1,5,9-triazacyclotridecane | 54365-83-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,5,9-triazacyclotridecane
• CAS: 54365-83-2
• 化学式: C₁₀H₂₃N₃
• mdl: MFCD20542808
• 分子量: 185.313
• InChiKey: UXABFDDIKPVEBR-UHFFFAOYSA-N

物化性质

• 沸点：
  295.4±8.0 °C(Predicted)
• 密度：
  0.847±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5,9-triazacyclotridecane 在 氯化亚砜 作用下， 以 乙醇 为溶剂， 生成 1,5,9-tris(2-chloroethyl)-1,5,9-triazacyclotridecane trihydrochloride
  参考文献：
  名称：

  Synthesis of novel DNA cross-linking antitumour agents based on polyazamacrocycles

  摘要：

  We are seeking to develop more effective alkylating agents as antitumour agents. In previous work conformationally restricted nitrogen mustards were synthesised containing piperidine or pyrrolidine rings. The free bases were designed to be bifunctional alkylating agents via aziridinium ion formation and the effects of varying the distances between the two alkylating sites were studied. Some efficient cross-linkers of naked DNA were prepared but few of these compounds exhibited significant cytotoxicity in human tumour cells in vitro. We have extended this work by making tri- and tetra-azamacrocyclic compounds containing two to four potential alkylating sites. Most of these compounds were powerful DNA alkylating agents and showed cytotoxicity (IC(50) values 6-100 mu M) comparable with chlorambucil (45 mu M) and melphalan (8.5 mu M). In particular the cyclen derivative 2a was more than 10(4) times more effective at cross-linking DNA (2a XL(50) << 10 nM) than chlorambucil (XL(50) 100 mu M), and showed significant cytotoxicity in human tumour cells in vitro. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.055
• 作为产物：
  描述：

  1,5,7-三氮杂双环[4.4.0]癸-5-烯 在 盐酸 、 lithium aluminium tetrahydride 作用下， 反应 22.0h， 生成 1,5,9-triazacyclotridecane
  参考文献：
  名称：

  大环三胺的新合成路线

  摘要：

  1,5,9-三氮杂环十二烷和相关的大环三胺可以方便地围绕一个碳原子作为模板进行构建；该途径允许制备选择性烷基化的衍生物。

  DOI：

  10.1039/c39920000507

文献信息

• Synthesis and Copper(I) Complexes of a Series of 9- to 13-Membered N₃Macrocycles
  作者：Markus Briellmann、Susan Kaderli、Charles J. Meyer、Andreas D. Zuberbühler

  DOI：10.1002/hlca.19870700318

  日期：1987.5.6

  hexaamines have been isolated and characterized as major by-products. The complexation of Cu(I) by the triamines has been studied potentiometrically in CH3CN/H2O. All ligands L form ternary complexes [Cu(CH3CN)L]+. The corresponding association constants vary between 1011 and 107, decreasing with increasing ring size. In addition, complexes [Cu(CH3CN)yLH]2+, y = 1 or 2, are found as less important species

  通过对甲苯磺酸法合成了8个环大小在9至13之间的环状三胺。开链三胺双（2-氨基乙基）胺（dien）和双（3-氨基丙基）胺（二丙醇）用作起始原料。在某些情况下，相应的二聚环己胺已被分离出来并表征为主要副产物。已经在CH 3 CN / H 2 O中对三胺与Cu（I）的络合物进行了电位分析。所有配体L形成三元络合物[Cu（CH 3 CN）L] +。相应的缔合常数在10 11和10 7之间变化，随环尺寸的增加而减小。此外，络合物[Cu（CH 3 CN）y LH] 2 +， y = 1或2，是次重要的物种，最大浓度为7％至50％。
• Synthesis of 24-, 26-, 32- and 36-membered macrocyclic polyamines via a (2+2) cyclization process
  作者：V. Panetta-Le Mer、J.J. Yaouanc、H. Handel

  DOI：10.1016/0040-4039(94)85214-6

  日期：1994.4

  At high concentration, N-pertriflated polyamines and ω,ω′-dihalogenoalkanes react to yield large polyazamacrocycles according to a (2+2) cyclization mode.

  在高浓度下，N-全杂多胺和ω，ω'-二卤代烷烃根据（2 + 2）环化模式反应生成大的聚氮杂大环。
• Image making medium
  申请人：——

  公开号：US20030035917A1

  公开（公告）日：2003-02-20

  The invention relates to an image support medium for creation of an aesthetic image that is an work or object for display. This support medium includes a polymer in an amount sufficient to enable the image to have at least one aesthetic element. In different embodiments, the image support medium is an image support stabilizer, the polymer is a synthetic absorbent or conductive polymer, or the polymer is a transparent or synthetic translucent polymer and a property of this transparent or translucent polymer is enhanced to facilitate the creation or preservation of the image by at least one stabilizer. The invention also relates to a method for preparing this image support medium. The method includes forming a reaction mixture comprising a monomer in an amount sufficient to provide or enable the image to have an aesthetic element, and processing the reaction mixture into a 2- or 3-dimensional shape.

  本发明涉及一种图像支持介质，用于创建作为作品或展示对象的美学图像。这种支撑介质包括一种聚合物，其用量足以使图像具有至少一种审美元素。在不同的实施例中，图像支持介质是一种图像支持稳定剂，聚合物是一种合成的吸收性或导电性聚合物，或者聚合物是一种透明或合成的半透明聚合物，并且这种透明或半透明聚合物的特性被至少一种稳定剂增强，以促进图像的创建或保存。本发明还涉及一种制备这种图像支持介质的方法。该方法包括形成由单体组成的反应混合物，其用量足以提供或使图像具有美学元素，并将反应混合物加工成 2 维或 3 维形状。
• WEITL F. L.; RAYMOND K. N., J. AMER. CHEM. SOC., 1979, 101, NO 10, 2728-2731
  作者：WEITL F. L.、 RAYMOND K. N.

  DOI：——

  日期：——
• US7629400B2
  申请人：——

  公开号：US7629400B2

  公开（公告）日：2009-12-08