• 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:
    The method of producing derivatives of diazepinone of the general formula (1) K, O. .N-ci Jf where R is hydrogen C-C-alkyl; Rj is hydrogen or methyl, characterized in that the compound of the general formula (fl) where R and Yad have the indicated values, Hal is a halogen, is cyclized at 120-180 ° C in an organic solvent medium, if necessary in the presence of a catalytic amount of mineral acid with the subsequent selection of the target product. About with CO eaten
    公开号:SU1103795A3
    申请号:SU823441915
    申请日:1982-05-25
    公开日:1984-07-15
    发明作者:Шмидт Гюнтер；Энгель Вольфхард；Эберлейн Вольфганг；Труммлитц Гюнтер；Энгельхардт Гюнтер
    申请人:Др. Карл Томэ Гмбх (Фирма)；
    IPC主号:
    专利说明:

    This invention relates to a process for the preparation of novel diazepi derivatives having analgesic, anti-inflammatory and antipyretic effects. Derivatives of diazepinone, in particular, 5,11-dimethyl-5., 11-digvd po-6H-pyrido- (2,3-b) - (1,4) -benzodiazepin-6-one, are also known, which also has analgesic, anti-inflammatory and antipyretic effect 1. The aim of the invention is to obtain new derivatives of diazepine with improved biological properties. This goal is achieved by the fact that according to the method of producing HOBbnt derivatives of diazepinone of the general formula cc: 1, where R is hydrogen or C-C-alkyl; Rj is hydrogen or methyl, based on the known reaction of carboxamide catalyzed by heating in an organic solvent medium, if necessary in the presence of a catalytic amount of mineral acid 1: 2, a compound of general formula 1, „„ YY -Hal „“; j. H Ji 3 where R and RJ have the meaning Hal - halogen, is cyclized at 120-180 ° C in an organic solvent medium, if necessary in the presence of a catalytic amount of mineral acid, followed by isolation of the target product. Example 1. 1,3-Dimethyl-1,2, A 10-tetrahydropyrazolo {4,3-e) -pyrido - (3,2-b) - (1,4) -diazepin-10-one. 25.7 g (0.0966 mol) of 4-amino-N- (2-chloro-3-pyridinyl) -1,3-dimethyl-1H-pyrazole-5-carboxamide and 0.5 ml of 50 ml of concentric acid sulfuric acid sulfolane is stirred for 150 minutes at 120 ° C. After cooling, the slurry of crystals is sucked off and washed with n-propanol. Then stir with dilute aqueous ammonia and suction. Obtain 21.2 g (95.5% of theoretical) of the desired product with so pl. 197-199 ° C (from ethyl acetate). Example 2. 1,4,9,10-Tetrahydro-1, 3-4,9 tetramethyl-pyrazolo- (4,3-e) -pyrido- (3 ,, 2-b) - (1, 4) -diazepine -10-he 5.9 g of N- (2-chlorop-3-pyridinyl) -N-methyl-1, 3-dimethyl-4-methylamino-1H-pyrazole-5-carboxamide in 6 ml of 1,2,4-trichlorobenzene is stirred for 5 hours at 180 ° C. After cooling, the slurry is sucked off, washed with cyclohexane and recrystallized from aqueous ethanol. Tplg 147-148,5 with, the output of 74% of theoretical. Analogously to Example 2, the following compounds are prepared. 1. 1,4,9,10-Tetrahydro-1,3,9-trimethyl-pyrazolo- (4,3-e) -pyrido- (3,2-b) - (1,4) -diazepin-10- he with m.p. 141141, 5 ° C, yield 70% of theoretical. P. 1,3-Dimethyl-9-ztil-1,4,9, 10-tetrahydro-pyrazolo- (4,3-e) -pyrido- (3, 2-b) - (1,4) -diazepine- 10-he with t. Pieces. 137-138 ° C, yield 72.5% of theoretical. . 9-Ethyl-1,4,9,10-tetrahydro-1, 3,4-trimethyl-pyrazolo- (4,3-e) pyrido- (3,2-b) - (1,4-diazepin-10- it with mp 127-129 ° C, 75% yield of theoretical. Vf, 9- (i-Butyl) -1, 3-dimethyl-1,4, 9,10-tetrahydropyrazolo- (4.3 -e) -pyrido- (3,2-b) - (1,4) -diazepin-10-one with mp 144-146 ° C (from ethyl acetate), 65.5% of the theoretical yield. V. 9- (n-Butyl) -1,4,9,10-tetrahydro-1, 3,4-trimethyl-pyrazolo- (4,3-e) -pyrido- (3,2-b) -1,4- Diazepin-10-one with mp 93-93.5 C (from petroleum ether), yield 71% of theoretical .1.1, 3-Dimethyl-9- (n-propyl) -1, 4.9 , 10-tetrahydropyrazolo- (4,3-e) -pyrido- (3,2-b) - (1,4) -diazepin-10-one with mp 196-197.5 (from ethyl acetate) , yield 68.5% of theory matic about.
