• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
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  • 引用文献
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  • 优先权
    • 专利摘要:
    1. Process for the preparation of 8 alpha-substituted 6-methyl-10 alpha-H-ergolines of the general formula : see diagramm : EP0032684,P4,F1 in which R**1 is NH-CO-NR2 , CO-NH-NR2 , CONR2 or CH2 OR (wherein R in each case represents hydrogen, methyl or ethyl) by reduction of corresponding 8 alpha-substituted 9,10-didehydro-6-methylergolines with alkali-metal in liquid ammonia, characterised in that the reduction is carried out in the presence of an arylamine from the group aniline, methylaniline, anisidine, o-dianisidine, diphenylamine, ethylaniline, p-phenylenediamine, dimethoxyaniline, phenylhydrazine, dinitrophenylhydrazine and benzidine in an amount of 0.5-5 molar equivalents relative to the ergoline present.
    公开号:SU971101A3
    申请号:SU803003654
    申请日:1980-11-14
    公开日:1982-10-30
    发明作者:Зауер Герхард
    申请人:Шеринг Аг(Фирма)；
    IPC主号:
    专利说明:

    397
    radiation of new BS-ergoline derivatives.
    Example 1. In approximately 10 ml of anhydrous ammonia, 100 mg of lithium is dissolved and T mmol 3-SZIO-dihydro-6-methyl-8c ergolinyl -1, 1-diethylurea 1 and 1 are added at a given temperature for a few minutes. , 5 mmol of aniline in 5 ml of tetrahydrofuran. If the solution becomes discolored, a small amount of lithium is added. Then it is stirred for 30 minutes at -70 ° C, mixed with ammonium chloride until f decolorization and the ammonia is evaporated. The residue is dissolved in saturated sodium bicarbonate solution, saturated with common salt and shaken with chloroform or ethyl acetate. The organic phase is dried over sodium sulfate, evaporated and the residue is re-crystallized from ethanol. 3 -, - b-methyl-8 ot.-ergolinyl -1.11014 is obtained.
    I-diethylurea P with a yield of 35%, + 29.
    Example 2. Analogously to example 1 of the isothermal acid amide
    5 I get amide-6-methyl-ergolin-8ct-carboxylic acid fV, from isothermal acid iethylamide J / get diethyl amide b-methyl-ergolin-3-carboxylic acid, from hydrazide from lysergic acid vTl get hydrazide-6-methyl- ergolin-8o-carboxylic acid, and 6-methyl-ergolin-8o-methanol X is obtained from isolizergol.
    .
    5 Example 3. In the same manner as in the case of Example 1, from 1 mmol of 3- (9 10-didehydro-b methyl-8O1. -Ergolinyl) -1,1-diethyl urea, 3- (b-methyl-3c ergolinyl ) -1.1 to dime
    fO tilmurea Exit 76, Gs-3p 25 (chloroform).
    The following experiments were carried out. table).
    Li Li Li
    Aniline
    Methylaniline
    Aniline
    TO
    Anisidine
    Li
    o-dianisidine
    Li
    Diphenylamine
    Li
    p-phenylenediamine
    Li
    Aniline
    Li
    Aniline
    Na
    Aniline
    Li
    Li
    Aniline
    Li Anilin
    Li 3,5-dimethoxyaniline
    Li
    70 85 72 75 9 90 75 71 92 81 78 69 87 86 73
    +30
    +29
    +29
    +29
    +30
    +29
    +29
    +30
    +2
    + 1
    -67
    -23
    -2
    -70
    权利要求:
    Claims (2)
    [1]
    +30 Claim 1. Investigation of 8 oL-substituted-b-methyl-10-10 -H-ergolins of general formula I: N-CH, where R is the group NH-CO-NCR) where R is hydrogen, by reduction of the corresponding 9 , 10-didehydro-6-methyl-ergolins with
    Continuation of the table 15 20 25 methyl 30 followed by separation of the target products, characterized in that, in order to increase the stereoselectivity of the process and expand the range of target products, alkali metal is used as a reducing agent and the process is carried out in ammonia at -70 ° C in the presence of tetrahydrofuran and with the addition of arylamine. .
