Diethoxymethyl-{[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclohexyl]-hydroxy-methyl}-phosphinic acid ethyl ester | 886990-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Diethoxymethyl-{[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclohexyl]-hydroxy-methyl}-phosphinic acid ethyl ester
• CAS: 886990-15-4
• 化学式: C₂₃H₃₄NO₇P
• 分子量: 467.499
• InChiKey: BBCWZYARLGOQGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  102.37
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Diethoxymethyl-{[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclohexyl]-hydroxy-methyl}-phosphinic acid ethyl ester 在 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 、 乙腈 为溶剂， 生成 (1-Aminomethyl-cyclohexylmethyl)-phosphinic acid
  参考文献：
  名称：

  Carboxylate bioisosteres of gabapentin

  摘要：

  A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the alpha(2)-delta protein. Further characterization Of alpha(2)-delta binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.016
• 作为产物：
  描述：

  1-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclohexanecarbaldehyde 、 ethyl diethoxymethylphosphinate 在 三乙胺 作用下， 以41%的产率得到Diethoxymethyl-{[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclohexyl]-hydroxy-methyl}-phosphinic acid ethyl ester
  参考文献：
  名称：

  Carboxylate bioisosteres of gabapentin

  摘要：

  A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the alpha(2)-delta protein. Further characterization Of alpha(2)-delta binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.016