methyl p-cyanophenylmethylphosphinate | 402790-23-2

• 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: methyl p-cyanophenylmethylphosphinate
• CAS: 402790-23-2
• 化学式: C₉H₁₀NO₂P
• 分子量: 195.158
• InChiKey: QDMAXUZSYYWUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl p-cyanophenylmethylphosphinate 在 sodium hydroxide 、 ammonium acetate 、 水 、 二硫代磷酸二乙酯 作用下， 以 乙腈 为溶剂， 反应 52.5h， 生成 (4-Carbamimidoyl-phenyl)-methyl-phosphinic acid
  参考文献：
  名称：

  An oxyanion-Hole selective serine protease inhibitor in complex with trypsin

  摘要：

  p-amidinophenylmethylphosphinic acid (AMPA) was designed, synthesized and crystallized in complex with trypsin to study interactions with the oxyanion hole at the S1 site. In comparison to benzamidine, AMPA shows improved activity, which the crystal structure demonstrates to result from hydrogen bonds between the negatively charged phosphinic acid group and the catalytic residues at the oxyanion hole. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00259-0
• 作为产物：
  描述：

  p-cyanophenyldichlorophosphine 在 吡啶 作用下， 以 正己烷 为溶剂， 反应 2.0h， 生成 methyl p-cyanophenylmethylphosphinate
  参考文献：
  名称：

  An oxyanion-Hole selective serine protease inhibitor in complex with trypsin

  摘要：

  p-amidinophenylmethylphosphinic acid (AMPA) was designed, synthesized and crystallized in complex with trypsin to study interactions with the oxyanion hole at the S1 site. In comparison to benzamidine, AMPA shows improved activity, which the crystal structure demonstrates to result from hydrogen bonds between the negatively charged phosphinic acid group and the catalytic residues at the oxyanion hole. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00259-0