    [2]
    2. Method pop.1, which is also distinguished by the fact that as the alkali metal is used., 3- Method p. Clause 1, about tl and the fact that aniline, anisidine or phenylhydrazine is used as arylamine. Sources of information taken into account during the examination 1. Unaccepted for Germany of Germany No. 22385 0, CL. 07 D 57/12, 1977 (prototype).
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    同族专利:
    公开号 | 公开日
    DE3172932D1|1986-01-02|
    RO81385B|1983-06-30|
    EP0032684B1|1985-11-21|
    YU8181A|1983-10-31|
    DE3001752A1|1981-07-30|
    JPS56100782A|1981-08-12|
    YU42111B|1988-04-30|
    EP0032684A1|1981-07-29|
    RO81385A|1983-07-07|
    US4417051A|1983-11-22|
    DK11981A|1981-07-17|
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    DK163995B|1992-04-27|
    DD156973A5|1982-10-06|
    HU183285B|1984-04-28|
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    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    CH386439A|1961-01-31|1965-01-15|Sandoz Ag|Process for the preparation of new dihydrolysergic acid derivatives|
    CH477447A|1962-07-13|1969-08-31|Farmaceutici Italia|Process for the preparation of new derivatives of dihydro-D-lysergic acid and 1-methyl-dihydro-D-lysergic acid-a-hydroxyethylamide|
    ES290275A2|1962-07-26|1964-03-01|Farm Italia|Procedure for preparing new compounds for 6-methyl and 1,6-dimethyl-er-golina ii |
    CH507248A|1967-03-16|1971-05-15|Spofa Vereinigte Pharma Werke|Process for the preparation of D-6-methylergolin ylacetic acid|
    US3901893A|1970-05-18|1975-08-26|Richter Gedeon Vegyeszet|New dihydro-lysergic acid derivative|
    SE396753B|1970-05-18|1977-10-03|Richter Gedeon Vegyeszet|ANALOGICAL PROCEDURE FOR PREPARING AN ASSOCIATION OF THE DIHYDROLYSERG ACID SERIES|
    CH573936A5|1971-08-05|1976-03-31|Spofa Vereinigte Pharma Werke|
    US3968111A|1974-12-06|1976-07-06|Eli Lilly And Company|8,8-Disubstituted-6-methylergolines and related compounds|CH644606A5|1980-09-23|1984-08-15|Sandoz Ag|METHOD FOR ISOMERIZING 9,10-DIHYDROLYSE ENERGY DERIVATIVES.|
    DE3101535A1|1981-01-14|1982-08-12|Schering Ag, 1000 Berlin Und 4619 Bergkamen|NEW-N'.N'-DIETHYL-UREA DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICINAL PRODUCT|
    US4526892A|1981-03-03|1985-07-02|Farmitalia Carlo Erba, S.P.A.|Dimethylaminoalkyl-3--ureas|
    DE3216870A1|1982-05-03|1983-11-03|Schering AG, 1000 Berlin und 4709 Bergkamen|PHARMACEUTICAL PREPARATIONS WITH A CYTOSTATIC EFFECT|
    PH21123A|1983-04-28|1987-07-27|Erba Farmitalia|Ergoline derivatives|
    DE3445784A1|1984-12-13|1986-06-26|Schering AG, Berlin und Bergkamen, 1000 Berlin|METHOD FOR PRODUCING ERGOLIN DERIVATIVES|
    DE3533675A1|1985-09-19|1987-03-26|Schering Ag|NEW 12- AND 13-BROMINE ERGOL DERIVATIVES|
    HU196598B|1986-04-25|1988-12-28|Richter Gedeon Vegyeszet|Process for producing 1- and/or 8-substituted 2-halogenated ergoline derivatives and pharmaceutics comprising such compounds|
    US5242678A|1986-07-10|1993-09-07|Schering Aktiengesellschaft|BR-diagnostics for monoamine receptors|
    DE3623438C2|1986-07-10|1998-04-09|Schering Ag|Ergolinyl urea derivatives labeled in the 2-position with radioactive iodine, process for their preparation and their use as diagnostics|
    JP4835153B2|2005-12-22|2011-12-14|富士電機リテイルシステムズ株式会社|Vending machine product delivery device|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19803001752|DE3001752A1|1980-01-16|1980-01-16|METHOD FOR PRODUCING 8SUBSTITUTED 6-METHYLERGOLINES|
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