4-(4-((Thiiran-2-ylmethyl)sulfonyl)phenoxy)phenyl propane-1-sulfonate | 1025958-84-2

• 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-((Thiiran-2-ylmethyl)sulfonyl)phenoxy)phenyl propane-1-sulfonate
• 英文别名: [4-[4-(thiiran-2-ylmethylsulfonyl)phenoxy]phenyl] propane-1-sulfonate
• CAS: 1025958-84-2
• 化学式: C₁₈H₂₀O₆S₃
• 分子量: 428.551
• InChiKey: GODQVOUTCHZIOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-[4-(Thiiran-2-ylmethylsulfonyl)phenoxy]phenol 、 丙基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以85%的产率得到4-(4-((Thiiran-2-ylmethyl)sulfonyl)phenoxy)phenyl propane-1-sulfonate
  参考文献：
  名称：

  Sulfonate-Containing Thiiranes as Selective Gelatinase Inhibitors

  摘要：

  Matrix metalloproteinases (MMPs) are important zinc-dependent endopeptidases. Two members of this family of enzymes called gelatinases (MMP-2 and MMP-9) have been implicated in a number of human diseases, including cancer, neurological and cardiovascular diseases, and inflammation to name a few. We describe in this report the preparation and evaluation of two structural types of thiirane inhibitors that show selectivity toward gelatinases. The biphenyl series targets both gelatinases, whereas the monophenyl analogues exhibit potent inhibition of only MMP-2. The latter structural type also exhibits improved water solubility and metabolic stability, both traits desirable for progress of these molecules forward in gelatinase-dependent animal models of disease.

  DOI：

  10.1021/ml100254e

文献信息

• INHIBITORS OF MATRIX METALLOPROTEINASES
  申请人：Lee Mijoon

  公开号：US20110224275A1

  公开（公告）日：2011-09-15

  The present invention provides novel compounds of formulas I-IX, as described herein. Also provided are compositions of compounds of formulas I-IX, methods of making compounds of formulas I-IX, and methods of using compounds of formulas I-IX. The compounds of the invention can be used to inhibit matrix metalloproteinases, and are useful to treat conditions and diseases associated therewith.

  本发明提供了如公式I-IX所述的新化合物。还提供了公式I-IX化合物的组合物、制备公式I-IX化合物的方法以及使用公式I-IX化合物的方法。本发明的化合物可用于抑制基质金属蛋白酶，并可用于治疗与之相关的疾病和病症。
• US8093287B2
  申请人：——

  公开号：US8093287B2

  公开（公告）日：2012-01-10
• Sulfonate-Containing Thiiranes as Selective Gelatinase Inhibitors
  作者：Sebastian A. Testero、Mijoon Lee、Rachel T. Staran、Mana Espahbodi、Leticia I. Llarrull、Marta Toth、Shahriar Mobashery、Mayland Chang

  DOI：10.1021/ml100254e

  日期：2011.2.10

  Matrix metalloproteinases (MMPs) are important zinc-dependent endopeptidases. Two members of this family of enzymes called gelatinases (MMP-2 and MMP-9) have been implicated in a number of human diseases, including cancer, neurological and cardiovascular diseases, and inflammation to name a few. We describe in this report the preparation and evaluation of two structural types of thiirane inhibitors that show selectivity toward gelatinases. The biphenyl series targets both gelatinases, whereas the monophenyl analogues exhibit potent inhibition of only MMP-2. The latter structural type also exhibits improved water solubility and metabolic stability, both traits desirable for progress of these molecules forward in gelatinase-dependent animal models of disease.