Benzyl 12-oxo-12-[16-(12-oxo-12-phenylmethoxydodecanoyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]dodecanoate | 1007834-20-9

• 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: Benzyl 12-oxo-12-[16-(12-oxo-12-phenylmethoxydodecanoyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]dodecanoate
• CAS: 1007834-20-9
• 化学式: C₅₀H₇₈N₂O₁₀
• 分子量: 867.177
• InChiKey: PHBDIMMUBAPVCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  62
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Benzyl 12-oxo-12-[16-(12-oxo-12-phenylmethoxydodecanoyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]dodecanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以90%的产率得到12-[16-(11-Carboxyundecanoyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]-12-oxododecanoic acid
  参考文献：
  名称：

  Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels

  摘要：

  The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.

  DOI：

  10.1055/s-0034-1378345
• 作为产物：
  描述：

  N,N'-二苄基-4,13-二氮杂-18-冠6-醚 在 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.17h， 生成 Benzyl 12-oxo-12-[16-(12-oxo-12-phenylmethoxydodecanoyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]dodecanoate
  参考文献：
  名称：

  Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels

  摘要：

  The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.

  DOI：

  10.1055/s-0034-1378345

文献信息

• Heterocyclic Amide Hydraphile Synthetic Cation Transporters
  作者：George W. Gokel、Wei Wang、Carl R. Yamnitz

  DOI：10.3987/com-07-s(u)62

  日期：——

  A family of hydraphile ionophores has been prepared in which various approximately CH(2)N approximately to approximately CON approximately replacements have been made to assess the effect on Na(+) transport through phospholipid bilayers. When the central relay (see graphical abstract) was a third macrocycle, symmetrical carbonyl for methylene replacements enhanced activity, but the presence of four or six amide residues diminished transport. When a pair of amides was incorporated into compounds having a 4,4'-bipiperidyl central relay, both significant increases and decreases were observed depending upon the amide positions. The presence of amides alters both the donor group type and strength and the conformation of the structural unit in which it occurs. These changes are shown to depend on the liposomes in which the Na(+) release studies were conducted. These changes are shown to affect the toxicity of the hydraphiles to E. coli.