CA1178581A - Process for the isomerization of 8-substituted ergoline derivatives - Google Patents

Process for the isomerization of 8-substituted ergoline derivatives

Info

Publication number
CA1178581A
CA1178581A CA000386357A CA386357A CA1178581A CA 1178581 A CA1178581 A CA 1178581A CA 000386357 A CA000386357 A CA 000386357A CA 386357 A CA386357 A CA 386357A CA 1178581 A CA1178581 A CA 1178581A
Authority
CA
Canada
Prior art keywords
ergoline
process according
alpha
electron withdrawing
withdrawing group
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
CA000386357A
Other languages
English (en)
French (fr)
Inventor
Herbert Muhle
Zdenek Brich
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Application granted granted Critical
Publication of CA1178581A publication Critical patent/CA1178581A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

  • 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)
CA000386357A 1980-09-23 1981-09-22 Process for the isomerization of 8-substituted ergoline derivatives Expired CA1178581A (en)

Applications Claiming Priority (2)

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

Publications (1)

Publication Number Publication Date
CA1178581A true CA1178581A (en) 1984-11-27

Family

ID=4320306

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000386357A Expired CA1178581A (en) 1980-09-23 1981-09-22 Process for the isomerization of 8-substituted ergoline derivatives

Country Status (27)

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

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
HU197569B (en) * 1984-01-12 1989-04-28 Sandoz Ag Process for producing 8alpha-acylaminoergoline derivatives and pharmaceuticals comprising such compounds
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
CN107405346A (zh) 2015-01-20 2017-11-28 Xoc制药股份有限公司 异麦角灵化合物及其用途
JP6856532B2 (ja) 2015-01-20 2021-04-07 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 エルゴリン化合物およびその使用
BR112019025420A2 (pt) 2017-06-01 2020-06-16 Xoc Pharmaceuticals, Inc. Compostos policíclicos e usos destes

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.
GB1517971A (en) * 1974-07-19 1978-07-19 Sandoz Ltd 8alpha-substituted ergoline i derivatives
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
EP0021206B1 (de) * 1979-06-13 1983-06-22 Schering Aktiengesellschaft Neue (Ergolin-yl)-N', N'-diäthylharnstoff-Derivate, ihre Herstellung und sie enthaltende Arzneimittel
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
IE812201L (en) 1982-03-23
PT73713A (en) 1981-10-01
AU7555681A (en) 1982-04-01
ZA816617B (en) 1983-04-27
ES505669A0 (es) 1982-12-16
HU185317B (en) 1985-01-28
SU1152521A3 (en) 1985-04-23
DE3164195D1 (en) 1984-07-19
DD201679A5 (de) 1983-08-03
NZ198436A (en) 1985-07-12
CH644606A5 (de) 1984-08-15
AU547647B2 (en) 1985-10-31
PH19436A (en) 1986-04-15
FI70018C (fi) 1986-09-12
KR830007641A (ko) 1983-11-04
FI70018B (fi) 1986-01-31
NO813196L (no) 1982-03-24
EP0048695A1 (de) 1982-03-31
DK418781A (da) 1982-03-24
YU42426B (en) 1988-08-31
NO155967C (no) 1987-07-01
ES8301982A1 (es) 1982-12-16
NO155967B (no) 1987-03-23
MA19281A1 (fr) 1982-04-01
PL233129A1 (enExample) 1982-05-10
IL63902A (en) 1986-07-31
US4515950A (en) 1985-05-07
PL134179B1 (en) 1985-07-31
FI812894L (fi) 1982-03-24
IL63902A0 (en) 1981-12-31
EP0048695B1 (de) 1984-06-13
GR75044B (enExample) 1984-07-12
IE51593B1 (en) 1987-01-21
PT73713B (en) 1983-05-11
JPS5785385A (en) 1982-05-28
ATE7916T1 (de) 1984-06-15
KR870001508B1 (ko) 1987-08-20
CS228518B2 (en) 1984-05-14
YU227581A (en) 1983-10-31

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Legal Events

Date Code Title Description
MKEX Expiry