2-(1-adamantanamino)-4,6-dichloro-s-triazine | 245421-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-(1-adamantanamino)-4,6-dichloro-s-triazine
• 英文别名: 4,6-dichloro-2-(1-adamantylamino)-1,3,5-triazine；N-(1-Adamantyl)-4,6-dichloro-1,3,5-triazin-2-amine
• CAS: 245421-04-9
• 化学式: C₁₃H₁₆Cl₂N₄
• mdl: MFCD17626035
• 分子量: 299.203
• InChiKey: IPMAYRSAULHSBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.769
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-adamantanamino)-4,6-dichloro-s-triazine 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 乙腈 、 水 为溶剂， 反应 24.0h， 以86%的产率得到
  参考文献：
  名称：

  Synthesis of 4-amino-6-chloro-1,3,5-triazin-2(1H)-ones

  摘要：

  选择性取代2-(R,R′-氨基)-4,6-二氯-1,3,5-三嗪中一个氯原子的条件与氢氧根离子进行了详细阐述。光谱和计算方法显示形成的产物为 lactam 形式，即具有 4-氯-6-(R,R′-氨基)-1,3,5-三嗪-2(1H)-酮的结构。

  DOI：

  10.1007/s11172-012-0015-8
• 作为产物：
  描述：

  三聚氯氰 、 金刚烷胺 以 乙醚 为溶剂， 以65%的产率得到2-(1-adamantanamino)-4,6-dichloro-s-triazine
  参考文献：
  名称：

  Synthesis of 4-amino-6-chloro-1,3,5-triazin-2(1H)-ones

  摘要：

  选择性取代2-(R,R′-氨基)-4,6-二氯-1,3,5-三嗪中一个氯原子的条件与氢氧根离子进行了详细阐述。光谱和计算方法显示形成的产物为 lactam 形式，即具有 4-氯-6-(R,R′-氨基)-1,3,5-三嗪-2(1H)-酮的结构。

  DOI：

  10.1007/s11172-012-0015-8

文献信息

• One ring to rule them all: effect of aryl substitution on glass-forming ability in mexylaminotriazine molecular glasses
  作者：Rukan N. Eren、André Plante、Alexandre Meunier、Audrey Laventure、Yishen Huang、Jennie G. Briard、Kelvin J. Creber、Christian Pellerin、Armand Soldera、Olivier Lebel

  DOI：10.1016/j.tet.2012.09.103

  日期：2012.12

  Mexylaminotriazines are an exciting new class of small molecules capable of forming glassy phases (molecular glasses) that have shown outstanding glass-forming properties and resistance to crystallization. The effect of the structure of the 'headgroup' at the 2-position of the triazine ring on glass-forming properties has been studied, but the role of the arylamino substituents is unclear, though it has been shown that one of the aryl groups can be substituted with other aryl groups without loss of glass-forming ability. Herein, a library of mexylaminotriazine derivatives with various arylamino and cycloalkylamino groups has been synthesized and characterized. It was found that glass-forming ability is tolerant to a wide range of substituents, with all the compounds reported being capable of forming glassy phases, and only one compound crystallizing upon heating. On the other hand, the structure of the ancillary group has a profound impact on the glass transition temperatures (T-g) of the compounds, with values ranging from 52 to 131 degrees C having been obtained. Several trends between substitution pattern and T-g were observed. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
• Silen, Joy L.; Lu, Amy T.; Solas, Dennis W., Antimicrobial Agents and Chemotherapy, 1998, vol. 42, # 6, p. 1447 - 1453
  作者：Silen, Joy L.、Lu, Amy T.、Solas, Dennis W.、Gore, Medini A.、Maclean, Derek、Shah, Nikil H.、Coffin, Jill M.、Bhinderwala, Naseema S.、Wang, Yongwen、Tsutsui, Ken T.、Look, Gary C.、Campbell, David A.、Hale, Ron L.、Navre, Marc、Deluca-Flaherty, Camille R.

  DOI：——

  日期：——
• Synthesis of Reactive s-Triazines Bearing a Cage System Derived from Adamantane as Precursors of Hexamethylmelamine Analogues
  作者：Mir Hedayatullah、Claude Lion、Amel Ben Slimane、Louis Da Conceiçao、Imad Nachawati

  DOI：10.3987/com-99-8537

  日期：——

  The synthesis of reactive s-triazines from cyanuric chloride and 1-adamantanamine, 1-adamantanol, 2-adamantanol, 1-adamantanemethanol and their use in the preparation of structural analogues of hexamethylmelamine are described.
• Synthesis and biological evaluation of novel 1,3,5-triazine derivatives as antimicrobial agents
  作者：Chunhui Zhou、Jaeki Min、Zhigang Liu、Anne Young、Heather Deshazer、Tian Gao、Young-Tae Chang、Neville R. Kallenbach

  DOI：10.1016/j.bmcl.2008.01.031

  日期：2008.2

  Numerous studies have contributed to the development of natural and synthetic antimicrobial peptides as a prospective source of antibiotic agents. Based on the concept that cationic charge, bulk, and lipophilicity are major factors determining antibacterial activity in these peptides, we designed and screened several combinatorial libraries based on 1,3,5-triazine as a template. A set of compounds were identified to show potent antimicrobial activity together with low hemolytic activity. (c) 2008 Elsevier Ltd. All rights reserved.
• WO2008/147540
  申请人：——

  公开号：——

  公开（公告）日：——