N-(2-fluorophenyl)-2-(2-hydroxyphenyl)acetamide | 1030385-13-7

• 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-(2-fluorophenyl)-2-(2-hydroxyphenyl)acetamide
• CAS: 1030385-13-7
• 化学式: C₁₄H₁₂FNO₂
• mdl: MFCD23151889
• 分子量: 245.253
• InChiKey: XYGXGLDYDLLKEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-fluorophenyl)-2-(2-methoxyphenyl)acetamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以59%的产率得到N-(2-fluorophenyl)-2-(2-hydroxyphenyl)acetamide
  参考文献：
  名称：

  New amido derivatives as potential BKCa potassium channel activators. XI

  摘要：

  The vasorelaxing effects of exogenous activators of large-conductance calcium-activated potassium channels (BK channels) can furnish the pharmacological rational basis for the treatment of hypertension and/or other diseases related with an impaired contractility of vessels. Since in previous works some benzanilide derivatives showed BK channel-induced vasorelaxing activity, in this paper we have taken into consideration the introduction of methylene spacer(s) between the amide linker and one or both the aromatic substituents, to evaluate the pharmacological effect caused by these lengthenings and to obtain possible useful information about structure-activity relationships. Overall, the main findings of this work suggest that the introduction of one or two methylene group(s) in the amide linker exerts a negative influence on the BK-opening properties, which can be due to an excessive lengthening of the spacer between the two aromatic rings and/or to further degrees of conformational freedom. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.06.005

文献信息

• New amido derivatives as potential BKCa potassium channel activators. XI
  作者：Vincenzo Calderone、Francesca Lidia Fiamingo、Gabriella Amato、Irene Giorgi、Oreste Livi、Alma Martelli、Enrica Martinotti

  DOI：10.1016/j.ejmech.2007.06.005

  日期：2008.4

  The vasorelaxing effects of exogenous activators of large-conductance calcium-activated potassium channels (BK channels) can furnish the pharmacological rational basis for the treatment of hypertension and/or other diseases related with an impaired contractility of vessels. Since in previous works some benzanilide derivatives showed BK channel-induced vasorelaxing activity, in this paper we have taken into consideration the introduction of methylene spacer(s) between the amide linker and one or both the aromatic substituents, to evaluate the pharmacological effect caused by these lengthenings and to obtain possible useful information about structure-activity relationships. Overall, the main findings of this work suggest that the introduction of one or two methylene group(s) in the amide linker exerts a negative influence on the BK-opening properties, which can be due to an excessive lengthening of the spacer between the two aromatic rings and/or to further degrees of conformational freedom. (c) 2007 Elsevier Masson SAS. All rights reserved.