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    • 6. 发明授权
      US4935515A 2,3,4,5-tetrahyd ro-1H-[1,2,5]triazocino(1,2-a)[1,2,4]benzotriazin-7(8H)-ones, thiones and derivatives 失效
    • 2,3,4,5-tetrahyd ro-1H-[1,2,5]triazocino(1,2-a)[1,2,4]benzotriazin-7(8H)-ones, thiones and derivatives
    • US4935515A
    • 1990-06-19
    • US432245
    • 1989-11-06
    • Michael W. Winkley , James L. Diebold
    • Michael W. Winkley , James L. Diebold
    • C07D487/04
    • C07D487/04
    • Disclosed herein are novel 1,2,3,4,5,6-hexahydro[1,3,6]triazocino[1,2-a]benzimidazole of Formulas I and II: ##STR1## wherein R.sup.1 may be phenyl, m- or p-nitrophenyl, m- or p-methylsulfonylaminophenyl, napthtyl, naphthyl mono-substituted by nitro or methylsulfonylamino, benzofurazanyl, 2-pyrimidinyl, 2- or 4-pyridinyl, 2- or 4-naphthyridinyl, pyrazinyl, isoquinolinyl, or quinolinyl;R.sup.2 may be hydrogen; C.sub.1 -C.sub.8 alkyl; phenyl(C.sub.1 -C.sub.4)alkyl or substituted-phenyl(C.sub.1 -C.sub.4)alkyl, in which phenyl may have one to three substituents selected from C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluorine, chlorine or bromine; phenyl or substituted-phenyl in which the phenyl substituents are the same as for substituted-phenyl (C.sub.1 -C.sub.4)alkyl; 2- or 4-pyrimidinyl; pyrazinyl; imidazolyl; C.sub.1 -C.sub.4 alkanoyl; halo or dihalo-(C.sub.1 -C.sub.4)alkanoyl, in which halo is fluoro or chloro; benzoyl or benzoyl substituted on the phenyl ring by one or two C.sub.1 -C.sub.4 alkyl groups; C.sub.1 -C.sub.4 alkanoyloxy; C.sub.1 -C.sub.4 alkylamino(C.sub.1 -C.sub.4 alkanoyl; C.sub.1 -C.sub.4 alkyloxycarbonyl; C.sub.1 -C.sub.4 alkylaminocarbonyl; phenylaminocarbonyl in which phenyl may have one to three C.sub.1 -C.sub.4 alkyl groups; phenyloxy or naphthyloxy-(C.sub.1 -C.sub.4)alkyl in which the phenyl or naphthyl ring may be substituted by one to three C.sub.1 -C.sub.4 alkyl groups; C.sub.1 -C.sub.4 alkylsulfonyl; (C.sub.1 -C.sub.4)alkyl- or N-di-(C.sub.1 -C.sub.4 alkyl)carboxamido(C.sub.1 -C.sub.4)alkyl; N-phenyl or substituted phenyl-carboxamido-(C.sub.1 -C.sub.4)alkyl in which phenyl may be substituted as above for C.sub.1 -C.sub.4 alkyl-substituted phenyl; cyano; amidino in which each N atom is substituted by a C.sub.1 -C.sub.4 alkyl group; and C.sub.1 -C.sub.4 alkylguanidino; andR.sup.3 and R.sup.4 are, independently, selected from hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, fluorine and chlorine, or acid addition salts thereof. Compounds of formulas I and II having certain values of R.sup.2 are antiarrhythmic or antiischaemic agents. The remaining values of R.sup.2 provide intermediate compounds of formulas I and II.Also disclosed herein a novel tetrahydro-3-substituted-7-substituted-1H[1,2,5]triazepino[1,2-a][1,2,4]benzotriazines, wherein the 7 substituent may be --SMe, --Cl or Br and the 3 substituent is the same as R.sup.2 in formulas I and II above. These compounds also serve as intermediates for the production of the antiarrhythmic agents for formula II above.
