KR830007641A - 8-치환된 엘골린 유도체를 이성질화 시키는 방법 - Google Patents

8-치환된 엘골린 유도체를 이성질화 시키는 방법 Download PDF

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Publication number
KR830007641A
KR830007641A KR1019810003538A KR810003538A KR830007641A KR 830007641 A KR830007641 A KR 830007641A KR 1019810003538 A KR1019810003538 A KR 1019810003538A KR 810003538 A KR810003538 A KR 810003538A KR 830007641 A KR830007641 A KR 830007641A
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South Korea
Prior art keywords
elgorin
substituted
hydrogen
anion
electrons
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KR1019810003538A
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English (en)
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KR870001508B1 (ko
Inventor
브리크 데네크
뮤레 헤르베르트
Original Assignee
진크라이머
산도즈 리미티드
한스 루돌프 하우스
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid 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 in position 8
    • C07D457/06—Lysergic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
    • C07D457/10—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hetero atoms directly attached in position 8
    • C07D457/12—Nitrogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

내용 없음

Description

8-치환된 엘골린 유도체를 이성질화 시키는 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (12)

1단계에서 8α 위치에 있는 양자를 제거시켜 8β 위치에서 치환기를 당기는 전자를 갖는 엘고린의 음이온을 제조하고 2단계에서 생성된 음이온에 양성자를 첨가시키고 필요시 생성된 8α-치환된 엘고린을 바라는 8α-치환된 엘고린으로, 전환시켜 8α-치환된 엘고린을 제조하는 방법.
제1항에 있어서, 1위치에서 비치환된 엘고린에서 양자를 제거하는 방법.
제2항에 있어서, 하기 일반식(Ⅰ)의 화합물에서 양자를 제거시킨 엘고린을 제조하는 방법.
상기식에서
R1은 전자를 당기는 그룹이고
R2는 탄소수 1 내지 4의 알킬이고
R3는 수소, 메틸 또는 원자량이 9 내지 35인 할로겐이고
R4는 수소 또는 브롬이고
R5는 수소 또는 메톡시이다.
제1, 2 또는 3항에 있어서, 전자를 당기는 그룹이 에스테르, 아미드, 알데히드, 하이드라지드, 이민니트라이트, 하이드라존 또는 케톤의 아릴옥시카보닐 또는 알콕시카보닐의 화합물을 제조하는 방법.
제1항 내지 4항중 어느 하나에, 있어서 1단계에서 비친핵 성강염기를 사용하는 방법.
제1항 내지 5항중의 어느 하나에 있어서 음이온이 리튬 에놀 레이트인 제조방법.
제1항 내지 3항에 있어서 8α 치환된 엘고린이 9,10-디하이드로리세르그산 유도체인 제조방법.
제1항 내지 7항중어느 하나에 있어서, 8α-치환된 엘고린이 8α-아미노엘고린인 제조방법.
제8항 내지 8항중 어느 하나에 있어서, 8α-치환된 엘고린이 8α-설파모일-아미노엘고린인 제조방법.
제3항 내지 9항중 어느 하나에 있어서, 8α-치환된 엘고린이 N-(1,6-디메틸엘고린-8α-일)-N´,N´-디메틸 설파미드인 제조방법.
제1항 내지 10항중 어느 하나에 있어서: 8α-치환된 엘고린이 N-(6-메틸엘고린-8α-일)-N´,N´-디에틸설파미드, N-(6-n-프로필-엘고린-8α-일)-N´,N´-디에틸설파미드, 또는 N-(6-메틸엘고린-8α-일)-N´,N´-디에틸우레탄인 제조방법.
제1항에 있어서, 실시예중 어느 하나를 참고로 하여 상술한 바와 같이 제조하는 방법.
※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019810003538A 1980-09-23 1981-09-22 8-치환된 에르골린 유도체를 이성질화시키는 방법 KR870001508B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH7122/80 1980-09-23
CH712280A CH644606A5 (de) 1980-09-23 1980-09-23 Verfahren zur isomerisierung von 9,10-dihydrolysergsaeurederivaten.

Publications (2)

Publication Number Publication Date
KR830007641A true KR830007641A (ko) 1983-11-04
KR870001508B1 KR870001508B1 (ko) 1987-08-20

Family

ID=4320306

Family Applications (1)

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KR1019810003538A KR870001508B1 (ko) 1980-09-23 1981-09-22 8-치환된 에르골린 유도체를 이성질화시키는 방법

Country Status (27)

