2-methoxyprop-2-yl 3-carbonitrile prop-1-yl peroxide

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氧化物
• 英文名称: 2-methoxyprop-2-yl 3-carbonitrile prop-1-yl peroxide
• 英文别名: 2-methoxyprop-2-yl-3-cyano-prop-1-yl-peroxide；4-(2-Methoxypropan-2-ylperoxy)butanenitrile
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: HZEFIGHMGWWVBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxyprop-2-yl 3-carbonitrile prop-1-yl peroxide 在 溶剂黄146 作用下， 以92%的产率得到3-cyanopropyl hydroperoxide
  参考文献：
  名称：

  Synthesis and trichomonacidal activity of perketals and hydroperoxides

  摘要：

  Some perketals were synthesized by the Dussault procedure using simple bromides and 2-methoxyprop-2-yl hydroperoxide. Treatment with acetic acid gave the corresponding hydroperoxides. Both perketals and hydroperoxides were tested in vitro as trichomonacidal agents. Most of them exhibited very good activities. Them most powerful compound was 2-methoxyprop-2-yl hexadec-1-yl peroxide which exhibited an IC50 value of 0.51 muM being 10 times more effective than the reference compound Metronidazole. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01238-7
• 作为产物：
  描述：

  2-hydroperoxy-2-methoxypropane 、 4-溴丁腈 在 cesium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到2-methoxyprop-2-yl 3-carbonitrile prop-1-yl peroxide
  参考文献：
  名称：

  一些新的二烷基过氧化物和1,2,4-三恶烷的合成及其体外毛滴虫酸活性。

  摘要：

  合成了两个系列的三个三恶烷和18个双取代的过氧化物，并评估了它们对阴道毛滴虫的体外毛滴酸活性。最具活性的化合物2-甲基丙-2-基2-甲氧基乙基-1-基过氧化物的IC（50）值为1.0 +/- 0.2 microM，而其他二烷基过氧化物具有的各种IC（50）值则无法关联他们的分子结构。最好的化合物的活性约为甲硝唑的五倍。产生的氧或自由基的量不能完全解释活性，表明这些化合物对阴道锥虫的另一种作用方式。

  DOI：

  10.1016/s0223-5234(01)01278-8

文献信息

• Synthesis and trichomonacidal activity of perketals and hydroperoxides
  作者：L. Cointeaux、J.-F. Berrien、B. Camuzat-Dedenis、V. Peyrou、O. Provot、C. Bories、P.M. Loiseau、J. Mayrargue

  DOI：10.1016/s0014-827x(02)01238-7

  日期：2002.5

  Some perketals were synthesized by the Dussault procedure using simple bromides and 2-methoxyprop-2-yl hydroperoxide. Treatment with acetic acid gave the corresponding hydroperoxides. Both perketals and hydroperoxides were tested in vitro as trichomonacidal agents. Most of them exhibited very good activities. Them most powerful compound was 2-methoxyprop-2-yl hexadec-1-yl peroxide which exhibited an IC50 value of 0.51 muM being 10 times more effective than the reference compound Metronidazole. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
• Synthesis and in vitro Trichomonacidal activities of some new dialkylperoxides and 1,2,4-trioxanes
  作者：B Camuzat-Dedenis

  DOI：10.1016/s0223-5234(01)01278-8

  日期：2001.10

  Two series of three trioxanes and 18 disubstituted peroxides were synthesised and evaluated for their in vitro trichomonacidal activity against Trichomonas vaginalis. The most active compound, 2-methylprop-2-yl 2-methoxyeth-1-yl peroxide exhibited an IC(50) value of 1.0+/-0.2 microM whereas other dialkyl peroxides had various IC(50) values which could not be correlated to their molecule structure.

  合成了两个系列的三个三恶烷和18个双取代的过氧化物，并评估了它们对阴道毛滴虫的体外毛滴酸活性。最具活性的化合物2-甲基丙-2-基2-甲氧基乙基-1-基过氧化物的IC（50）值为1.0 +/- 0.2 microM，而其他二烷基过氧化物具有的各种IC（50）值则无法关联他们的分子结构。最好的化合物的活性约为甲硝唑的五倍。产生的氧或自由基的量不能完全解释活性，表明这些化合物对阴道锥虫的另一种作用方式。