2-hydroxy-N-(3-methylbutyl)benzamide | 24469-55-4

• 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: 2-hydroxy-N-(3-methylbutyl)benzamide
• 英文别名: N-Isopentyl-salicylamid；N-isopentyl-salicylamide；2-Hydroxy-N-isopentylbenzamide
• CAS: 24469-55-4
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD11130937
• 分子量: 207.272
• InChiKey: SGOOCHFOMIFRAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-hydroxy-N-(3-methylbutyl)benzamide 、 二乙胺 以 乙醇 、 水 为溶剂， 反应 20.0h， 以3%的产率得到5-diethylaminomethyl-2-hydroxy-N-(3-methylbutyl)benzamide
  参考文献：
  名称：

  水杨基烷基酰胺和曼尼希碱的杂化物：通过溶液和固态氢键控制酰胺构象。

  摘要：

  水杨基烷基酰胺的3-氨基甲基化提供了具有曼尼希碱的杂化物。另外，它引发了酰胺键的旋转。观察到的构象转换是由曼尼希碱和酚基之间的强分子内氢键驱动的。晶体结构分析表明，杂酚分子通过酚OH的双氢键结合而稳定，酚OH同时充当受体和供体。分子在正交空间排列中包含酰胺位点和曼尼希碱基位点。分子内氢键在非极性溶剂（例如氯仿）中保持不变。当曼尼希碱氮被保护或质子化时，构象变化可以逆转。

  DOI：

  10.3390/molecules20011686
• 作为产物：
  描述：

  2-acetoxy-benzoic acid isopentylamide 在 sodium hydroxide 作用下， 生成 2-hydroxy-N-(3-methylbutyl)benzamide
  参考文献：
  名称：

  Formation of domain structure of erythrocyte membrane in Wistar rat fed with CeCl3 per os

  摘要：

  To explore the possibility of absorption of lanthanides via digestive duct and their effects on the membrane structure and permeability of erythrocytes, the fine structure of erythrocyte membrane from Wistar rats, fed for 70 days of daily administration per os with 20 mg CeCl3/kg weight, was imaged by means of atomic force microscopy and FT-IR deconvolution spectra. The results show that, although the erythrocytes maintain the intact shape, the change of secondary structure, aggregation and crosslinking of the protein particles of membrane surface and the enlarged lipid regions lead to the domain structure formation. This structure might be responsible for the increasing permeability of erythrocyte membrane.

  DOI：

  10.1007/bf02884943

文献信息

• Formation of domain structure of erythrocyte membrane in Wistar rat fed with CeCl3 per os
  作者：Yi Cheng、Maozi Liu、You Li、Rongchang Li、Chunli Bai、Kui Wang

  DOI：10.1007/bf02884943

  日期：2000.3

  To explore the possibility of absorption of lanthanides via digestive duct and their effects on the membrane structure and permeability of erythrocytes, the fine structure of erythrocyte membrane from Wistar rats, fed for 70 days of daily administration per os with 20 mg CeCl3/kg weight, was imaged by means of atomic force microscopy and FT-IR deconvolution spectra. The results show that, although the erythrocytes maintain the intact shape, the change of secondary structure, aggregation and crosslinking of the protein particles of membrane surface and the enlarged lipid regions lead to the domain structure formation. This structure might be responsible for the increasing permeability of erythrocyte membrane.
• Hybrids of Salicylalkylamides and Mannich Bases: Control of the Amide Conformation by Hydrogen Bonding in Solution and in the Solid State
  作者：Christian Dank、Barbara Kirchknopf、Matthias Mastalir、Hanspeter Kählig、Susanne Felsinger、Alexander Roller、Vladimir Arion、Hubert Gstach

  DOI：10.3390/molecules20011686

  日期：——

  3-Aminomethylation of salicylalkylamides afforded hybrids with a Mannich base. In addition, it triggered the rotation of the amide bond. The observed conformational switch is driven by strong intramolecular hydrogen bonding between the Mannich base and phenolic group. Crystal structure analysis reveals the stabilization of the hybrid molecules by double hydrogen bonding of the phenolic OH, which acts

  水杨基烷基酰胺的3-氨基甲基化提供了具有曼尼希碱的杂化物。另外，它引发了酰胺键的旋转。观察到的构象转换是由曼尼希碱和酚基之间的强分子内氢键驱动的。晶体结构分析表明，杂酚分子通过酚OH的双氢键结合而稳定，酚OH同时充当受体和供体。分子在正交空间排列中包含酰胺位点和曼尼希碱基位点。分子内氢键在非极性溶剂（例如氯仿）中保持不变。当曼尼希碱氮被保护或质子化时，构象变化可以逆转。