diethyl-4-(trifluoroacetylamino)phenylmethyl-phosphonate | 117758-87-9

• 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: diethyl-4-(trifluoroacetylamino)phenylmethyl-phosphonate
• 英文别名: Diethyl 4-trifluoroacetamidobenzyl phosphonate；Diethyl (4-(2,2,2-trifluoroacetamido)phenyl)methylphosphonate；N-[4-(diethoxyphosphorylmethyl)phenyl]-2,2,2-trifluoroacetamide
• CAS: 117758-87-9
• 化学式: C₁₃H₁₇F₃NO₄P
• 分子量: 339.251
• InChiKey: OLBKOBIUGJNQJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl-4-(trifluoroacetylamino)phenylmethyl-phosphonate 在 盐酸 、 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 sodium nitrite 作用下， 以 四氢呋喃 、 四氯化碳 、 水 为溶剂， 反应 16.0h， 生成 tetraethyl ((4-hydroxyphenyl)methylene)bis(phosphonate)
  参考文献：
  名称：

  Preparation Of Tetraethyl-4-Hydroxyphenylmethylene-1,1-Bisphosphonate By Hydroxy-De-Diazoniation of The Corresponding Diazonium Salt Of Tetraethyl-4-Aminophenylmethylene-1,1-Bisphosphonate

  摘要：

  Bisphosphonates are widely used in diagnosis and therapy of different bone diseases. They are useful agents in osteotic vectorization of antitumor and antiinflammatory drugs because of their potential to accumulate in the inorganic bone matrix hydroxylapatite. Hence, there is great interest in alkyl-bisphosphonates. containing functional groups advantageous For further synthetic modification, as structural units for coupling with the drug. We report on the synthesis of tetraethyl-4-hydroxyphenylmethylene-1,1-bisphosphonate 8 by hydroxy-de-diazoniation of the diazonium salt 7, prepared by diazotation of the corresponding amine tetraethyl-3-aminophenyl methylene-1,1-bisphosphonate 6.

  DOI：

  10.1080/10426500008076326
• 作为产物：
  描述：

  二乙基(4-硝基苯甲基)磷酸盐 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 4.0~20.0 ℃ 、413.7 kPa 条件下， 反应 24.0h， 生成 diethyl-4-(trifluoroacetylamino)phenylmethyl-phosphonate
  参考文献：
  名称：

  Phosphonated Fluoroquinolones, Antibacterial Analogs Thereof, and Methods for the Prevention and Treatment of Bone and Joint Infections

  摘要：

  本发明涉及磷酸化氟喹诺酮及其抗菌类似物，以及使用这些化合物的方法。这些化合物可用作抗生素，用于预防和/或治疗骨骼和关节感染，特别是用于预防和/或治疗骨髓炎。

  公开号：

  US20080287396A1

文献信息

• Antibodies which catalyze hydrolysis of ester bonds
  申请人：Scripps Clinic and Research Foundation

  公开号：US05030717A1

  公开（公告）日：1991-07-09

  An analog-ligand having a conformation that substantially corresponds to the conformation of a hydrolytic transition state of an amide or ester reactant ligand is used to produce receptor molecules of predetermined specificity. The receptor molecules include an antibody combining site that binds to a reactant ligand and thereby stabilizes the tetrahedral carbon atom of the amide or ester hydrolysis transition state of that reactant ligand to catalytically hydrolyze the reactant ligand at a predetermined site.

  具有与酰胺或酯反应物配体的水解过渡态构象基本对应的模拟配体用于产生具有预定特异性的受体分子。这些受体分子包括一个与反应物配体结合的抗体结合位点，从而稳定酰胺或酯水解过渡态的四面体碳原子，以在预定位置催化水解反应物配体。
• <i>N</i>-Glycosyl phosphonamidates: potential transition-state analogue inhibitors of glycopeptidases
  作者：Vito Ferro、Larry Weiler、Stephen G. Withers、Herman Ziltener

  DOI：10.1139/cjc-76-3-313

  日期：——
• Phosphonated Fluoroquinolones, Antibacterial Analogs Thereof, and Methods for the Prevention and Treatment of Bone and Joint Infections
  申请人：Delorme Daniel

  公开号：US20080287396A1

  公开（公告）日：2008-11-20

  The present invention relates to phosphonated fluoroquinolones, antibacterial analogs thereof, and methods of using such compounds. These compounds are useful as antibiotics for prevention and/or the treatment of bone and joint infections, especially for the prevention and/or treatment of osteomyelitis.

  本发明涉及磷酸化氟喹诺酮及其抗菌类似物，以及使用这些化合物的方法。这些化合物可用作抗生素，用于预防和/或治疗骨骼和关节感染，特别是用于预防和/或治疗骨髓炎。
• Preparation Of Tetraethyl-4-Hydroxyphenylmethylene-1,1-Bisphosphonate By Hydroxy-De-Diazoniation of The Corresponding Diazonium Salt Of Tetraethyl-4-Aminophenylmethylene-1,1-Bisphosphonate
  作者：T. Pieper、B. K. Keppler

  DOI：10.1080/10426500008076326

  日期：2000.2

  Bisphosphonates are widely used in diagnosis and therapy of different bone diseases. They are useful agents in osteotic vectorization of antitumor and antiinflammatory drugs because of their potential to accumulate in the inorganic bone matrix hydroxylapatite. Hence, there is great interest in alkyl-bisphosphonates. containing functional groups advantageous For further synthetic modification, as structural units for coupling with the drug. We report on the synthesis of tetraethyl-4-hydroxyphenylmethylene-1,1-bisphosphonate 8 by hydroxy-de-diazoniation of the diazonium salt 7, prepared by diazotation of the corresponding amine tetraethyl-3-aminophenyl methylene-1,1-bisphosphonate 6.