1-(phenylmethyl)-1,5,9-triazacyclododecane | 174192-34-8

• 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: 1-(phenylmethyl)-1,5,9-triazacyclododecane
• 英文别名: N-benzyl-1,5,9-triazacyclododecane；1,5,9-Triazacyclododecane, 1-(phenylmethyl)-；1-benzyl-1,5,9-triazacyclododecane
• CAS: 174192-34-8
• 化学式: C₁₆H₂₇N₃
• 分子量: 261.41
• InChiKey: XLLFEZGASHWCGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  27.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 1-(phenylmethyl)-1,5,9-triazacyclododecane 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 144.0h， 以99%的产率得到Ditert-butyl 9-benzyl-1,5,9-triazacyclododecane-1,5-dicarboxylate
  参考文献：
  名称：

  Conversion of Macrocyclic Polyamines into Carbon-Substituted Derivatives. Synthesis of Derivatives of 1,5,9-Triazacyclododecane-2-carbonitrile

  摘要：

  DOI：

  10.1021/jo951637h
• 作为产物：
  描述：

  5-Benzyl-5,9-diaza-1-azonia-bicyclo[7.3.1]tridec-1(13)-ene; bromide 在 sodium hydroxide 作用下， 反应 1.0h， 以92%的产率得到1-(phenylmethyl)-1,5,9-triazacyclododecane
  参考文献：
  名称：

  一系列新的[12] aneN 3型大环的合成和表征。两个无金属质子化的配体的结构

  摘要：

  描述了具有[12] aneN 3合成子和不同间隔基的单位和双位配体家族的合成。还报道了它们中的两个通过X射线衍射的表征。

  DOI：

  10.1016/s0040-4039(97)00241-4

文献信息

• Catalysis of Diribonucleoside Monophosphate Cleavage by Water Soluble Copper(II) Complexes of Calix[4]arene Based Nitrogen Ligands
  作者：Roberta Cacciapaglia、Alessandro Casnati、Luigi Mandolini、David N. Reinhoudt、Riccardo Salvio、Andrea Sartori、Rocco Ungaro

  DOI：10.1021/ja0632106

  日期：2006.9.1

  Calix[4]arenes functionalized at the 1,2-, 1,3-, and 1,2,3-positions of the upper rim with [12]ane-N-3 ligating units were synthesized, and their bi-and trimetallic zinc(II) and copper( II) complexes were investigated as catalysts in the cleavage of phosphodiesters as RNA models. The results of comparative kinetic studies using monometallic controls indicate that the subunits of all of the zinc(II) complexes and of the 1,3-distal bimetallic copper(II) complex 7-Cu-2 act as essentially independent monometallic catalysts. The lack of cooperation between metal ions in the above complexes is in marked contrast with the behavior of the 1,2-vicinal bimetallic copper(II) complex 6-Cu-2, which exhibits high catalytic efficiency and high levels of cooperation between metal ions in the cleavage of HPNP and of diribonucleoside monophosphates NpN'. A third ligated metal ion at the upper rim does not enhance the catalytic efficiency, which excludes the simultaneous cooperation in the catalysis of the three metal ions in 8-Cu-3. Rate accelerations relative to the background brought about by 6-Cu-2 and 8-Cu-3 (1.0 mM catalyst, water solution, pH 7.0, 50 degrees C) are on the order of 10(4)-fold, largely independent of the nucleobase structure, with the exception of the cleavage of diribonucleoside monophosphates in which the nucleobase N is uracil, namely UpU and UpG, for which rate enhancements rise to 10(5)-fold. The rationale for the observed selectivity is discussed in terms of deprotonation of the uracil moiety under the reaction conditions and complexation of the resulting anion with one of the copper(II) centers.
• LIPOMACROCYCLES AND USES THEREOF
  申请人：Cui Kunyuan

  公开号：US20130156851A1

  公开（公告）日：2013-06-20

  What is described are macrocyclic compounds formed by reaction of a cyclic compound, which contains an amine, with an epoxide. The macrocyclic compound has the following structure: When substituents R and R′ that are hydrophobic substituents, the macrocyclic compound functions as a lipid and is compatible with lipid systems, including liposomes and lipid particles. When present in certain lipid systems, the macrocyclic compound enhances the ability of the lipid system to facilitate delivery of therapeutic molecules to target cells in a mammalian subject.
• US9233971B2
  申请人：——

  公开号：US9233971B2

  公开（公告）日：2016-01-12
• Synthesis and characterization of a new series of [12]aneN3 type macrocycles. Structures of two protonated metal-free ligands
  作者：Patricia Hubsch-Weber、Marie-Thérèse Youinou

  DOI：10.1016/s0040-4039(97)00241-4

  日期：1997.3

  The synthesis of a family of monotopic and ditopic ligands possessing a [12]aneN3 synthon and different spacers is described. The characterization of two of them by X-ray diffraction is also reported.

  描述了具有[12] aneN 3合成子和不同间隔基的单位和双位配体家族的合成。还报道了它们中的两个通过X射线衍射的表征。
• Conversion of Macrocyclic Polyamines into Carbon-Substituted Derivatives. Synthesis of Derivatives of 1,5,9-Triazacyclododecane-2-carbonitrile
  作者：Philippe Brunet、James D. Wuest

  DOI：10.1021/jo951637h

  日期：1996.1.1