• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    A method for producing 2-oxymethyl-6-methyl-4-p-thrombenyl 2, 3-C7-pi-pyridine formula CH2 CHYHCl, in which 2-1 FORM-1 -6 is methyl-4-p-tolyltieno-C2.3-a-a-a-a-c-a-c-3-c-3-FORM-1 -6-methyl-4-tolylthieno-2-a-c-a-c-3-c-3-FORM-1-6-methyl-4-tolyl-thienyl-2-methyl-4-tolyl-1-methyl sodium borohydride with water in an inert organic solvent.
    公开号:SU1187723A3
    申请号:SU833679908
    申请日:1983-12-28
    公开日:1985-10-23
    发明作者:Шнейдер Клаус；Вальтер Герхард；Вебер Карл-Гейнц；Дитрих Бехтель Вольф；Беке -Кун Карин
    申请人:Берингер Ингельгейм Кг (Фирма)；
    IPC主号:
    专利说明:

    1 The invention relates to methods for the preparation of new chemical compounds, namely, the preparation of hydrochloride and 2-hydroxymethyl-6-methyl-4-n-that lithieno 2,3-cJ piperidine of the formula CHNSS which has antidepressant activity and can be used in medicine. The aim of the invention is to develop a method for producing a new biologically active compound, based on the known reduction reaction of carbonyl compounds with sodium borohydride. Example. 22 g of 2-forms-1-6-methyl-4-p-tolyltieno 2,3-e j piperidine are dissolved in 100 ml of dioxane and slowly mixed with 4 g of sodium borohydride in 50 ml of water. After completion of the reaction, the excess sodium borohydride is decomposed with hydrochloric acid. The solution is alkalinized with aqueous ammonia, extracted with ether and the product is taken up as hydrochloride. Yield: 12.3 g (58% of theory) m.p. 238-239 C (ethanol). The criterion for the long-term determination of the antidepressant effect is reserpine antagonism, i.e. elimination of hypothermic effect caused by reserpine 232. The experiment was carried out on a test; one dose was administered to 5 animals. 17 hours after the intraperitoneal administration of 2 mg / kg of reserpine, the body temperature of the animals is peripherally measured at room temperature. The test compound is then administered orally and body temperature is measured after 1, 3, 5, and 7 hours. For each measurement point, the average dose (EDj.) Is determined, at which the body temperature of the animals approaches 50% of the body temperature of the animals, which reserpine was not administered. The results of the experiments are given in the table. 2.5 0.24 2.5 Compound of formula 1 2-chloro-4-p-tholne-6-methylthieno C2 hydrochloride, piperidine
    权利要求:
    Claims (2)
    [1]
    METHOD FOR PRODUCING 2-OXYMETHYL-6-METHYL-4-P-TOLYLTHIENO (2,3-C1PIPERIDINE, formula of the formula characterized in that,
    [2]
    2-1 formyl-6-methyl-4-p-tolylthieno C2,3-c] piperidine is reacted with a mixture of sodium borohydride with water in an inert organic solvent.
    1 1187723 2
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    同族专利:
    公开号 | 公开日
    ES8405406A1|1984-06-01|
    AT20066T|1986-06-15|
    CS572183A2|1984-12-14|
    PL240855A1|1984-06-18|
    CA1197506A|1985-12-03|
    AU1205783A|1983-09-08|
    NZ203471A|1985-05-31|
    GB2117762B|1985-09-25|
    FI830661A0|1983-03-01|
    CS572083A2|1984-12-14|
    GB8306033D0|1983-04-07|
    EP0088250A2|1983-09-14|
    CS237337B2|1985-07-16|
    CS137083A2|1984-12-14|
    PT76335B|1986-02-03|
    JPS58162591A|1983-09-27|
    KR840004110A|1984-10-06|
    EP0088250B1|1986-05-28|
    IL68032A|1986-01-31|
    DE3363643D1|1986-07-03|
    FI74282C|1988-01-11|
    IL68032D0|1983-06-15|
    DK87383A|1983-09-06|
    PL138474B1|1986-09-30|
    PT76335A|1983-04-01|
    PL139429B1|1987-01-31|
    ES8404357A1|1984-04-16|
    ES525749A0|1984-06-01|
    PL245746A1|1985-03-12|
    CS237342B2|1985-07-16|
    CS237341B2|1985-07-16|
    NO830758L|1983-09-06|
    PL245747A1|1985-01-02|
    PH18897A|1985-10-30|
    FI74282B|1987-09-30|
    ZA831477B|1984-11-28|
    GB2117762A|1983-10-19|
    FI830661L|1983-09-06|
    AU554783B2|1986-09-04|
    EP0088250A3|1984-04-25|
    GR78456B|1983-03-04|
    ES8405405A1|1984-06-01|
    US4482559A|1984-11-13|
    ES525750A0|1984-06-01|
    DK87383D0|1983-02-24|
    DE3207939A1|1983-09-15|
    HU185193B|1984-12-28|
    US4550106A|1985-10-29|
    DD210278A5|1984-06-06|
    PL137768B1|1986-07-31|
    ES520314A0|1984-04-16|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US3823151A|1968-08-02|1974-07-09|Ciba Geigy Corp|4,5,6,7-tetrahydrothienopyridines|
    US3705910A|1970-05-20|1972-12-12|Exxon Research Engineering Co|N-)-propionamides|
    FR2358150B1|1976-07-13|1978-12-15|Parcor|
    DE2746443C2|1977-10-15|1986-09-18|C.H. Boehringer Sohn, 6507 Ingelheim|4-Phenyl-thieno- [2,3-c] -piperidines, processes for their preparation and pharmaceutical compositions containing them|
    AT368504B|1977-10-15|1982-10-25|Boehringer Sohn Ingelheim|METHOD FOR PRODUCING NEW 4-PHENYL-THIENO- -PIPERIDINE|FR2570701B1|1984-09-27|1987-05-22|Synthelabo|FUROPYRIDINES DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION|
    JPH0556358B2|1985-07-03|1993-08-19|Shionogi Seiyaku Kk|
    US4775757A|1986-09-22|1988-10-04|Ortho Pharmaceutical Corporation|Thienopyridines useful as cardiovascular agents|
    US5532240A|1991-12-26|1996-07-02|Yoshitomi Pharmaceutical Industries, Ltd.|Condensed thiophene compound and pharmaceutical use thereof|
    WO1998040385A1|1997-03-07|1998-09-17|Novo Nordisk A/S|4,5,6,7-TETRAHYDRO-THIENO[3,2-c]PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE|
    US6177443B1|1997-03-07|2001-01-23|Novo Nordisk A/S|4,5,6,7-tetrahydro-thieno[3, 2-C]pyridine derivatives, their preparation and use|
    US6262044B1|1998-03-12|2001-07-17|Novo Nordisk A/S|Modulators of protein tyrosine phosphatases |
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19823207939|DE3207939A1|1982-03-05|1982-03-05|NEW BASICALLY SUBSTITUTED 4-PHENYL-4,5,6,7-TETRAHYDROTHIENOPYRIDINE, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM|
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