N-[(3-cyanophenyl)methyl]azepane-1-carbohydrazide | 772332-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(3-cyanophenyl)methyl]azepane-1-carbohydrazide
• CAS: 772332-80-6
• 化学式: C₁₅H₂₀N₄O
• 分子量: 272.35
• InChiKey: UJKYCVZUYCTWPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  73.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(3-cyanophenyl)methyl]azepane-1-carbohydrazide 在 羟胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3-[[azepane-1-carbonyl-(naphthalen-2-ylsulfonylamino)amino]methyl]-N'-hydroxybenzenecarboximidamide
  参考文献：
  名称：

  Thrombin inhibitors built on an azaphenylalanine scaffold

  摘要：

  A series of azaphenylalanine derivatives were investigated as novel thrombin inhibitors based on the prodrug principle. By systematic structural modifications we have identified optimal groups for this series that led us to potent inhibitors of thrombin incorporating the benzamidine fragment at the PI position, and their potentially orally active benzamidoxime prodrugs. The binding modes in the thrombin active site of two representative compounds were identified by X-ray crystallographic analysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.12.083
• 作为产物：
  描述：

  3-氰基苯甲醛 在 palladium on activated charcoal 盐酸 、 氢气 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 生成 N-[(3-cyanophenyl)methyl]azepane-1-carbohydrazide
  参考文献：
  名称：

  Thrombin inhibitors built on an azaphenylalanine scaffold

  摘要：

  A series of azaphenylalanine derivatives were investigated as novel thrombin inhibitors based on the prodrug principle. By systematic structural modifications we have identified optimal groups for this series that led us to potent inhibitors of thrombin incorporating the benzamidine fragment at the PI position, and their potentially orally active benzamidoxime prodrugs. The binding modes in the thrombin active site of two representative compounds were identified by X-ray crystallographic analysis. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.12.083

文献信息

• Amidinophenylalanine Derivatives as Thrombin Inhibitors
  申请人：Urleb Uros

  公开号：US20080004256A1

  公开（公告）日：2008-01-03

  The compounds of the formula I and pharmaceutically acceptable salts thereof and a process for preparing the same and pharmaceutical compositions containing the same are described wherein the substituents have the meaning as specified in the description. The compounds are used as thrombin inhibitors.

  本文描述了化学式I的化合物及其药用可接受的盐，并提供了制备这些化合物的方法和含有这些化合物的药物组合物。其中，取代基的含义如说明书所述。这些化合物可用作凝血酶抑制剂。
• US7285547B2
  申请人：——

  公开号：US7285547B2

  公开（公告）日：2007-10-23
• Thrombin inhibitors built on an azaphenylalanine scaffold
  作者：Anamarija Zega、Gregor Mlinšek、Tomaž Šolmajer、Alenka Trampuš-Bakija、Mojca Stegnar、Uroš Urleb

  DOI：10.1016/j.bmcl.2003.12.083

  日期：2004.3

  A series of azaphenylalanine derivatives were investigated as novel thrombin inhibitors based on the prodrug principle. By systematic structural modifications we have identified optimal groups for this series that led us to potent inhibitors of thrombin incorporating the benzamidine fragment at the PI position, and their potentially orally active benzamidoxime prodrugs. The binding modes in the thrombin active site of two representative compounds were identified by X-ray crystallographic analysis. (C) 2004 Published by Elsevier Ltd.