N-[(4-chlorophenyl)methoxy]piperidin-4-imine | 224178-74-9

• 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: N-[(4-chlorophenyl)methoxy]piperidin-4-imine
• CAS: 224178-74-9
• 化学式: C₁₂H₁₅ClN₂O
• 分子量: 238.717
• InChiKey: SWHHUHLOPKNZJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(4-chlorophenyl)methoxy]piperidin-4-imine 、 1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole methanesulfonate 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 1-(2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl)piperidin-4-one O-4-chlorobenzyl oxime
  参考文献：
  名称：

  Structure-based rational design, synthesis and antifungal activity of oxime-containing azole derivatives

  摘要：

  In an attempt to find novel azole antifungal agents with improved activity and broader spectrum, computer modeling was used to design a series of new azoles with piperidin-4-one O-substituted oxime side chains. Molecular docking studies revealed that they formed hydrophobic and hydrogen-bonding interactions with lanosterol 14 alpha-demethylase of Candida albicans (CACYP51). In vitro antifungal assay indicates that most of the synthesized compounds showed good activity against tested fungal pathogens. In comparison with fluconazole, itraconazole and voriconazole, several compounds (such as 10c, 10e, and 10i) show more potent antifungal activity and broader spectrum, suggesting that they are promising leads for the development of novel antifungal agents. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.03.014
• 作为产物：
  描述：

  C₁₇H₂₃ClN₂O₃ 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 N-[(4-chlorophenyl)methoxy]piperidin-4-imine
  参考文献：
  名称：

  Structure-based rational design, synthesis and antifungal activity of oxime-containing azole derivatives

  摘要：

  In an attempt to find novel azole antifungal agents with improved activity and broader spectrum, computer modeling was used to design a series of new azoles with piperidin-4-one O-substituted oxime side chains. Molecular docking studies revealed that they formed hydrophobic and hydrogen-bonding interactions with lanosterol 14 alpha-demethylase of Candida albicans (CACYP51). In vitro antifungal assay indicates that most of the synthesized compounds showed good activity against tested fungal pathogens. In comparison with fluconazole, itraconazole and voriconazole, several compounds (such as 10c, 10e, and 10i) show more potent antifungal activity and broader spectrum, suggesting that they are promising leads for the development of novel antifungal agents. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.03.014

文献信息

• HYDROXAMIC AND CARBOXYLIC ACID DERIVATIVES HAVING MMP AND TNF INHIBITORY ACTIVITY
  申请人：Darwin Discovery Limited

  公开号：EP1030836A1

  公开（公告）日：2000-08-30
• US6187924B1
  申请人：——

  公开号：US6187924B1

  公开（公告）日：2001-02-13
• [EN] HYDROXAMIC AND CARBOXYLIC ACID DERIVATIVES HAVING MMP AND TNF INHIBITORY ACTIVITY<br/>[FR] DERIVES D'ACIDE HYDROXAMIQUE ET CARBOCYCLIQUE AYANT UNE ACTIVITE D'INHIBITION DES MMP ET DU TNF
  申请人：DARWIN DISCOVERY LIMITED

  公开号：WO1999024399A1

  公开（公告）日：1999-05-20

  (EN) Compounds of formula (I) wherein m is 0-2; X is S(O)1-2; Y is OH or NHOH and the other variables are as defined in the claims, are useful as therapeutic agents by virtue of having MMP and TNF inhibitory activity.(FR) Composés de formule (I) dans laquelle m est 0 à 2, X est S(O)1-2, Y est OH ou NHOH et les autres variables sont telles que définies dans les revendications. Ces composés sont utiles en tant qu'agents thérapeutiques, du fait qu'ils possèdent une activité d'inhibition des métalloprotéinases matricielles (MMP) et du facteur de nécrose tumorale (TNF).