있어서, 구조식(I)의 화합물이 2-{[2-히드록시-3-[2-(6-히드록시-1H-인돌-3-일)-1,1-디메틸에틸] 아미노]프로폭시}벤조니트릴인 것이 특징인 방법.
  11. 제1항에 있어서, 구조식(I)의 화합물이 2-[2-히드록시-3-((2-(5-히드록시-lH-인돌-3-인]-1,1-디메틸에틸]아미노]프로폭시]벤조니트릴인 것이 특징인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840003251A 1983-06-10 1984-06-09 1-펜옥시-3-히드록시 인돌릴 알킬아미노-3-프로판올류 및 그 제조방법 KR900005021B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US50290183A 1983-06-10 1983-06-10
US502901 1983-06-10

Publications (2)

Publication Number Publication Date
KR850000396A true KR850000396A (ko) 1985-02-27
KR900005021B1 KR900005021B1 (ko) 1990-07-18

Family

ID=23999880

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019840003251A KR900005021B1 (ko) 1983-06-10 1984-06-09 1-펜옥시-3-히드록시 인돌릴 알킬아미노-3-프로판올류 및 그 제조방법

Country Status (29)

Country Link
JP (1) JPS608262A (ko)
KR (1) KR900005021B1 (ko)
AT (1) AT381492B (ko)
AU (1) AU569303B2 (ko)
BE (1) BE899875A (ko)
CA (1) CA1217496A (ko)
CH (1) CH662561A5 (ko)
CY (1) CY1518A (ko)
DE (1) DE3421252A1 (ko)
DK (1) DK162089C (ko)
ES (1) ES8507490A1 (ko)
FI (1) FI78291C (ko)
FR (1) FR2549054B1 (ko)
GB (1) GB2141121B (ko)
GR (1) GR82208B (ko)
HK (1) HK14690A (ko)
HU (1) HU191670B (ko)
IE (1) IE57682B1 (ko)
IL (1) IL72008A (ko)
IT (1) IT1206705B (ko)
LU (1) LU85410A1 (ko)
MY (1) MY102077A (ko)
NL (1) NL8401840A (ko)
NO (1) NO164471C (ko)
NZ (1) NZ208337A (ko)
SE (1) SE455865B (ko)
SG (1) SG1090G (ko)
YU (1) YU44873B (ko)
ZA (1) ZA844277B (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101986648B1 (ko) 2018-04-06 2019-06-07 (유)로뎀건설 강관작업구 굴착장치

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601008B1 (fr) * 1986-07-03 1990-03-30 Sanofi Sa Procede de synthese stereospecifique de derives de l'indole

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB962793A (en) * 1959-07-13 1964-07-01 Philips Nv Improvements in or relating to pharmacologically active compounds being substituted tryptamines
NL300886A (ko) * 1962-11-23
US4314943A (en) * 1977-07-13 1982-02-09 Mead Johnson & Company Heterocyclic substituted aryloxy 3-indolyl-tertiary butylaminopropanols
CA1116598A (en) * 1977-07-13 1982-01-19 William T. Comer 3-indolyl-tertiary butylaminopropanols
US4234595A (en) * 1977-07-13 1980-11-18 Mead Johnson & Company 3-Indolyl-tertiary butylaminopropanols
FR2463765A1 (fr) * 1979-08-17 1981-02-27 Clin Midy Nouveaux derives de l'indole actifs sur le systeme cardiovasculaire

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101986648B1 (ko) 2018-04-06 2019-06-07 (유)로뎀건설 강관작업구 굴착장치

