r-2,c-6-bis(p-methoxyphenyl)piperidin-4-one O-benzyloxime | 1170321-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: r-2,c-6-bis(p-methoxyphenyl)piperidin-4-one O-benzyloxime
• CAS: 1170321-55-7
• 化学式: C₂₆H₂₈N₂O₃
• 分子量: 416.52
• InChiKey: PSECTNAHFWAORJ-WMPKNSHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.08
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2,6-bis(4-methoxyphenyl)piperidin-4-one 、 苄氧基胺盐酸盐 在 sodium acetate trihydrate 作用下， 以 甲醇 为溶剂， 以91%的产率得到r-2,c-6-bis(p-methoxyphenyl)piperidin-4-one O-benzyloxime
  参考文献：
  名称：

  Synthesis, spectral, crystal and antimicrobial studies of biologically potent oxime ethers of nitrogen, oxygen and sulfur heterocycles

  摘要：

  Three series of oxime ethers viz, 2,6-diarylpiperidin-4-one O-benzyloximes 5a-o, 2,6-diaryltetrahydropyran-4-one O-benzyloximes 7a-e and 2,6-diaryltetrahydrothiopyran-4-one O-benzyloximes 11a-b and 12a-c were synthesized and stereochemistry is established by their spectral and single crystal analysis. A SAR study has been carried out for the above oxime ethers against a panel of antibacterial (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi and Escherichia coli) and antifungal agents (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger, Aspergillus flavus and Cryptococcus neoformans), respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the chloro/methyl/methoxy substituted compounds exerted moderate to good activity against all the tested organisms; moreover, some compounds (5i, 5l, 5n, 5o, 7c2, 7d1, 7d2, 7e, 11b and 12c) exhibited promising activity than standard drugs. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.038