(S)-1-(biphenyl-4-yl)-3-(2-((S)-2-hydroxy-3-(1-(thiophen-2-yl)-1H-1,2,3-triazol-4-yl)propoxy)ethoxy)propan-2-ol | 1608463-94-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-(biphenyl-4-yl)-3-(2-((S)-2-hydroxy-3-(1-(thiophen-2-yl)-1H-1,2,3-triazol-4-yl)propoxy)ethoxy)propan-2-ol
• 英文别名: (2S)-1-[2-[(2S)-2-hydroxy-3-(1-thiophen-2-yltriazol-4-yl)propoxy]ethoxy]-3-(4-phenylphenyl)propan-2-ol
• CAS: 1608463-94-0
• 化学式: C₂₆H₂₉N₃O₄S
• 分子量: 479.6
• InChiKey: NJCQHBRKRROESG-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  118
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (S)-5-(biphenyl-4-ylmethyl)-11-phenyl-2,4,7,10-tetraoxaundecane 在 盐酸 、 正丁基锂 、 copper(ll) sulfate pentahydrate 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 氢气 、 三乙基苯基氯化铵 、 sodium ascorbate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 76.88h， 生成 (S)-1-(biphenyl-4-yl)-3-(2-((S)-2-hydroxy-3-(1-(thiophen-2-yl)-1H-1,2,3-triazol-4-yl)propoxy)ethoxy)propan-2-ol
  参考文献：
  名称：

  Biological evaluation of new mimetics of annonaceous acetogenins: Alteration of right scaffold by click linkage with aromatic functionalities

  摘要：

  A small library of analogues of annonaceous acetogenins through click linkage with aromatic moieties is established using a convergent modular fragment-assembly approach. These analogues exhibited low micromolar inhibitory activities against the proliferation of several human cancer cell lines. Structure-activity relationship (SAR) of these analogues indicates that replacement of the methoxy groups of ubiquinone ring with methyl groups is proved to be a useful strategy for improving the anticancer activity of quinone-acetogenin hybrids. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.062

文献信息

• Biological evaluation of new mimetics of annonaceous acetogenins: Alteration of right scaffold by click linkage with aromatic functionalities
  作者：Yanghan Liu、Qicai Xiao、Yongqiang Liu、Zheng Li、Yatao Qiu、Guang-Biao Zhou、Zhu-Jun Yao、Sheng Jiang

  DOI：10.1016/j.ejmech.2014.03.062

  日期：2014.5

  A small library of analogues of annonaceous acetogenins through click linkage with aromatic moieties is established using a convergent modular fragment-assembly approach. These analogues exhibited low micromolar inhibitory activities against the proliferation of several human cancer cell lines. Structure-activity relationship (SAR) of these analogues indicates that replacement of the methoxy groups of ubiquinone ring with methyl groups is proved to be a useful strategy for improving the anticancer activity of quinone-acetogenin hybrids. (C) 2014 Elsevier Masson SAS. All rights reserved.