    权利要求:
    Claims (1)
    [1]
    METHOD FOR PRODUCING DIAZEPINONE DERIVATIVES of the general formula (1) where is hydrogen C ^ -C ^ -alkyl; R 2 is hydrogen or methyl, characterized in that the compound of the general formula (ΪΊ) where and Rj have the indicated values of H1 - halogen, are cyclized at 120-180 ° C in an organic solvent, if necessary in the presence of a catalytic amount of mineral acid with the subsequent selection of the target product.
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    同族专利:
    公开号 | 公开日
    ZA823919B|1984-02-29|
    EP0066774A1|1982-12-15|
    KR880001719B1|1988-09-08|
    US4381303A|1983-04-26|
    FI821992A0|1982-06-04|
    IE53067B1|1988-05-25|
    DE3122670A1|1982-12-23|
    NO158063C|1988-07-06|
    AR229124A1|1983-06-15|
    FI71560B|1986-10-10|
    IL65977A|1984-12-31|
    NO158063B|1988-03-28|
    IL65977D0|1982-09-30|
    PH17719A|1984-11-21|
    PT75016A|1982-07-01|
    DK253382A|1982-12-07|
    ES8304571A1|1983-03-01|
    FI71560C|1987-01-19|
    NZ200859A|1985-08-16|
    EP0066774B1|1984-12-12|
    AT10744T|1984-12-15|
    AU8460582A|1982-12-16|
    PT75016B|1985-05-17|
    NO821882L|1982-12-07|
    DD202574A5|1983-09-21|
    ES512846A0|1983-03-01|
    KR840000543A|1984-02-25|
    GR76438B|1984-08-10|
    GB2117755A|1983-10-19|
    AU552765B2|1986-06-19|
    PL135845B1|1985-12-31|
    JPS57212182A|1982-12-27|
    PL236742A1|1984-03-26|
    IE821350L|1982-12-06|
    GB2117755B|1985-01-30|
    CS226743B2|1984-04-16|
    HU186067B|1985-05-28|
    DE3261530D1|1985-01-24|
    YU118282A|1986-04-30|
    CA1167440A|1984-05-15|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US3450694A|1966-02-23|1969-06-17|Abbott Lab|Substituted benzoxazepines and benzothiazepines|
    DE2707269A1|1977-02-19|1978-08-24|Hoechst Ag|HETEROCYCLIC NITROGEN COMPOUNDS AND THE METHOD FOR THEIR PRODUCTION|
    AU529934B2|1979-08-03|1983-06-23|Byk Gulden Lomberg Chemische Fabrik Gmbh|Substituted tetraazatricyclic compounds|DE3643666A1|1986-12-20|1988-06-30|Thomae Gmbh Dr K|NEW CONDENSED DIAZEPINONE, METHOD FOR THE PRODUCTION THEREOF, AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS|
    US4749788A|1987-04-13|1988-06-07|A. H. Robins Company, Incorporated|Process for the preparation of aryl-pyrido benzodiazepines|
    US5366972A|1989-04-20|1994-11-22|Boehringer Ingelheim Pharmaceuticals, Inc.|5,11-dihydro-6H-dipyridodiazepines and their use in the prevention or treatment of HIV infection|
    DK0410148T3|1989-06-28|1994-08-08|Boehringer Ingelheim Pharma|Novel 5,11-dihydro-6H-dipyrido-diazepin-6-ones and thiones and their use in the prevention or treatment of AIDS|
    CA2052946A1|1990-10-19|1992-04-20|Karl G. Grozinger|Method for the preparation of 5,11-dihydro-6h-dipyrido ¬3,2-b:2', 3'-e| ¬1,4|diazepines|
    ES2137113B1|1997-07-29|2000-09-16|Almirall Prodesfarma Sa|NEW DERIVATIVES OF TRIAZOLO-PIRIDAZINAS HETEROCICLICOS.|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19813122670|DE3122670A1|1981-06-06|1981-06-06|"NEW 1,4,9,10-TETRAHYDRO-PYRAZOLOPYRIDO DIAZEPIN-10-ONE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR THE PRODUCTION OF PHARMACEUTICAL ACTIVE SUBSTANCES "|
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