3-[(pyrazol-1-ylmethyl)]benzamide

• 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: 3-[(pyrazol-1-ylmethyl)]benzamide
• 英文别名: 3-(pyrazol-1-yl)methylbenzamide；Pyrazole,1-(M-carboxamido)benzyl；3-(pyrazol-1-ylmethyl)benzamide
• 化学式: C₁₁H₁₁N₃O
• 分子量: 201.228
• InChiKey: ASCGVLMPDBVQPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  60.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  copper diacetate 、 3-[(pyrazol-1-ylmethyl)]benzamide 在 acetic acid 作用下， 以 乙腈 为溶剂， 生成 tetrakis(μ-acetato-O,O')bis(3-(pyrazol-1-yl)methylbenzamide)dicopper(II)
  参考文献：
  名称：

  Establishing Amide···Amide Reliability and Synthon Transferability in the Supramolecular Assembly of Metal-Containing One-Dimensional Architectures

  摘要：

  On the basis of a combination of new structural data (eleven single-crystal structure determinations are presented) and information from the Cambridge Structural Database, it has been shown that self-complementary hydrogen-bond based amide center dot center dot center dot amide dimers can be relied upon as effective supramolecular synthons for the assembly and organization of acac- and paddle-wheel complexes of a variety of metal(II) ions. The targeted molecular recognition event and intended extended one-dimensional motif appear with a supramolecular yield of 78% (a total of 28 structures were examined). Despite the fact that the hydrogen bonds that give rise to the R-2(2)(8) motif can be disrupted by both carboxylate- and acac-ligands, as well as by solvent molecules, they remain remarkably resilient and therefore represent useful synthetic tools in inorganic crystal engineering.

  DOI：

  10.1021/ic801992t
• 作为产物：
  描述：

  3-(溴甲基)苯甲酸甲酯 在 氨 、 potassium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 3-[(pyrazol-1-ylmethyl)]benzamide
  参考文献：
  名称：

  A structure–Permeability study of small drug-like molecules

  摘要：

  A systematic structure permeability relationship study on a set of small drug-like molecules with log D values in the range -2.5 to 3 and carrying a diverse Arran of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly. several tetrazole derivatives were found to be substrates for efflux pump(s). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01035-1

文献信息

• How robust is the hydrogen-bonded amide ‘ladder’ motif?
  作者：Christer B. Aakeröy、Benjamin M. T. Scott、John Desper

  DOI：10.1039/b715610c

  日期：——

  The well-known hydrogen-bonded ladder displayed by amides in the solid state, is readily disrupted and reduced to an R22(8) motif if a competitive hydrogen-bond acceptor is incorporated in the molecular structure of the amide. When a weaker hydrogen-bond acceptor (i.e. –NO2, –CN, –Cl, –Br) is present, the ladder persists in about every other case, whereas if a stronger hydrogen-bond acceptor is introduced

  著名的氢键梯形图由 酰胺类如果在其分子结构中掺入竞争性氢键受体，则在固态时容易被破坏并还原为R 2 2（8）基序。酰胺。当存在较弱的氢键受体（即 –NO 2，–CN，–Cl，–Br）时，梯形几乎在所有其他情况下都保持不变，而如果引入了较强的氢键受体（例如N-杂环），阶梯不太可能出现。如果存在强氢键受体，则酰胺⋯酰胺二聚体会“存活”超过50％的时间。该结论基于六种物质的合成和结构表征吡唑装饰 苯甲酰胺除了检查来自CSD的相关数据。所述抗的氢原子酰胺部分更可能参与N–H⋯N（杂环）氢键而不是N–H⋯O C（酰胺） 相互作用。
• A structure–Permeability study of small drug-like molecules
  作者：Thomas Fichert、Mehran Yazdanian、John R. Proudfoot

  DOI：10.1016/s0960-894x(02)01035-1

  日期：2003.2

  A systematic structure permeability relationship study on a set of small drug-like molecules with log D values in the range -2.5 to 3 and carrying a diverse Arran of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly. several tetrazole derivatives were found to be substrates for efflux pump(s). (C) 2003 Elsevier Science Ltd. All rights reserved.
• Establishing Amide···Amide Reliability and Synthon Transferability in the Supramolecular Assembly of Metal-Containing One-Dimensional Architectures
  作者：Christer B. Aakeröy、Benjamin M. T. Scott、Michelle M. Smith、Joaquin F. Urbina、John Desper

  DOI：10.1021/ic801992t

  日期：2009.5.4

  On the basis of a combination of new structural data (eleven single-crystal structure determinations are presented) and information from the Cambridge Structural Database, it has been shown that self-complementary hydrogen-bond based amide center dot center dot center dot amide dimers can be relied upon as effective supramolecular synthons for the assembly and organization of acac- and paddle-wheel complexes of a variety of metal(II) ions. The targeted molecular recognition event and intended extended one-dimensional motif appear with a supramolecular yield of 78% (a total of 28 structures were examined). Despite the fact that the hydrogen bonds that give rise to the R-2(2)(8) motif can be disrupted by both carboxylate- and acac-ligands, as well as by solvent molecules, they remain remarkably resilient and therefore represent useful synthetic tools in inorganic crystal engineering.