2-(2-naphthyl)-1,2-benzisothiazol-3(2H)-one | 5147-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-naphthyl)-1,2-benzisothiazol-3(2H)-one
• 英文别名: 2--1,2-benzisothiazolon；2-naphthalen-2-yl-benzo[d]isothiazol-3-one；2-naphthyl-2-hydrobenzo[d]isothiazol-3-one；2-Naphthalen-2-yl-1,2-benzothiazol-3-one
• CAS: 5147-72-8
• 化学式: C₁₇H₁₁NOS
• 分子量: 277.346
• InChiKey: IJUXICAHHHJXOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-naphthyl)-1,2-benzisothiazol-3(2H)-one 以 苯 为溶剂， 反应 1.5h， 以17%的产率得到benzonaphtho<2,3-b>thiazepin-13(12H)-one
  参考文献：
  名称：

  Photochemical Transformation of 2-Naphthyl-1,2-benzisothiazolinones

  摘要：

  DOI：

  10.3987/r-1986-04-0919
• 作为产物：
  描述：

  2-mercapto-benzoic acid-[2]naphthylamide 在 氧气 作用下， 以 水 为溶剂， 100.0 ℃ 、300.01 kPa 条件下， 反应 24.0h， 以86%的产率得到2-(2-naphthyl)-1,2-benzisothiazol-3(2H)-one
  参考文献：
  名称：

  水中1,2-苯并异噻唑-3（2H）-和1,2,4-噻二唑合成的分子内S-N键共催化

  摘要：

  在水介质中以良好或优异的产率实现了通过分子内S-N键形成可持续合成1,2-苯并噻唑-3（2H）-one和1,2,4-噻二唑的方法，该方法使用四磺化钴酞菁钴催化剂和分子氧作为环境友好型氧化剂。

  DOI：

  10.1002/ejoc.201801642

文献信息

• Gialdi,F. et al., Farmaco, Edizione Scientifica, 1961, vol. 16, p. 509 - 526
  作者：Gialdi,F. et al.

  DOI：——

  日期：——
• BENZOISOTHIAZOLONES AS INHIBITORS OF PHOSPHOMANNOSE ISOMERASE
  申请人：Cosford Nicholas D. P.

  公开号：US20110257233A1

  公开（公告）日：2011-10-20

  The disclosure provides new compounds and compositions thereof, and methods for treating or ameliorating a disorder relating to CDG-Ia. In particular, the disclosure provides benzoisothiazolone inhibitors of PMI, which have been synthesized and their ability to drive glycosylation has been demonstrated. The disclosure provides two synthetic routes for these compounds, including a new copper-catalyzed N-arylation reaction amenable to parallel derivitization. The disclosed compounds represent potent inhibitors of PMI, and their dose-dependent efficacy in cell-based models of glycosylation have been demonstrated. In addition, the disclosed compounds are selective over PMM and therefore, are useful in treating or ameliorating a disorder relating to CDG-Ia.
• [EN] BENZOISOTHIAZOLONES AS INHIBITORS OF PHOSPHOMANNOSE ISOMERASE<br/>[FR] BENZOISOTHIAZOLONES EN TANT QU'INHIBITEURS DE PHOSPHOMANNOSE ISOMÉRASE (PMI)
  申请人：SANFORD BURNHAM MED RES INST

  公开号：WO2011116355A2

  公开（公告）日：2011-09-22

  The disclosure provides new compounds and compositions thereof, and methods for treating or ameliorating a disorder relating to CDG-Ia. In particular, the disclosure provides benzoisothiazolone inhibitors of PMI, which have been synthesized and their ability to drive glycosylation has been demonstrated. The disclosure provides two synthetic routes for these compounds, including a new copper-catalyzed N-arylation reaction amenable to parallel derivitization. The disclosed compounds represent potent inhibitors of PMI, and their dose- dependent efficacy in cell-based models of glycosylation have been demonstrated. In addition, the disclosed compounds are selective over PMM and therefore, are useful in treating or ameliorating a disorder relating to CDG-Ia.