25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A_1a monosaccharide | 301849-56-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A_1a monosaccharide
• CAS: 301849-56-9
• 化学式: C₄₃H₆₄O₁₀
• 分子量: 740.975
• InChiKey: KZWDVOXSUCWUFR-FGRUARQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  53.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  122.14
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A_1a monosaccharide 在 manganese(IV) oxide 、 盐酸羟胺 作用下， 以 乙醚 、 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 26.0h， 以76%的产率得到25-cyclohexyl-5-demethoxy-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-5-hydroxyimino-avermectin A_1a monosaccharide
  参考文献：
  名称：

  Avermectins and flea control: structure–activity relationships and the selection of selamectin for development as an endectocide for companion animals

  摘要：

  Evaluation of a wide range of avermectin derivatives for flea activity in an in vitro feeding screen using the cat flea, Ctenocephalides felis, revealed a narrow structure-activity relationship (SAR) with activity surprisingly associated with monosaccharides and especially their C-5-oximes. We discovered commercially exploitable flea activity in a single compound, selamectin 33, which also possessed the necessary antiparasitic spectrum and margin of safety for development as a broad-spectrum companion animal endectocide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00120-6
• 作为产物：
  描述：

  25-cyclohexyl-5-O-demethyl-5-O-[(1,1-dimethylethyl)dimethylsilyl]-25-de(1-methylpropyl)-22,23-dihydro-avermectin A1a monosaccharide 在 吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 4.75h， 生成 25-cyclohexyl-5-O-demethyl-25-de(1-methylpropyl)-4''-deoxy-22,23-dihydro-avermectin A_1a monosaccharide
  参考文献：
  名称：

  Avermectins and flea control: structure–activity relationships and the selection of selamectin for development as an endectocide for companion animals

  摘要：

  Evaluation of a wide range of avermectin derivatives for flea activity in an in vitro feeding screen using the cat flea, Ctenocephalides felis, revealed a narrow structure-activity relationship (SAR) with activity surprisingly associated with monosaccharides and especially their C-5-oximes. We discovered commercially exploitable flea activity in a single compound, selamectin 33, which also possessed the necessary antiparasitic spectrum and margin of safety for development as a broad-spectrum companion animal endectocide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00120-6