4-tert-butylsulfanyl-5-tert-butylsulfanylmethylene-1-(2,4-dimethoxyphenyl)-3-amino-1,5-dihydropyrrol-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-tert-butylsulfanyl-5-tert-butylsulfanylmethylene-1-(2,4-dimethoxyphenyl)-3-amino-1,5-dihydropyrrol-2-one
• 英文别名: (5Z)-3-amino-4-tert-butylsulfanyl-5-(tert-butylsulfanylmethylidene)-1-(2,4-dimethoxyphenyl)pyrrol-2-one
• 化学式: C₂₁H₃₀N₂O₃S₂
• 分子量: 422.613
• InChiKey: NRFRLRRQOSICJB-QINSGFPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-tert-butylsulfanyl-5-tert-butylsulfanylmethylene-1-(2,4-dimethoxyphenyl)-3-amino-1,5-dihydropyrrol-2-one 、 乙酰氧基乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  WO2008/38175

  摘要：

  公开号：
• 作为产物：
  描述：

  4-tert-butylsulfanyl-5-tert-butylsulfanylmethylene-1-(2,4-dimethoxyphenyl)-3-hydroxy-1,5-dihydropyrrol-2-one 在 ammonium butanoate 作用下， 反应 0.25h， 以95%的产率得到4-tert-butylsulfanyl-5-tert-butylsulfanylmethylene-1-(2,4-dimethoxyphenyl)-3-amino-1,5-dihydropyrrol-2-one
  参考文献：
  名称：

  Substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones: Synthesis, structure–activity relationships, and cytotoxic activity on selected human cancer cell lines

  摘要：

  An efficient synthesis and the cytotoxic activity of a series of substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones la q is described. The synthesis was accomplished in an expedient manner (seven-steps) from commercially available starting materials. Several of the derivatives tested demonstrated significant in vitro cytotoxic activity against the human cancer cell lines H460 (>= 7 nM) and LCC6 (>= 28 nM). Following SAR and pharmacokinetic studies a derivative was further evaluated for its in vivo anti-tumor activity against a highly angiogenic human melanoma xenograft where it demonstrated significant efficacy as a mono-therapy and in combination with Taxol and Cisplatin. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.017

文献信息

• WO2008/38175
  申请人：——

  公开号：——

  公开（公告）日：——
• Substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones: Synthesis, structure–activity relationships, and cytotoxic activity on selected human cancer cell lines
  作者：Bin Li、Michael P.A. Lyle、Genhui Chen、Jason Li、Kaiji Hu、Liren Tang、Moulay A. Alaoui-Jamali、John Webster

  DOI：10.1016/j.bmc.2007.04.017

  日期：2007.7

  An efficient synthesis and the cytotoxic activity of a series of substituted 6-amino-4H-[1,2]dithiolo[4,3-b]pyrrol-5-ones la q is described. The synthesis was accomplished in an expedient manner (seven-steps) from commercially available starting materials. Several of the derivatives tested demonstrated significant in vitro cytotoxic activity against the human cancer cell lines H460 (>= 7 nM) and LCC6 (>= 28 nM). Following SAR and pharmacokinetic studies a derivative was further evaluated for its in vivo anti-tumor activity against a highly angiogenic human melanoma xenograft where it demonstrated significant efficacy as a mono-therapy and in combination with Taxol and Cisplatin. (c) 2007 Elsevier Ltd. All rights reserved.