(diethoxyphosphoryl)(3-nitrophenyl)methyl methanesulfonate

• 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: (diethoxyphosphoryl)(3-nitrophenyl)methyl methanesulfonate
• 英文别名: Diethyl mesyloxy(m-nitrobenzyl)phosphonate；[Diethoxyphosphoryl-(3-nitrophenyl)methyl] methanesulfonate
• 化学式: C₁₂H₁₈NO₈PS
• 分子量: 367.317
• InChiKey: RXNVUPHTCZMZER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (diethoxyphosphoryl)(3-nitrophenyl)methyl methanesulfonate 在 palladium 10% on activated carbon 、 肼 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以0.190 g的产率得到(3-氨基苄基)膦酸二乙酯
  参考文献：
  名称：

  Synthesis and Evaluation of Phosphorus Containing, Specific CDK9/CycT1 Inhibitors

  摘要：

  Although there is a significant effort in the design of a selective CDK9/CycT1 inhibitor, no compound has been proven to be a specific inhibitor of this kinase so far. The aim of this research was to develop novel and selective phosphorus containing CDK9/CycT1 inhibitors. Molecules bearing phosphonamidate, phosphonate, and phosphinate moieties were synthesized. Prepared compounds were evaluated in an enzymatic CDK9/CycT1 assay. The most potent molecules were tested in cell-based toxicity and HIV proliferation assays. Selectivity of shortlisted compounds against CDKs and other kinases was tested. The best compound was shown to be a highly specific, ATP-competitive inhibitor of CDK9/CycT1 with antiviral activity.

  DOI：

  10.1021/jm401742r
• 作为产物：
  描述：

  间硝基苯甲醛 在 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 (diethoxyphosphoryl)(3-nitrophenyl)methyl methanesulfonate
  参考文献：
  名称：

  Synthesis and Evaluation of Phosphorus Containing, Specific CDK9/CycT1 Inhibitors

  摘要：

  Although there is a significant effort in the design of a selective CDK9/CycT1 inhibitor, no compound has been proven to be a specific inhibitor of this kinase so far. The aim of this research was to develop novel and selective phosphorus containing CDK9/CycT1 inhibitors. Molecules bearing phosphonamidate, phosphonate, and phosphinate moieties were synthesized. Prepared compounds were evaluated in an enzymatic CDK9/CycT1 assay. The most potent molecules were tested in cell-based toxicity and HIV proliferation assays. Selectivity of shortlisted compounds against CDKs and other kinases was tested. The best compound was shown to be a highly specific, ATP-competitive inhibitor of CDK9/CycT1 with antiviral activity.

  DOI：

  10.1021/jm401742r

文献信息

• Bis-phosphonate compounds
  申请人：——

  公开号：US06548042B2

  公开（公告）日：2003-04-15

  The present invention provides a pharmaceutical compound, or pharmaceutically acceptable salt thereof, for use in medicine, wherein said compound is of formula I wherein R is a pharmaceutically active moiety; Ar is an aromatic moiety; X is a linker group; and Y is a moiety comprising two phosphonate groups. Further aspects of the invention relate to a method for palliative and curative treatment of bone disorders and cancer related disorders, such as breast cancer.

  本发明提供了一种药物化合物，或其药用可接受的盐，用于医学上的使用，其中所述化合物为式I，其中R为药用活性基团；Ar为芳香基团；X为连接基团；Y为包含两个膦酸酯基团的基团。该发明的进一步方面涉及一种用于对骨骼疾病和癌症相关疾病（如乳腺癌）进行姑息治疗和治疗的方法。
• Reactions of diethyl mesyl- or tosyloxyphosphonates with diethyl phosphite and base: a method claimed to yield bisphosphonates
  作者：Erik Årstad、Lars Skattebøl

  DOI：10.1016/s0040-4039(02)02143-3

  日期：2002.11

  Reactions of diethyl mesyl- or tosyloxyphosphonates with sodium diethyl phosphite in THF lead to the corresponding phosphono phosphates. Reaction of the mesyloxy derivative with diethyl phosphite in pyridine gives the phosphono phosphate as minor product. Neither method yields bisphosphonates.

  甲基二甲苯基或甲苯磺酰氧基膦酸酯与亚磷酸二乙酯钠在THF中的反应生成相应的膦酰基磷酸酯。甲氧基氧基衍生物与亚磷酸二乙酯在吡啶中反应，得到次膦酸酯磷酸酯。两种方法均不产生双膦酸酯。
• US6548042B2
  申请人：——

  公开号：US6548042B2

  公开（公告）日：2003-04-15