Thiol-aryl sulfone, 8a | 1008522-09-5

• 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: Thiol-aryl sulfone, 8a
• 英文别名: 2-(4-but-2-ynoxyphenyl)sulfonylethanethiol
• CAS: 1008522-09-5
• 化学式: C₁₂H₁₄O₃S₂
• 分子量: 270.373
• InChiKey: ARGOMDGUBFAFLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 以70%的产率得到Thiol-aryl sulfone, 8a
  参考文献：
  名称：

  Novel thiol-based TACE inhibitors. Part 2: Rational design, synthesis, and SAR of thiol-containing aryl sulfones

  摘要：

  A series of potent thiol-containing aryl sulfone TACE inhibitors were designed and synthesized. The SAR and MMP selectivity of the series were investigated. In particular, compound 8b showed excellent in vitro potency against the isolated enzyme and good selectivity over MMP-2, -7, -8, -9, and -13. The X-ray structure of 8b in complex with TACE was also obtained.

  DOI：

  10.1016/j.bmcl.2007.11.014

文献信息

• Novel thiol-based TACE inhibitors. Part 2: Rational design, synthesis, and SAR of thiol-containing aryl sulfones
  作者：Upul K. Bandarage、Tiansheng Wang、Jon H. Come、Emanuele Perola、Yunyi Wei、B. Govinda Rao

  DOI：10.1016/j.bmcl.2007.11.014

  日期：2008.1

  A series of potent thiol-containing aryl sulfone TACE inhibitors were designed and synthesized. The SAR and MMP selectivity of the series were investigated. In particular, compound 8b showed excellent in vitro potency against the isolated enzyme and good selectivity over MMP-2, -7, -8, -9, and -13. The X-ray structure of 8b in complex with TACE was also obtained.