Also Published As

Publication number Publication date
YU44873B (en) 1991-04-30
SG1090G (en) 1990-07-06
SE455865B (sv) 1988-08-15
YU99784A (en) 1986-10-31
GB2141121A (en) 1984-12-12
FR2549054A1 (fr) 1985-01-18
GB2141121B (en) 1987-01-07
SE8403112D0 (sv) 1984-06-08
KR900005021B1 (ko) 1990-07-18
IE57682B1 (en) 1993-02-24
HUT34445A (en) 1985-03-28
SE8403112L (sv) 1984-12-11
LU85410A1 (fr) 1985-03-26
DK284184A (da) 1984-12-11
HU191670B (en) 1987-03-30
HK14690A (en) 1990-03-02
CH662561A5 (de) 1987-10-15
FI842316A0 (fi) 1984-06-07
FI78291B (fi) 1989-03-31
MY102077A (en) 1992-03-31
DK284184D0 (da) 1984-06-08
ATA186784A (de) 1986-03-15
NO164471B (no) 1990-07-02
JPH0587503B2 (ko) 1993-12-16
NO164471C (no) 1990-10-10
NL8401840A (nl) 1985-01-02
IT1206705B (it) 1989-04-27
IE841441L (en) 1984-12-10
DE3421252A1 (de) 1984-12-13
NO842279L (no) 1984-12-11
AT381492B (de) 1986-10-27
FI78291C (fi) 1989-07-10
ZA844277B (en) 1985-03-27
IL72008A (en) 1988-05-31
ES533185A0 (es) 1985-09-16
CY1518A (en) 1990-11-16
DK162089B (da) 1991-09-16
DK162089C (da) 1992-02-24
ES8507490A1 (es) 1985-09-16
GR82208B (ko) 1984-12-13
IT8421330A0 (it) 1984-06-08
NZ208337A (en) 1988-10-28
AU2923884A (en) 1984-12-13
CA1217496A (en) 1987-02-03
JPS608262A (ja) 1985-01-17
AU569303B2 (en) 1988-01-28
IL72008A0 (en) 1984-10-31
FI842316A (fi) 1984-12-11
GB8414652D0 (en) 1984-07-11
FR2549054B1 (fr) 1988-03-04
BE899875A (fr) 1984-12-10

Similar Documents

Publication Publication Date Title
KR840004106A (ko) 4급 6,11-디하이드로-디벤조-[b,e]-티에핀-11-N-알킬-노르스코핀 에테르의 제조방법
KR870003989A (ko) 치환 및 이치환 피리딘-2,3-디카르복실레이트의 제조방법과 치환된 니코티네이트의 제조방법
KR850000406A (ko) 4-클로로-2-페닐이미다졸-5-아세트산유도체의 제조방법
KR850004482A (ko) 인돌-3-카르복사미드 유도체의 제조방법
KR830009086A (ko) 치환된 n-[4-(인돌릴)-피페리디노-알킬]-벤즈이미다졸론의 제조방법
KR860008200A (ko) 신규한 4'-탈메틸-4-에피포도필로톡신 유도체의 제조방법
KR850000396A (ko) 1-펜옥시-3-히드록시인돌릴알킬아미노-3-프로판올류의 제조방법
KR830007626A (ko) 2-(1,4-벤조디옥산-2-일알킬) 이미다졸류의 제조방법
KR900007800A (ko) 이사틴의 n-아릴화 방법
KR860001108A (ko) 페닐-나프티리딘의 제조방법
RU98112599A (ru) Способ получения производного 1-арил-1-цианоциклобутана
KR850003397A (ko) 치환된 피리딘의 제조방법
KR850000421A (ko) 벤조티아제핀 유도체의 제조방법
KR850001177A (ko) 페녹시 페닐 알칸 유도체의 제조방법
KR920008054A (ko) 4-에톡시페닐-3-아릴프로필(디메틸)실란의 제조방법
KR840006235A (ko) 치환된 1-피리딜옥시-3-인돌일알킬아미노-2-프로판올의 제조방법
Prousek Electron transfer processes. Reactions of 5-nitrofuryl derivatives going by anionradical mechanism
KR840008647A (ko) 대칭 1,4-디하이드로피리딘디카복실 에스테르의 제조방법
KR840002821A (ko) N-(2,3-에폭시프로필렌)-n-아르알킬술폰아미드 유도체의 제조방법
KR850000034A (ko) 테트라하이드로-β-카르보린 유도체의 제조방법
KR900007971A (ko) 인디고 화합물의 제조방법
KR840006208A (ko) 7-아닐리노이소퀴놀린-5,8-퀴논의 제조방법
KR850006397A (ko) 치환된 이소크로만 및 옥세핀의 제조방법
KR830007579A (ko) 피리미돈의 제조방법
KR850004098A (ko) 부타놀 유도체의 제조방법

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20020709

Year of fee payment: 13

LAPS Lapse due to unpaid annual fee