2-(5-(isopropylthio)pentyl)isoindoline-1,3-dione | 1414792-48-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(5-(isopropylthio)pentyl)isoindoline-1,3-dione
• CAS: 1414792-48-5
• 化学式: C₁₆H₂₁NO₂S
• 分子量: 291.414
• InChiKey: WTONEOBCLJTALA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(5-(isopropylthio)pentyl)isoindoline-1,3-dione 在 一水合肼 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 1.58h， 生成 1-(isopropylsulfinyl)-5-isothiocyanatopentane
  参考文献：
  名称：

  Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents

  摘要：

  A series of sulforaphane derivatives were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacological results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative 85 could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and 85 exhibited time- and dose-dependent activation on Nrf2 transcription factor, and 85 acted as a more potent Nrf2 inducer than SFN. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.045
• 作为产物：
  描述：

  potassium phtalimide 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 反应 15.25h， 生成 2-(5-(isopropylthio)pentyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents

  摘要：

  A series of sulforaphane derivatives were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacological results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative 85 could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and 85 exhibited time- and dose-dependent activation on Nrf2 transcription factor, and 85 acted as a more potent Nrf2 inducer than SFN. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.045

文献信息

• A Divergent Strategy for Site‐Selective Radical Disulfuration of Carboxylic Acids with Trisulfide‐1,1‐Dioxides
  作者：Zijun Wu、Derek A. Pratt

  DOI：10.1002/anie.202104595

  日期：2021.7.5

  direct conversion of carboxylic acids into disulfides is described. The approach employs oxidative photocatalysis for base-promoted decarboxylation of the substrate, which yields an alkyl radical that reacts with a trisulfide dioxide through homolytic substitution. The trisulfide dioxides are easily prepared by a newly described approach. 1°, 2°, and 3° carboxylic acids with varied substitution are good

  描述了羧酸直接转化为二硫化物。该方法采用氧化光催化对底物进行碱促进脱羧，产生烷基自由基，通过均裂取代与二氧化三硫化物反应。二氧化三硫化物很容易通过新描述的方法制备。具有不同取代度的 1°、2° 和 3° 羧酸是良好的底物，包括氨基酸和具有高度活化的 CH 键的底物。二氧化三硫化物也用于通过自由基中继序列实现酰胺的 γ-C(sp 3 )-H 二硫化。在这两个反应中，由取代产生的磺酰基会促进反应。已经探索了控制三硫化物二氧化物在 S2 与 S3 处的取代选择性的因素。