N'-(4-cyanobenzyl)-6-methoxy-N'-[(4-methyl-1-piperidinyl)carbonyl]-2-naphthalenesulfonohydrazide | 386768-87-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N'-(4-cyanobenzyl)-6-methoxy-N'-[(4-methyl-1-piperidinyl)carbonyl]-2-naphthalenesulfonohydrazide
• 英文别名: N-[(4-cyanophenyl)methyl]-N'-(6-methoxynaphthalen-2-yl)sulfonyl-4-methylpiperidine-1-carbohydrazide
• CAS: 386768-87-2
• 化学式: C₂₆H₂₈N₄O₄S
• 分子量: 492.599
• InChiKey: IPXRSHCTWUXRAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N'-(4-cyanobenzyl)-6-methoxy-N'-[(4-methyl-1-piperidinyl)carbonyl]-2-naphthalenesulfonohydrazide 在 盐酸 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 生成
  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：

  2-(4-氰基苄基)肼羧酸叔丁酯 在 盐酸 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N'-(4-cyanobenzyl)-6-methoxy-N'-[(4-methyl-1-piperidinyl)carbonyl]-2-naphthalenesulfonohydrazide
  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

• Zega; Trampus-Bakija; Fortuna, Pharmazie, 2001, vol. 56, # 9, p. 683 - 685
  作者：Zega、Trampus-Bakija、Fortuna、Stegnar、Tschopp、Steiner、Urleb

  DOI：——

  日期：——
• 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.