| 1043878-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1043878-22-3
• 化学式: C₁₉H₂₀F₃NO₈S₂
• 分子量: 511.497
• InChiKey: KTGISLDMWMKCKR-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  116.28
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 lithium iodide 、 水 、 nickel dichloride 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 以55%的产率得到
  参考文献：
  名称：

  β-N-Biaryl ether sulfonamide hydroxamates as potent gelatinase inhibitors: Part 1. Design, synthesis, and lead identification

  摘要：

  A new series of beta-N-biaryl ether sulfonamide hydroxamates as novel gelatinase inhibitors is described. These compounds exhibit good potency for MMP-2 and MMP-9 without inhibiting MMP-1. The structure-activity relationships (SAR) reveal the biaryl ether type P1' moiety together with methanesulfonamide is the optimal combination that provides inhibitory activity of MMP-9 in the single-digit nanomolar range. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.119
• 作为产物：
  描述：

  Methyl (2S)-2-hydroxy-3-{N-[4-(4-methylphenoxy)phenyl]-N-methanesulfonylamino}propionate 、 三氟甲磺酸酐 在 2,6-二甲基吡啶 作用下， 以91%的产率得到
  参考文献：
  名称：

  β-N-Biaryl ether sulfonamide hydroxamates as potent gelatinase inhibitors: Part 1. Design, synthesis, and lead identification

  摘要：

  A new series of beta-N-biaryl ether sulfonamide hydroxamates as novel gelatinase inhibitors is described. These compounds exhibit good potency for MMP-2 and MMP-9 without inhibiting MMP-1. The structure-activity relationships (SAR) reveal the biaryl ether type P1' moiety together with methanesulfonamide is the optimal combination that provides inhibitory activity of MMP-9 in the single-digit nanomolar range. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.119

文献信息

• β-N-Biaryl ether sulfonamide hydroxamates as potent gelatinase inhibitors: Part 2. Optimization of α-amino substituents
  作者：Shyh-Ming Yang、Robert H. Scannevin、Bingbing Wang、Sharon L. Burke、Zhihong Huang、Prabha Karnachi、Lawrence J. Wilson、Kenneth J. Rhodes、Bharat Lagu、William V. Murray

  DOI：10.1016/j.bmcl.2007.11.129

  日期：2008.2

  The introduction and the optimization of an alpha-amino substituent based on a series of alpha-hydroxy-beta-N-biaryl ether sulfonamide hydroxamates is described. The modification leads to a new series of MMP-2/MMP-9 inhibitors with enhanced inhibitory activities and improved ADME properties. An efficacy study on reducing the ischemia-induced brain edema in the rat transient middle cerebral artery occlusion (tMCAo) model is also demonstrated. (C) 2007 Elsevier Ltd. All rights reserved.