2-甲氧基-N-(2-甲氧基苄基)苯甲酰胺 | 331440-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲氧基-N-(2-甲氧基苄基)苯甲酰胺
• 英文名称: 2-methoxy-N-(2-methoxyphenyl)methylbenzamide
• 英文别名: 2-methoxy-N-(2-methoxybenzyl)benzamide；2-methoxy-N-[(2-methoxyphenyl)methyl]benzamide
• CAS: 331440-01-8
• 化学式: C₁₆H₁₇NO₃
• 分子量: 271.316
• InChiKey: LWWIFEXSJWVDBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲氧基-N-(2-甲氧基苄基)苯甲酰胺 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以95%的产率得到2-methoxy-N-(2-methoxyphenyl)methylbenzothioamide
  参考文献：
  名称：

  铁配合物促进R'3SiH催化仲硫代酰胺脱硫中RN=CHPh向R(R'3Si)NCH2Ph的转化

  摘要：

  在 CpFe(CO)2Me (1) 存在下，亚胺 (RN=CHPh) 与氢硅烷 (R'3SiH) 的反应表明形成了氢化硅烷化产物 (R(R'3Si)NCH2Ph)。这些发现帮助我们理解了由 1 催化的仲硫代酰胺脱硫的反应机理，分别得到相应的亚胺和胺作为主要和次要产物。

  DOI：

  10.1002/hc.21175
• 作为产物：
  描述：

  邻甲氧基苄胺 、 甲氧基苯甲酰氯 在 TEA 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以62%的产率得到2-甲氧基-N-(2-甲氧基苄基)苯甲酰胺
  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.
• Transformation of RN=CHPh to R(R′₃Si)NCH₂Ph in the Catalytic Desulfurization of Secondary Thioamide with R′₃SiH Promoted by an Iron Complex
  作者：Kozo Fukumoto、Akane Sakai、Toshiaki Murai、Hiroshi Nakazawa

  DOI：10.1002/hc.21175

  日期：2014.11

  The reaction of imine (RN=CHPh) with hydrosilane (R′3SiH) in the presence of CpFe(CO)2Me (1) revealed the formation of a hydrosilylation product (R(R′3Si)NCH2Ph). The findings helped us to understand the reaction mechanism of desulfurization of secondary thioamide catalyzed by 1 to give the corresponding imine and amine as a major and minor product, respectively.

  在 CpFe(CO)2Me (1) 存在下，亚胺 (RN=CHPh) 与氢硅烷 (R'3SiH) 的反应表明形成了氢化硅烷化产物 (R(R'3Si)NCH2Ph)。这些发现帮助我们理解了由 1 催化的仲硫代酰胺脱硫的反应机理，分别得到相应的亚胺和胺作为主要和次要产物。