N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide | 1008530-98-0

• 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: N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide
• 英文别名: N-[4-[4-(trifluoromethyl)phenoxy]phenyl]methanesulfonamide
• CAS: 1008530-98-0
• 化学式: C₁₄H₁₂F₃NO₃S
• 分子量: 331.315
• InChiKey: CPVMOMSFNUKREZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide 、 (R)-缩水甘油酸甲酯 在 potassium carbonate 作用下， 生成
  参考文献：
  名称：

  β-N-Biaryl ether sulfonamide hydroxamates as potent gelatinase inhibitors: Part 2. Optimization of α-amino substituents

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2007.11.129
• 作为产物：
  描述：

  4-(4-三氟甲基苯氧基)苯胺 、 甲基磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到N-[4-(4-trifluoromethylphenoxy)phenyl]methanesulfonamide
  参考文献：
  名称：

  MATRIX METALLOPROTEASE INHIBITORS

  摘要：

  本发明涉及式I的化合物，其中R1、R2、R3、R4、R5、R6和R7在规范中定义。此外，本发明涉及治疗与基质金属蛋白酶相关疾病的方法。更具体地，本发明的化合物对治疗中风具有用处。

  公开号：

  US20080085893A1

文献信息

• HETEROCYCLIC DERIVED METALLOPROTEASE INHIBITORS
  申请人：Zhang Yue-Mei

  公开号：US20080103129A1

  公开（公告）日：2008-05-01

  This invention provides novel heterocyclic derived matrix metalloprotease inhibitors of the formula: and pharmaceutical compositions comprising same, useful for treating disorders ameliorated by antagonizing matrix metalloproteases. This invention also provides therapeutic and prophylactic methods using the instant pharmaceutical compositions.

  这项发明提供了一种新颖的杂环衍生物基质金属蛋白酶抑制剂的化学式，以及包含同样化合物的药物组合物，用于治疗通过拮抗基质金属蛋白酶而改善的疾病。该发明还提供了使用即时药物组合物的治疗和预防方法。
• Heterocyclic derived metalloprotease inhibitors
  申请人：Janssen Pharmaceutica NV

  公开号：US07803793B2

  公开（公告）日：2010-09-28

  This invention provides novel heterocyclic derived matrix metalloprotease inhibitors of the formula: and pharmaceutical compositions comprising same, useful for treating disorders ameliorated by antagonizing matrix metalloproteases. This invention also provides therapeutic and prophylactic methods using the instant pharmaceutical compositions.

  该发明提供了一种新型杂环衍生物基质金属蛋白酶抑制剂，其化学式为：以及包含其的制药组合物，用于治疗通过拮抗基质金属蛋白酶改善的疾病。此发明还提供了使用上述制药组合物的治疗和预防方法。
• β-N-Biaryl ether sulfonamide hydroxamates as potent gelatinase inhibitors: Part 1. Design, synthesis, and lead identification
  作者：Shyh-Ming Yang、Robert H. Scannevin、Bingbing Wang、Sharon L. Burke、Lawrence J. Wilson、Prabha Karnachi、Kenneth J. Rhodes、Bharat Lagu、William V. Murray

  DOI：10.1016/j.bmcl.2007.11.119

  日期：2008.2

  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.
• Microwave assisted ring-opening of epoxides with N-biaryl sulfonamides in the synthesis of matrix metalloproteinase-9 inhibitors
  作者：Shyh-Ming Yang、William V. Murray

  DOI：10.1016/j.tetlet.2007.11.184

  日期：2008.1

  A microwave accelerated epoxide ring-opening process with N-biaryl sulfonamides is described. Under this mild, highly efficient condition, an alpha-hydroxy-beta-N-biaryl sulfonamide skeleton is rapidly assembled leading ultimately to a novel series of matrix metalloproteinase-9 inhibitors with single digit nanomolar activities. (C) 2007 Elsevier Ltd. All rights reserved.
• US7803793B2
  申请人：——

  公开号：US7803793B2

  公开（公告）日：2010-09-28