Benzyl 4-[2-(4-cyanophenyl)-4-oxo-5,10-dihydrofuro[2,3-c][1]benzazepin-8-yl]piperazine-1-carboxylate | 1357089-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Benzyl 4-[2-(4-cyanophenyl)-4-oxo-5,10-dihydrofuro[2,3-c][1]benzazepin-8-yl]piperazine-1-carboxylate
• 英文别名: benzyl 4-[2-(4-cyanophenyl)-4-oxo-5,10-dihydrofuro[2,3-c][1]benzazepin-8-yl]piperazine-1-carboxylate
• CAS: 1357089-54-3
• 化学式: C₃₁H₂₆N₄O₄
• 分子量: 518.572
• InChiKey: FSZVBZFHZCHVPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Benzyl 4-[2-(4-cyanophenyl)-4-oxo-5,10-dihydrofuro[2,3-c][1]benzazepin-8-yl]piperazine-1-carboxylate 在 盐酸 、 三甲基硅咪唑 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 7.0h， 生成 4-(15-Piperazin-1-yl-8-oxa-2,5-diazatetracyclo[11.4.0.02,6.07,11]heptadeca-1(13),3,5,7(11),9,14,16-heptaen-9-yl)benzonitrile
  参考文献：
  名称：

  Facile synthesis of tetracyclic azepine and oxazocine derivatives and their potential as MAPKAP-K2 (MK2) inhibitors

  摘要：

  Facile synthesis of two new series of tetracyclic azepine and oxazocine analogs is described. These analogs were evaluated for their potential as MAPKAP-K2 (MK2) inhibitors and several were found to be potent at inhibiting MK2 with a non-ATP competitive binding mode. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.11.113
• 作为产物：
  描述：

  苄基-1-哌嗪碳酸酯 在 三乙基硅烷 、 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex 、 溶剂黄146 、 N,N-二异丙基乙胺 、 三氟乙酸 、 lithium hexamethyldisilazane 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 Benzyl 4-[2-(4-cyanophenyl)-4-oxo-5,10-dihydrofuro[2,3-c][1]benzazepin-8-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  Facile synthesis of tetracyclic azepine and oxazocine derivatives and their potential as MAPKAP-K2 (MK2) inhibitors

  摘要：

  Facile synthesis of two new series of tetracyclic azepine and oxazocine analogs is described. These analogs were evaluated for their potential as MAPKAP-K2 (MK2) inhibitors and several were found to be potent at inhibiting MK2 with a non-ATP competitive binding mode. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.11.113

文献信息

• Conformation constraint of anilides enabling the discovery of tricyclic lactams as potent MK2 non-ATP competitive inhibitors
  作者：Dong Xiao、Anandan Palani、Xianhai Huang、Michael Sofolarides、Wei Zhou、Xiao Chen、Robert Aslanian、Zhuyan Guo、James Fossetta、Fang Tian、Prashant Trivedi、Peter Spacciapoli、Charles E. Whitehurst、Daniel Lundell

  DOI：10.1016/j.bmcl.2013.03.109

  日期：2013.6

  Conformation restriction of linear N-alkylanilide MK2 inhibitors to their E-conformer was developed. This strategy enabled rapid advance in identifying a series of potent non-ATP competitive inhibitors that exhibited cell based activity in anti-TNF alpha assay. (C) 2013 Elsevier Ltd. All rights reserved.