N-(3,5-difluorobenzyl)-5-propyl-1H-imidazole-4-carboxamide | 459432-78-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(3,5-difluorobenzyl)-5-propyl-1H-imidazole-4-carboxamide
• 英文别名: 5-Propyl-1H-imidazole-4-carboxylic acid 3,5-difluorobenzylamide；N-[(3,5-difluorophenyl)methyl]-5-propyl-1H-imidazole-4-carboxamide
• CAS: 459432-78-1
• 化学式: C₁₄H₁₅F₂N₃O
• 分子量: 279.289
• InChiKey: MZVVNSPJKFOXGX-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：
  0.29
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3,5-difluorobenzyl)-5-propyl-1H-imidazole-4-carboxamide 以84%的产率得到N-(3,5-difluorobenzyl)-2-iodo-5-propyl-1H-imidazole-4-carboxamide
  参考文献：
  名称：

  Biimidazole diamide anion binding agents

  摘要：

  本文描述了用于结合阴离子，如硫酸的双咪唑二酰胺化合物，以及其用途，例如从废水流中提取阴离子和/或检测阴离子。

  公开号：

  US20050004370A1
• 作为产物：
  描述：

  3,5-二氟苄胺 以50%的产率得到N-(3,5-difluorobenzyl)-5-propyl-1H-imidazole-4-carboxamide
  参考文献：
  名称：

  Biimidazole diamide anion binding agents

  摘要：

  本文描述了用于结合阴离子，如硫酸的双咪唑二酰胺化合物，以及其用途，例如从废水流中提取阴离子和/或检测阴离子。

  公开号：

  US20050004370A1

文献信息

• US7078528B2
  申请人：——

  公开号：US7078528B2

  公开（公告）日：2006-07-18
• Biimidazole diamide anion binding agents
  申请人：Allen E. William

  公开号：US20050004370A1

  公开（公告）日：2005-01-06

  Biimidazole diamide compounds that are useful for binding anions such as sulfate are described, along with the use thereof for purposes such as extracting anions from a waste stream and/or detecting anions.

  本文描述了用于结合阴离子，如硫酸的双咪唑二酰胺化合物，以及其用途，例如从废水流中提取阴离子和/或检测阴离子。
• Anion Binding by Fluorescent Biimidazole Diamides
  作者：Corey P. Causey、William E. Allen

  DOI：10.1021/jo020098v

  日期：2002.8.1

  Six 2,2'-biimidazoles with various amide groups at the 4- and 4'-positions were prepared from 5-propyl-1H-imidazole-4-carboxylic acid ethyl ester. In the final step of the synthesis, biimidazole C2-C2' bond formation was accomplished in 33-45% yield by palladium(0)-catalyzed homocoupling of the corresponding 2-iodoimidazoles. Four of the biimidazoles were studied by X-ray diffraction. In the solid state, all display coplanar imidazole rings, an anti relationship of amide groups, and intramolecular (NHamide...N-imid) and intermolecular (NHimid...O-amide) hydrogen bonding. In CH2Cl2, the emission intensity of the biimidazoles is quenched by the presence of dihydrogenphosphate and chloride anions, but no shifts in lambda(emiss) are observed. Binding constants for 1:1 biimidazole-anion complexation (K-assoc) are on the order of 10(4) M-1 for H2PO4- and Cl-. One of the receptors (bearing 3,5-difluorobenzylamides) is selective for chloride. The participation of the amide NH atoms in anion binding was established by H-1 NMR.