1-isothiocyanato-4-(propylsulfinyl)butane | 1414791-70-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: 1-isothiocyanato-4-(propylsulfinyl)butane
• 英文别名: 1-Isothiocyanato-4-propylsulfinylbutane；1-isothiocyanato-4-propylsulfinylbutane
• CAS: 1414791-70-0
• 化学式: C₈H₁₅NOS₂
• 分子量: 205.345
• InChiKey: KLMPBPKOIXQKHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4-isothiocyanatobutyl)(propyl)sulfane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.08h， 以93%的产率得到1-isothiocyanato-4-(propylsulfinyl)butane
  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

• Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents
  作者：Kun Hu、Yan-jie Qi、Juan Zhao、He-fei Jiang、Xin Chen、Jie Ren

  DOI：10.1016/j.ejmech.2013.03.045

  日期：2013.6

  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.