4-benzyloxyphenyldiamidophosphate | 1030351-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-benzyloxyphenyldiamidophosphate
• 英文别名: 1-Diaminophosphoryloxy-4-phenylmethoxybenzene
• CAS: 1030351-73-5
• 化学式: C₁₃H₁₅N₂O₃P
• 分子量: 278.247
• InChiKey: DYYXKZIAIYYLEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-Dichlorophosphoryloxy-4-phenylmethoxybenzene 在 氨 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 4-benzyloxyphenyldiamidophosphate
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Phosphoramide Derivatives as Urease Inhibitors

  摘要：

  The design, synthesis, and biological evaluation of phosphoramide derivatives as urease inhibitors to reduce the loss of ammonia has been carried out. Forty phosphorus derivatives were synthesized and their inhibitory activities evaluated against that of jack bean urease. In addition, in vivo assays have been carried out. All of the compounds were characterized by IR, H-1 NMR, MS, and elemental microanalysis. In some cases, detailed molecular modeling studies were carried out, and these highlighted the interaction between the enzyme active center and the compounds and also the characteristics related to their activity as urease inhibitors. According to the IC50 values for in vitro inhibitory activity, 12 compounds showed values below 1 mu M and 8 of them represent improvements of activity in comparison to the commercial urease inhibitor N-n-butylthiophosphorictriamide (NBPT) (100 nM) (AGROTAIN). On the basis of the activity results and the conclusions of the molecular modeling study, a structural model for new potential inhibitors has been defined.

  DOI：

  10.1021/jf072901y

文献信息

• Design, Synthesis, and Biological Evaluation of Phosphoramide Derivatives as Urease Inhibitors
  作者：María J. Domínguez、Carmen Sanmartín、María Font、Juan A. Palop、Sara San Francisco、Oscar Urrutia、Fabrice Houdusse、José M. García-Mina

  DOI：10.1021/jf072901y

  日期：2008.5.1

  The design, synthesis, and biological evaluation of phosphoramide derivatives as urease inhibitors to reduce the loss of ammonia has been carried out. Forty phosphorus derivatives were synthesized and their inhibitory activities evaluated against that of jack bean urease. In addition, in vivo assays have been carried out. All of the compounds were characterized by IR, H-1 NMR, MS, and elemental microanalysis. In some cases, detailed molecular modeling studies were carried out, and these highlighted the interaction between the enzyme active center and the compounds and also the characteristics related to their activity as urease inhibitors. According to the IC50 values for in vitro inhibitory activity, 12 compounds showed values below 1 mu M and 8 of them represent improvements of activity in comparison to the commercial urease inhibitor N-n-butylthiophosphorictriamide (NBPT) (100 nM) (AGROTAIN). On the basis of the activity results and the conclusions of the molecular modeling study, a structural model for new potential inhibitors has been defined.