N¹,N⁸-bis(trifluoroacetyl)-bis(hexamethylene)triamine trifluoroacetate | 1009310-84-2

• 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: N¹,N⁸-bis(trifluoroacetyl)-bis(hexamethylene)triamine trifluoroacetate
• 英文别名: 2,2,2-Trifluoro-N-{6-[6-(2,2,2-trifluoro-acetylamino)-hexylamino]-hexyl}-acetamide；Bis(trifluoroacetamidohexyl)amine；2,2,2-trifluoro-N-[6-[6-[(2,2,2-trifluoroacetyl)amino]hexylamino]hexyl]acetamide
• CAS: 1009310-84-2
• 化学式: C₁₆H₂₇F₆N₃O₂
• 分子量: 407.4
• InChiKey: BQCNFKKZDPCYQL-UHFFFAOYSA-N

物化性质

• 沸点：
  472.9±45.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N¹,N⁸-bis(trifluoroacetyl)-bis(hexamethylene)triamine trifluoroacetate 在 N-甲基吗啉 、 水 、 sodium carbonate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 57.0h， 生成 (5-{Bis-[6-(3-{bis-[6-(2,2,2-trifluoro-acetylamino)-hexyl]-carbamoyl}-propionylamino)-hexyl]-carbamoyl}-pentyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Dendrimeric Molecular Transporters:  Synthesis and Evaluation of Tunable Polyguanidino Dendrimers That Facilitate Cellular Uptake

  摘要：

  [GRAPHICS]Nine fluorescently labeled structurally varied polyguanidino dendrimers based on diamino acid monomeric units were individually synthesized in an efficient, scalable sequence using a trifluoroacetamide protecting group-perguanidinylation strategy. While the dendrimers varied significantly in their ability to enter a human lymphocyte cell line, the best transporters out-performed an oligoarginine reference standard.

  DOI：

  10.1021/ol051496y
• 作为产物：
  描述：

  三氟乙酸乙酯 、 双(六亚甲基)三胺 以 乙腈 为溶剂， 反应 19.0h， 生成 N¹,N⁸-bis(trifluoroacetyl)-bis(hexamethylene)triamine trifluoroacetate
  参考文献：
  名称：

  Dendrimeric Molecular Transporters:  Synthesis and Evaluation of Tunable Polyguanidino Dendrimers That Facilitate Cellular Uptake

  摘要：

  [GRAPHICS]Nine fluorescently labeled structurally varied polyguanidino dendrimers based on diamino acid monomeric units were individually synthesized in an efficient, scalable sequence using a trifluoroacetamide protecting group-perguanidinylation strategy. While the dendrimers varied significantly in their ability to enter a human lymphocyte cell line, the best transporters out-performed an oligoarginine reference standard.

  DOI：

  10.1021/ol051496y

文献信息

• Molecular transporter compositions comprising dendrimeric oligoguanidine with a tri-functional core that facilitates delivery into cells in vivo
  申请人：Li Yong-Fu

  公开号：US20120035358A1

  公开（公告）日：2012-02-09

  Novel molecular transporter compositions and their use for transporting bioactive substances into cells in living animals are disclosed. To afford in vivo delivery, the composition is covalently linked to the bioactive substance and the resultant composite structure is introduced into the subject. The transporter composition includes multiple guanidine moieties on a dendrimeric scaffold having a tri-functional core. The tri-functional core is a phosphorodiamidate or phosphoramide moiety.

  本发明揭示了新型分子转运体组合物及其用于将生物活性物质运输到活体动物细胞内的方法。为了在体内实现递送，该组合物与生物活性物质共价连接，并将所得的复合结构引入受体体内。转运体组合物包括在三功能核心上具有多个胍基基团的树状支架。三功能核心是磷酸二酰胺或磷酰胺基团。
• Molecular transporter compositions comprising dendrimeric oligoguanidine with a triazine core that facilitate delivery into cells in vivo
  申请人：Gene Tools, LLC

  公开号：US07935816B2

  公开（公告）日：2011-05-03

  Preparations of novel molecular transporter compositions and their use for transporting bioactive substances into cells in living animals are disclosed. To afford in vivo delivery, the composition is covalently linked to the bioactive substance and the resultant composite structure is introduced into the subject. The transporter composition includes multiple guanidine moieties on a dendrimeric scaffold having a triazine core.

  本发明涉及一种新型分子传输剂的制备及其在将生物活性物质输送到活体动物细胞中的应用。为了在体内输送，该组合物与生物活性物质共价连接，并将所得的复合结构引入受试者体内。该传输剂组合物包括在三嗪核心上具有多个胍基的树状支架。
• Molecular Engineering of Supramolecular Scaffold Coatings that Can Reduce Static Platelet Adhesion
  作者：Aryavarta M. S. Kumar、Sona Sivakova、Justin D. Fox、Jennifer E. Green、Roger E. Marchant、Stuart J. Rowan

  DOI：10.1021/ja0775927

  日期：2008.1.30

  Novel supramolecular coatings that make use of low-molecular weight ditopic monomers with guanine end groups are studied using fluid tapping AFM. These molecules assemble on highly oriented pyrolytic graphite (HOPG) from aqueous solutions to form nanosized banding structures whose sizes can be systematically tuned at the nanoscale by tailoring the molecular structure of the monomers. The nature of the self-assembly in these systems has been studied through a combination of the self-assembly of structural derivatives and molecular modeling. Furthermore, we introduce the concept of using these molecular assemblies as scaffolds to organize functional groups on the surface. As a first demonstration of this concept, scaffold monomers that contain a monomethyl triethyleneglycol branch were used to organize these "functional" units on a HOPG surface. These supramolecular grafted assemblies have been shown to be stable at biologically relevant temperatures and even have the ability to significantly reduce static platelet adhesion.
• US7935816B2
  申请人：——

  公开号：US7935816B2

  公开（公告）日：2011-05-03
• US8637492B2
  申请人：——

  公开号：US8637492B2

  公开（公告）日：2014-01-28