Ethyl 3-[4-[[6-[(3,5-dimethylanilino)methyl]-1-[(3-hydroxy-6-methylpyridin-2-yl)methyl]benzimidazol-2-yl]amino]piperidin-1-yl]propanoate | 935510-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Ethyl 3-[4-[[6-[(3,5-dimethylanilino)methyl]-1-[(3-hydroxy-6-methylpyridin-2-yl)methyl]benzimidazol-2-yl]amino]piperidin-1-yl]propanoate
• CAS: 935510-05-7
• 化学式: C₃₃H₄₂N₆O₃
• 分子量: 570.735
• InChiKey: YHQBZMKSCCYQQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Ethyl 3-[4-[[6-[(3,5-dimethylanilino)methyl]-1-[(3-hydroxy-6-methylpyridin-2-yl)methyl]benzimidazol-2-yl]amino]piperidin-1-yl]propanoate 在 lithium aluminium tetrahydride 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以46%的产率得到2-{6-[(3,5-dimethyl-phenylamino)-methyl]-2-[1-(2-hydroxy-ethyl)-piperidin-4-ylamino]-benzoimidazol-1-ylmethyl}-6-methyl-pyridin-3-ol
  参考文献：
  名称：

  [EN] 5- OR 6-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION
  [FR] DERIVES DE BENZIMIDAZOLE SUBSTITUES EN 5- OU 6- UTILISES EN TANT QU'INHIBITEURS DE LA REPLICATION DU VIRUS RESPIRATOIRE SYNCITIAL

  摘要：

  本发明涉及对呼吸道合胞病毒复制具有抑制活性的5-或6-取代苯并咪唑衍生物，其具有���下式(I)的结构：一种前药、N-氧化物、加成盐、季铵盐、金属配合物或其立体化异构体，其中Q为Ar2、R6、用R6取代的吡咯烷基、用R6取代的哌啶基或用R6取代的环己胺基，G为直链键或可选择取代的C1-10烷二基；R1为Arl或单环或双环杂环；R2a和R2b中的一个为氰基C1-6烷基、氰基C2-6烯基、Ar3C1-6烷基、Het-C1-6烷基、N(R8aR8b)C1-6烷基、Ar3C2-6烯基、Het-C2-6烯基、Ar3氨基C1-6烷基、Het氨基C1-6烷基、Ar3硫基C1-6烷基、Het-硫基C1-6烷基、Ar3磺酰基C1-6烷基、Het-磺酰基C1-6烷基、Ar3氨基羰基、Het-氨基羰基、Ar3(CH2)n氨基羰基、Het-(CH2)n氨基羰基、Ar3羰基氨基、Het-羰基氨基、Ar3(CH2)n羰基氨基、Het-(CH2)n羰基氨基，R2a和R2b中的另一个为氢；如果R2a为氢，则R3为氢；如果R2b为氢，则R3为氢或C1-6烷基。本发明还涉及它们的制备和包含它们的组合物，以及它们作为药物的用途。

  公开号：

  WO2005058874A1

文献信息

• 5- Or 6-substituted benzimidazole derivatives as inhibitors of respiratory syncytial virus replication
  申请人：Bonfanti Jean-Francois

  公开号：US20070093502A1

  公开（公告）日：2007-04-26

  The present invention concerns 5- or 6-substituted-benzimidazole derivatives having inhibitory activity on the replication of the respiratory syncytial virus and having the formula a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereochemically isomeric form thereof wherein Q is Ar 2 , R 6 , pyrrolidinyl substituted with R 6 , piperidinyl substituted with R 6 or homopiperidinyl substituted with R 6 , G is a direct bond or optionally substituted C 1-10 -alkanediyl; R 1 is Ar 1 or a monocyclic or bicyclic heterocycle; one of R 2a and R 2b is cyanoC 1-6 alkyl, cyanoC 2-6 alkenyl, Ar 3 C 1-6 alkyl, Het-C 1-6 alkyl, N(R 8a R 8b )C 1-6 alkyl, Ar 3 C 2-6 alkenyl, Het-C 2-6 alkenyl, Ar 3 aminoC 1-6 alkyl, Het-aminoC 1-6 alkyl, Ar 3 thioC 1-6 alkyl, Het-thioC 1-6 alkyl, Ar 3 sulfonylC 1-6 alkyl, Het-sulfonylC 1-6 alkyl, Ar 3 aminocarbonyl, Het-aminocarbonyl, Ar 3 (CH 2 ) n aminocarbonyl, Het-(CH 2 ) n aminocarbonyl, Ar 3 carbonylamino, Het-carbonylamino, Ar 3 (CH 2 ) n carbonylamino, Het-(CH 2 ) n carbonylamino, and the other one of R 2a and R 2b is hydrogen; in case R 2a is hydrogen, then R 3 is hydrogen; in case R 2b is hydrogen, the R 3 is hydrogen or C 1-6 alkyl. It further concerns their preparation and compositions comprising them, as well as their use as a medicine.
• 5- OR 6-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION
  申请人：Bonfanti Jean-Francois

  公开号：US20090062278A1

  公开（公告）日：2009-03-05

  The present invention concerns 5- or 6-substituted-benzimidazole derivatives having inhibitory activity on the replication of the respiratory syncytial virus and having the formula a prodrug, N-oxide, addition salt, quaternary amine, metal complex or stereochemically isomeric form thereof wherein Q is Ar 2 , R 6 , pyrrolidinyl substituted with R 6 , piperidinyl substituted with R 6 or homopiperidinyl substituted with R 6 , G is a direct bond or optionally substituted C 1-10 alkanediyl; R 1 is Ar 1 or a monocyclic or bicyclic heterocycle; one of R 2a and R 2b is cyanoC 1-6 alkyl, cyanoC 2-6 alkenyl, Ar 3 C 1-6 alkyl, Het 1 C 1-6 alkyl, N(R 8a R 8b )C 1-6 alkyl, Ar 3 C 2-6 alkenyl, Het 1 C 2-6 alkenyl, Ar 3 aminoC 1-6 alkyl, Het 1 aminoC 1-6 alkyl, Ar 3 thioC 1-6 alkyl, Het 1 thioC 1-6 alkyl, Ar 3 sulfonylC 1-6 alkyl, Het 1 sulfonylC 1-6 alkyl, Ar 3 aminocarbonyl, Het 1 aminocarbonyl, Ar 3 (CH 2 ) n aminocarbonyl, Het 1 (CH 2 ) n aminocarbonyl, Ar 3 carbonylamino, Het 1 carbonylamino, Ar 3 (CH 2 ) n carbonylamino, Het 1 (CH 2 ) n carbonylamino, and the other one of R 2a and R 2b is hydrogen; in case R 2a is hydrogen, then R 3 is hydrogen; in case R 2b is hydrogen, the R 3 is hydrogen or C 1-6 alkyl. It further concerns their preparation and compositions comprising them, as well as their use as a medicine.
• US8278455B2
  申请人：——

  公开号：US8278455B2

  公开（公告）日：2012-10-02