3-trityloxyimino-1H-pyrrolo[2,3-c]pyridin-2-one | 443986-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3-trityloxyimino-1H-pyrrolo[2,3-c]pyridin-2-one
• CAS: 443986-97-8
• 化学式: C₂₆H₁₉N₃O₂
• 分子量: 405.456
• InChiKey: FAJQSLJBPRAPCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-(chloromethyl)-1H-benzo[d]imidazol-1-yl)butan-1-ol 、 3-trityloxyimino-1H-pyrrolo[2,3-c]pyridin-2-one 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Respiratory syncytial virus fusion inhibitors. Part 7: Structure–activity relationships associated with a series of isatin oximes that demonstrate antiviral activity in vivo

  摘要：

  A series of bezimidazole-isatin oximes were prepared and profiled as inhibitors of respiratory syncytial virus (RSV) replication in cell culture. Structure-activity relationship studies were directed toward optimization of antiviral activity, cell permeability and metabolic stability in human liver micorosomes (HLM). Parallel combinatorial synthetic chemistry was employed to functionalize isatin oximes via O-alkylation which quickly identified a subset of small, lipophilic substituents that established good potency for the series. Further optimization of the isatin oxime derivatives focused on introduction of nitrogen atoms to the isatin phenyl ring to provide a series of aza-isatin oximes with significantly improved PK properties. Several aza-isatin oximes analogs displayed targeted metabolic stability in HLM and permeability across a confluent monolayer of CaCo-2 cells. These studies identified several compounds, including 18i, 18j and 18n that demonstrated antiviral activity in the BALB/c mouse model of RSV infection following oral dosing. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.030
• 作为产物：
  描述：

  1H-吡咯并[5,4-c]吡啶-2,3-二酮 、 O-三苯甲基羟胺 以 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 以13%的产率得到3-trityloxyimino-1H-pyrrolo[2,3-c]pyridin-2-one
  参考文献：
  名称：

  Heterocyclic substituted 2-methyl-benzimidazole antiviral agents

  摘要：

  本发明涉及抗病毒化合物，其制备方法及其组合物，以及在治疗病毒感染中的应用。更具体地，本发明提供了用于治疗呼吸道合胞病毒感染的杂环取代的2-甲基苯并咪唑衍生物。

  公开号：

  US20020099208A1

文献信息

• Heterocyclic substituted 2-methyl-benzimidazole antiviral agents
  申请人：——

  公开号：US20020099208A1

  公开（公告）日：2002-07-25

  The present invention concerns antiviral compounds, their methods of preparation and their compositions, and use in the treatment of viral infections. More particularly, the invention provides heterocyclic substituted 2-methylbenzimidazole derivatives for the treatment of respiratory syncytial virus infection.

  本发明涉及抗病毒化合物，其制备方法及其组合物，以及在治疗病毒感染中的应用。更具体地，本发明提供了用于治疗呼吸道合胞病毒感染的杂环取代的2-甲基苯并咪唑衍生物。
• HETEROCYCLIC SUBSTITUTED 2-METHYL-BENZIMIDAZOLE ANTIVIRAL AGENTS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1343499A2

  公开（公告）日：2003-09-17
• EP1343499A4
  申请人：——

  公开号：EP1343499A4

  公开（公告）日：2004-05-06
• US6774134B2
  申请人：——

  公开号：US6774134B2

  公开（公告）日：2004-08-10
• [EN] HETEROCYCLIC SUBSTITUTED 2-METHYL-BENZIMIDAZOLE ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX CONSTITUES DE 2-METHYLBENZIMIDAZOLE SUBSTITUE HETEROCYCLIQUE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2002062290A2

  公开（公告）日：2002-08-15

  The present invention concerns antiviral compounds, their methods of preparation and their compositions, and use in the treatment of viral infections. More particularly, the invention provides heterocyclic substituted 2-methylbenzimidazole derivatives for the treatment of respiratory syncytial virus infection.