2-(((4-isothiocyanatobutyl)sulfinyl)methyl)thiophene | 1414791-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(((4-isothiocyanatobutyl)sulfinyl)methyl)thiophene
• 英文别名: 2-(4-Isothiocyanatobutylsulfinylmethyl)thiophene；2-(4-isothiocyanatobutylsulfinylmethyl)thiophene
• CAS: 1414791-95-9
• 化学式: C₁₀H₁₃NOS₃
• 分子量: 259.417
• InChiKey: JRNAOKKTOAKMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(Thiophen-2-ylmethylsulfanyl)butan-1-amine 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.58h， 生成 2-(((4-isothiocyanatobutyl)sulfinyl)methyl)thiophene
  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.