3-(Diethoxymethyl-ethoxy-phosphinoyl)-piperidine-1-carboxylic acid benzyl ester | 227959-48-0

• 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: 3-(Diethoxymethyl-ethoxy-phosphinoyl)-piperidine-1-carboxylic acid benzyl ester
• CAS: 227959-48-0
• 化学式: C₂₀H₃₂NO₆P
• 分子量: 413.451
• InChiKey: NGNOONKCTZUZHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  74.3
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(Diethoxymethyl-ethoxy-phosphinoyl)-piperidine-1-carboxylic acid benzyl ester 在 盐酸 作用下， 生成 piperidinyl-3-phosphinic acid hydrochloride
  参考文献：
  名称：

  Piperidinyl-3-phosphinic acids as novel uptake inhibitors of the neurotransmitter γ-aminobutyric acid (GABA)

  摘要：

  Piperidinyl-3-phosphinic acid 2, piperidinyl-3-methylphosphinic acid 3 and N-(4,4-diphenyl-3-butenyl)-piperidinyl-3-phospinic acid 4 have been synthesized as bioisosteres of the corresponding amino carboxylic acids, which are potent anti specific GABA-uptake inhibitors. The novel amino phosphinic acids were tested for their GABA-uptake inhibitory activity and 2 and 4 were identified as the first phosphinic acid based GABA-uptake inhibitors. The methylphosphinic acid 3 was found to be inactive. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00083-9
• 作为产物：
  描述：

  3-羟基四氢-吡啶甲酸苄酯 在 吡啶 、 4-二甲氨基吡啶 、 chromium(III) oxide 、 偶氮二异丁腈 、 三正丁基氢锡 、 乙酸酐 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 3-(Diethoxymethyl-ethoxy-phosphinoyl)-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Piperidinyl-3-phosphinic acids as novel uptake inhibitors of the neurotransmitter γ-aminobutyric acid (GABA)

  摘要：

  Piperidinyl-3-phosphinic acid 2, piperidinyl-3-methylphosphinic acid 3 and N-(4,4-diphenyl-3-butenyl)-piperidinyl-3-phospinic acid 4 have been synthesized as bioisosteres of the corresponding amino carboxylic acids, which are potent anti specific GABA-uptake inhibitors. The novel amino phosphinic acids were tested for their GABA-uptake inhibitory activity and 2 and 4 were identified as the first phosphinic acid based GABA-uptake inhibitors. The methylphosphinic acid 3 was found to be inactive. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00083-9