Country Link
US (1) US4515950A (ko)
EP (1) EP0048695B1 (ko)
JP (1) JPS5785385A (ko)
KR (1) KR870001508B1 (ko)
AT (1) ATE7916T1 (ko)
AU (1) AU547647B2 (ko)
CA (1) CA1178581A (ko)
CH (1) CH644606A5 (ko)
CS (1) CS228518B2 (ko)
DD (1) DD201679A5 (ko)
DE (1) DE3164195D1 (ko)
DK (1) DK418781A (ko)
ES (1) ES8301982A1 (ko)
FI (1) FI70018C (ko)
GR (1) GR75044B (ko)
HU (1) HU185317B (ko)
IE (1) IE51593B1 (ko)
IL (1) IL63902A (ko)
MA (1) MA19281A1 (ko)
NO (1) NO155967C (ko)
NZ (1) NZ198436A (ko)
PH (1) PH19436A (ko)
PL (1) PL134179B1 (ko)
PT (1) PT73713B (ko)
SU (1) SU1152521A3 (ko)
YU (1) YU42426B (ko)
ZA (1) ZA816617B (ko)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3309493A1 (de) * 1983-03-14 1984-09-20 Schering AG, 1000 Berlin und 4709 Bergkamen Neue ergolin-derivate, verfahren zu ihrer herstellung sowie verwendung als arzneimittel
CH664568A5 (de) * 1984-01-12 1988-03-15 Sandoz Ag 8-alpha-acylaminoergoline.
DE3533672A1 (de) * 1985-09-19 1987-03-26 Schering Ag Neue 12- und 13-substituierte ergolinderivate
DE3533675A1 (de) * 1985-09-19 1987-03-26 Schering Ag Neue 12- und 13-brom-ergolinderivate
DE3708028A1 (de) * 1987-03-10 1988-09-22 Schering Ag Verfahren zur herstellung von 2,3ss-dihydroergolinen, 2-substituierte 2,3ss-dihydroergoline und ihre verwendung als arzneimittel
CA2974113A1 (en) 2015-01-20 2016-07-28 Xoc Pharmaceuticals, Inc. Isoergoline compounds and uses thereof
CN107428745A (zh) 2015-01-20 2017-12-01 Xoc制药股份有限公司 麦角灵化合物及其用途
JP2020522504A (ja) 2017-06-01 2020-07-30 エックスオーシー ファーマシューティカルズ インコーポレイテッドＸｏｃ Ｐｈａｒｍａｃｅｕｔｉｃａｌｓ， Ｉｎｃ 多環式化合物およびそれらの用途

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3817988A (en) * 1971-11-16 1974-06-18 Res Inst Medicine Chem PROCESS FOR 11,12-ENOLISATION OF 9a-HALO-11-KETO-STEROIDS
CH585750A5 (en) * 1973-10-12 1977-03-15 Sandoz Ag Prepn. of (8)-methyl-dihydro-lysergic acid derivs. - from (7)-ergolene-(8)-carboxylates by methylation and redn.
GB1517973A (en) * 1974-07-19 1978-07-19 Sandoz Ltd 6-methyl-8alpha-n,n-dimethylsulphamoylaminoergoline i
US3968111A (en) * 1974-12-06 1976-07-06 Eli Lilly And Company 8,8-Disubstituted-6-methylergolines and related compounds
DE2656344A1 (de) * 1975-12-23 1977-07-07 Sandoz Ag Ergolinderivate, ihre verwendung und herstellung
DE3063869D1 (en) * 1979-06-13 1983-07-28 Schering Ag (ergolin-yl)-n', n'-diethyl urea derivatives, their preparation and pharmaceutical compositions containing them
US4246265A (en) * 1979-10-01 1981-01-20 Eli Lilly And Company 6-n-Propyl-8α-methoxymethyl or methylmercaptomethylergolines and related compounds
DE3001752A1 (de) * 1980-01-16 1981-07-30 Schering Ag Berlin Und Bergkamen, 1000 Berlin Verfahren zur herstellung von 8(alpha)-substituierten 6-methylergolinen

Also Published As

Publication number Publication date
US4515950A (en) 1985-05-07
NO155967C (no) 1987-07-01
DE3164195D1 (en) 1984-07-19
AU547647B2 (en) 1985-10-31
IL63902A (en) 1986-07-31
FI70018B (fi) 1986-01-31
YU227581A (en) 1983-10-31
DK418781A (da) 1982-03-24
YU42426B (en) 1988-08-31
FI70018C (fi) 1986-09-12
DD201679A5 (de) 1983-08-03
EP0048695B1 (de) 1984-06-13
HU185317B (en) 1985-01-28
NO813196L (no) 1982-03-24
MA19281A1 (fr) 1982-04-01
NO155967B (no) 1987-03-23
GR75044B (ko) 1984-07-12
CA1178581A (en) 1984-11-27
ATE7916T1 (de) 1984-06-15
ES505669A0 (es) 1982-12-16
PT73713B (en) 1983-05-11
PL134179B1 (en) 1985-07-31
CH644606A5 (de) 1984-08-15
AU7555681A (en) 1982-04-01
ZA816617B (en) 1983-04-27
SU1152521A3 (en) 1985-04-23
IL63902A0 (en) 1981-12-31
KR870001508B1 (ko) 1987-08-20
CS228518B2 (en) 1984-05-14
NZ198436A (en) 1985-07-12
PH19436A (en) 1986-04-15
ES8301982A1 (es) 1982-12-16
PT73713A (en) 1981-10-01
PL233129A1 (ko) 1982-05-10
EP0048695A1 (de) 1982-03-31
FI812894L (fi) 1982-03-24
IE812201L (en) 1982-03-23
IE51593B1 (en) 1987-01-21
JPS5785385A (en) 1982-05-28

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