4-(4-But-2-ynyloxy-benzenesulfonyl)-3-hydroxycarbamoyl-[1,4]diazepane-1-carboxylic acid tert-butyl ester | 850787-01-8

• 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: 4-(4-But-2-ynyloxy-benzenesulfonyl)-3-hydroxycarbamoyl-[1,4]diazepane-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-(4-but-2-ynoxyphenyl)sulfonyl-3-(hydroxycarbamoyl)-1,4-diazepane-1-carboxylate
• CAS: 850787-01-8
• 化学式: C₂₁H₂₉N₃O₇S
• 分子量: 467.543
• InChiKey: DKBDATWDEJHFQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-(4-But-2-ynyloxy-benzenesulfonyl)-3-hydroxycarbamoyl-[1,4]diazepane-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 生成 1-(4-But-2-ynyloxy-benzenesulfonyl)-[1,4]diazepane-2-carboxylic acid hydroxyamide
  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：

  ethyl 1,4-dibenzyl-1,4-diazepane-2-carboxylate 在 palladium on activated charcoal 吡啶 、 sodium hydroxide 、 氢气 、 羟胺 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(4-But-2-ynyloxy-benzenesulfonyl)-3-hydroxycarbamoyl-[1,4]diazepane-1-carboxylic acid tert-butyl 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

文献信息

• 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.