[[3-Bromo-7-(methylsulfonylmethyl)naphthalen-2-yl]-difluoromethyl]phosphonic acid | 1042270-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [[3-Bromo-7-(methylsulfonylmethyl)naphthalen-2-yl]-difluoromethyl]phosphonic acid
• CAS: 1042270-12-1
• 化学式: C₁₃H₁₂BrF₂O₅PS
• 分子量: 429.176
• InChiKey: BVOGERPEBAZJLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 三甲基溴硅烷 、 甲醇 、 水 作用下， 以 二氯甲烷 为溶剂， 生成 [[3-Bromo-7-(methylsulfonylmethyl)naphthalen-2-yl]-difluoromethyl]phosphonic acid
  参考文献：
  名称：

  Discovery of [(3-bromo-7-cyano-2-naphthyl)(difluoro)methyl]phosphonic acid, a potent and orally active small molecule PTP1B inhibitor

  摘要：

  A series of quinoline/naphthalene-difluoromethylphosphonates were prepared and were found to be potent PTP1B inhibitors. Most of these compounds bearing polar functionalities or large lipophilic residues did not show appreciable oral bioavailability in rodents while small and less polar analogs displayed moderate to good oral bioavailability. The title compound was found to have the best overall potency and pharmacokinetic profile and was found to be efficacious in animal models of diabetes and cancer.

  DOI：

  10.1016/j.bmcl.2008.04.064