N¹,N³,N⁵-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide

• 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: N¹,N³,N⁵-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide
• 英文别名: N,N',N''-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide；1,3,5-N,N',N''-tris(2-methoxyethyl)trimesic amide；1-N,3-N,5-N-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide
• 化学式: C₁₈H₂₇N₃O₆
• 分子量: 381.429
• InChiKey: KXBNQSLPUACWRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  三甲基1,3,5-苯三羟酸酯 、 2-甲氧基乙胺 在 zirconium(IV) tert-butoxide 、 1-羟基苯并三唑 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以94%的产率得到N¹,N³,N⁵-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide
  参考文献：
  名称：

  Catalytic Ester−Amide Exchange Using Group (IV) Metal Alkoxide−Activator Complexes

  摘要：

  A process for preparation of amides from unactivated esters and amines has been developed using a catalytic system comprised of group (IV) metal alkoxides in conjunction with additives including 1-hydroxy-7-azabenzotriazole (HOAt). In general, ester-amide exchange proceeds using a variety of structurally diverse esters and amines without azeotropic reflux to remove the alcohol byproduct. Initial mechanistic studies on the Zr(Ot-Bu)(4)-HOAt system revealed that the active catalyst is a novel, dimeric zirconium complex as determined by X-ray crystallography.

  DOI：

  10.1021/ja0527976

文献信息

• New supramolecular packing motifs: π-stacked rods encased in triply-helical hydrogen bonded amide strands
  作者：Matthew P. Lightfoot、Francis S. Mair、Robin G. Pritchard、John E. Warren

  DOI：10.1039/a905245c

  日期：——

  The structure of N,N′,N″-tris(2-methoxyethyl)benzene-1,3,5-tricarboxamide consists of aryl rings self-assembled using a novel conjunction of organizational motifs into a π-stack surrounded by a triple helical network of hydrogen bonds, in a manner suggestive of a new mode of organization for some columnar liquid crystals.

  N,Nâ²,Nâ³-三(2-甲氧基乙基)苯-1,3,5-三甲酰胺的结构由芳基环组成，这些芳基环以一种新颖的组织方式自组装成一个由氢键的三重螺旋网络环绕的Ï-叠层，这种方式暗示了某些柱状液晶的一种新的组织模式。
• [EN] NON-PEPTIDE BDNF NEUROTROPHIN MIMETICS<br/>[FR] MIMÉTIQUES DE NEUROTROPHINE BDNF NON PEPTIDIQUES
  申请人：PHARMATROPHIX INC

  公开号：WO2014143985A1

  公开（公告）日：2014-09-18

  Methods and compounds for treating neurological and other disorders are provided. Included is the administering to a subject in need thereof an effective amount of a compound having binding and/or modulation specificity for a TrkB receptor molecule.

  本发明提供了用于治疗神经系统和其他疾病的方法和化合物。其中包括向需要治疗的受体中注射具有TrkB受体分子结合和/或调节特异性的化合物的有效量。
• NON-PEPTIDE BDNF NEUROTROPHIN MIMETICS
  申请人：Pharmatrophix, Inc.

  公开号：EP2970105B1

  公开（公告）日：2019-09-11
• US9828332B2
  申请人：——

  公开号：US9828332B2

  公开（公告）日：2017-11-28
• Catalytic Ester−Amide Exchange Using Group (IV) Metal Alkoxide−Activator Complexes
  作者：Chong Han、Jonathan P. Lee、Emil Lobkovsky、John A. Porco

  DOI：10.1021/ja0527976

  日期：2005.7.1

  A process for preparation of amides from unactivated esters and amines has been developed using a catalytic system comprised of group (IV) metal alkoxides in conjunction with additives including 1-hydroxy-7-azabenzotriazole (HOAt). In general, ester-amide exchange proceeds using a variety of structurally diverse esters and amines without azeotropic reflux to remove the alcohol byproduct. Initial mechanistic studies on the Zr(Ot-Bu)(4)-HOAt system revealed that the active catalyst is a novel, dimeric zirconium complex as determined by X-ray crystallography.