    • 基本信息 添加关注 加入工作空间 PDF全文 PDF下载 全文下载 相似专利 双屏查看 权利要求书 说明书全文 Global Dossier Espacenet 法律信息 同族专利 专利引用
    • 7. 发明授权
      US4801706A N-substituted-hexahydro-1,2,5-triazepines 失效
    • N-substituted-hexahydro-1,2,5-triazepines
    • N-取代 - 六氢-1,2,5-三氮杂
    • US4801706A
    • 1989-01-31
    • US187187
    • 1988-04-28
    • Michael W. Winkley , James L. Diebold
    • Michael W. Winkley , James L. Diebold
    • C07D255/02 , A61K31/55
    • C07D255/02 , Y02P20/55
    • Disclosed herein are N-substituted-hexahydro-1,2,5-triazepines of formula I, which is ##STR1## or a pharmaceutically acceptable acid addition salt thereof, wherein R.sup.4 and R.sup.5 are independently hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.1 is (R.sup.6).sub.2 --CH--(CH.sub.2).sub.n -- in which n is 0, 1, 2 or 3 and R.sup.6 is p-fluoro, chloro or methoxyphenyl; andR.sup.3 is hydrogen and R.sup.2 is benzoyl, 2,6-dimethyl or diethylbenzoyl, 2,6-dichlorobenzoyl, N-methyl, ethyl or propylcarboxamido, N-phenylcarboxamido, N-2,6-dimethyl or diethylphenylcarboxamido, N-2,6-dichlorophenylcarboxamido, N-methyl, ethyl or propylacetamido, N-phenylacetamido, N-2,6-dimethyl or diethylphenylacetamido, or N-2,6-dichlorophenylacetamido orR.sup.2 and R.sup.3 are the same and are N-methyl, ethyl or propylcarboxamido, benzoyl, 2,6-dimethyl or diethlbenzoyl, 2,6-dichlorobenzoyl, benzyl, 2,6-dimethyl or diethlbenzoyl, 2,6-dichlorobenzoyl, or a removable amino protective group. Also disclosed are N-substituted-hexahydro-1,2,5-triazepines of formula II in which R.sup.1 of formula I is replaced by R.sup.7 which is C.sub.1 -C.sub.4 alkyl, and R.sup.2 and R.sup.3 of formula I are replaced by R.sup.8 and R.sup.9 which are, respectively, N-2,6-dimethyl, diethyl or dichlorophenylcarboxamido or N-2,6-dimethyl, diethyl or dichlorophenylacetamido and hydrogen. The compounds of the invention have antiarrhythmic properties or are intermediates for the preparation thereof.
    • 本文公开了式I的N-取代 - 六氢-1,2,5-三氮杂，其为I或其药学上可接受的酸加成盐，其中R 4和R 5独立地为氢或C 1 -C 4烷基; R1是（R6）2-CH-（CH2）n-，其中n是0,1,2或3，R6是对氟，氯或甲氧基苯基; 并且R 3是氢，R 2是苯甲酰基，2,6-二甲基或二乙基苯甲酰基，2,6-二氯苯甲酰基，N-甲基，乙基或丙基甲酰胺基，N-苯基甲酰胺基，N-2,6-二甲基或二乙基苯基甲酰胺基，N-2,6 乙基或丙基乙酰氨基，N-苯基乙酰胺基，N-2,6-二甲基或二乙基苯基乙酰胺基，或N-2,6-二氯苯乙酰氨基或R2和R3相同，为N-甲基，乙基或丙基甲酰胺基， 苯甲酰基，2,6-二甲基或二乙基苯甲酰基，2,6-二氯苯甲酰基，苄基，2,6-二甲基或二乙基苯甲酰基，2,6-二氯苯甲酰或可除去的氨基保护基。 还公开了式II的N-取代 - 六氢-1,2,5-三氮杂，其中式I的R 1被作为C 1 -C 4烷基的R 7代替，式I的R 2和R 3被R 8和R 9取代， 分别为N-2,6-二甲基，二乙基或二氯苯基甲酰胺基或N-2,6-二甲基，二乙基或二氯苯乙酰氨基和氢。 本发明的化合物具有抗心律失常性质或者是其制备的中间体。
    • 基本信息 添加关注 加入工作空间 PDF全文 PDF下载 全文下载 相似专利 双屏查看 权利要求书 说明书全文 Global Dossier Espacenet 法律信息 同族专利 专利引用
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