(R)-1-((4-((4-(piperidin-1-yl)but-2-yn-1-yl)oxy)phenyl)sulfonyl)pyrrolidin-3-ol | 937802-45-4

• 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: (R)-1-((4-((4-(piperidin-1-yl)but-2-yn-1-yl)oxy)phenyl)sulfonyl)pyrrolidin-3-ol
• CAS: 937802-45-4
• 化学式: C₁₉H₂₆N₂O₄S
• 分子量: 378.492
• InChiKey: KOLVCQOPXYFEEZ-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  70.08
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-1-((4-((4-(piperidin-1-yl)but-2-yn-1-yl)oxy)phenyl)sulfonyl)pyrrolidin-3-ol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (3S)-1-[4-(4-piperidin-1-ylbut-2-ynoxy)phenyl]sulfonylpyrrolidine-3-thiol
  参考文献：
  名称：

  Novel thiol-based TACE inhibitors: Rational design, synthesis, and SAR of thiol-containing aryl sulfonamides

  摘要：

  A series of potent thiol-containing aryl sulfonamide TACE inhibitors was designed and synthesized. The SAR and MMP selectivity of the series were investigated. In particular, compound 4b has shown excellent in vitro potency against the isolated TACE enzyme and good selectivity over MMP-2, -7, -8, -9, and -13. The X-ray structure of 4b bound to TACE was obtained. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.064
• 作为产物：
  描述：

  (3R)-1-(4-hydroxyphenyl)sulfonylpyrrolidin-3-ol 在 potassium carbonate 、 copper(II) sulfate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (R)-1-((4-((4-(piperidin-1-yl)but-2-yn-1-yl)oxy)phenyl)sulfonyl)pyrrolidin-3-ol
  参考文献：
  名称：

  Novel thiol-based TACE inhibitors: Rational design, synthesis, and SAR of thiol-containing aryl sulfonamides

  摘要：

  A series of potent thiol-containing aryl sulfonamide TACE inhibitors was designed and synthesized. The SAR and MMP selectivity of the series were investigated. In particular, compound 4b has shown excellent in vitro potency against the isolated TACE enzyme and good selectivity over MMP-2, -7, -8, -9, and -13. The X-ray structure of 4b bound to TACE was obtained. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.064