[1,4]二氮杂烷-2-羧酸乙酯 | 850786-98-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: [1,4]二氮杂烷-2-羧酸乙酯
• 英文名称: ethyl 1,4-diazepane-2-carboxylate
• CAS: 850786-98-0
• 化学式: C₈H₁₆N₂O₂
• mdl: MFCD09607988
• 分子量: 172.227
• InChiKey: GQQHHIFYTYMADF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [1,4]二氮杂烷-2-羧酸乙酯 在 吡啶 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(4-But-2-ynyloxy-benzenesulfonyl)-[1,4]diazepane-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester
  参考文献：
  名称：

  Synthesis and SAR of diazepine and thiazepine TACE and MMP inhibitors

  摘要：

  Potent and selective TACE and MMP inhibitors utilizing the diazepine and thiazepine ring systems were synthesized and evaluated for biological activity in in vitro and in vivo models of TNF-α release. Oral activity in the mouse LPS model of TNF-α release was seen. Efficacy in the mouse collagen induced arthritis model was achieved with diazepine 20. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.053
• 作为产物：
  描述：

  2,3-二溴丙酸乙酯 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 苯 为溶剂， 生成 [1,4]二氮杂烷-2-羧酸乙酯
  参考文献：
  名称：

  Synthesis and SAR of diazepine and thiazepine TACE and MMP inhibitors

  摘要：

  Potent and selective TACE and MMP inhibitors utilizing the diazepine and thiazepine ring systems were synthesized and evaluated for biological activity in in vitro and in vivo models of TNF-α release. Oral activity in the mouse LPS model of TNF-α release was seen. Efficacy in the mouse collagen induced arthritis model was achieved with diazepine 20. © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.053

文献信息

• EP1661898
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and SAR of diazepine and thiazepine TACE and MMP inhibitors
  作者：Arie Zask、Joshua Kaplan、XueMei Du、Gloria MacEwan、Vincent Sandanayaka、Nancy Eudy、Jeremy Levin、Guixian Jin、Jun Xu、Terri Cummons、Dauphine Barone、Semiramis Ayral-Kaloustian、Jerauld Skotnicki

  DOI：10.1016/j.bmcl.2005.01.053

  日期：2005.3

  Potent and selective TACE and MMP inhibitors utilizing the diazepine and thiazepine ring systems were synthesized and evaluated for biological activity in in vitro and in vivo models of TNF-α release. Oral activity in the mouse LPS model of TNF-α release was seen. Efficacy in the mouse collagen induced arthritis model was achieved with diazepine 20. © 2005 Elsevier Ltd. All rights reserved.