2-氯甲基-1,3,5-三嗪-4,6-二胺 | 10581-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 中文名称: 2-氯甲基-1,3,5-三嗪-4,6-二胺
• 英文名称: 6-(chloromethyl)-1,3,5-triazine-2,4-diamine
• 英文别名: 6-chloromethyl-[1,3,5]triazine-2,4-diyldiamine；6-Chlormethyl-[1,3,5]triazin-2,4-diyldiamin
• CAS: 10581-62-1
• 化学式: C₄H₆ClN₅
• mdl: MFCD07310139
• 分子量: 159.578
• InChiKey: PEHJTVMOGGJPJM-UHFFFAOYSA-N

物化性质

• 熔点：
  210-214 °C (decomp)(Solv: water (7732-18-5))
• 沸点：
  468.8±47.0 °C(Predicted)
• 密度：
  1.574±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  90.7
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933699090

反应信息

• 作为反应物：
  描述：

  2-氯甲基-1,3,5-三嗪-4,6-二胺 在 盐酸 、 Lindlar's catalyst 作用下， 生成 2,4-二氨基-6-甲基-1,3,5-三嗪
  参考文献：
  名称：

  Preparation of Triazines by the Reaction of Biguanide and Esters¹

  摘要：

  DOI：

  10.1021/ja01561a044
• 作为产物：
  描述：

  2,4-二氯-6-(氯甲基)-1,3,5-三嗪 在 乙醚 、 乙醇 、 氨 作用下， 生成 2-氯甲基-1,3,5-三嗪-4,6-二胺
  参考文献：
  名称：

  Trizines. XVIII. The Reaction of Aliphatic Diazocompounds with Chloro-s-triazines^1,2

  摘要：

  DOI：

  10.1021/ja01561a045

文献信息

• Probing riboswitch–ligand interactions using thiamine pyrophosphate analogues
  作者：Liuhong Chen、Elena Cressina、Neil Dixon、Karl Erixon、Kwasi Agyei-Owusu、Jason Micklefield、Alison G. Smith、Chris Abell、Finian J. Leeper

  DOI：10.1039/c2ob07116a

  日期：——

  The Escherichia coli thiM riboswitch forms specific contacts with its natural ligand, thiamine pyrophosphate (TPP or thiamine diphosphate), allowing it to generate not only nanomolar binding affinity, but also a high degree of discrimination against similar small molecules. A range of synthetic TPP analogues have been used to probe each of the riboswitch–ligand interactions. The results show that the pyrimidine-sensing helix of thiM is exquisitely tuned to select for TPP by recognising the H-bonding donor and acceptors around its aminopyrimidine ring and also by forming π-stacking interactions that may be sensitive to the electronics of the ring. The central thiazolium ring of TPP appears to be more important for ligand recognition than previously thought. It may contribute to binding via long-range electrostatic interactions and/or by exerting an electron withdrawing effect on the pyrimidine ring, allowing its presence to be sensed indirectly and thereby allowing discrimination between thiamine (and its phosphate esters) and other aminopyrimidines found in vivo. The pyrophosphate moiety is essential for submicromolar binding affinity, but unexpectedly, it does not appear to be strictly necessary for modulation of gene expression.

  大肠杆菌中的thiM核糖开关能够与其天然配体硫胺素焦磷酸（TPP或硫胺素二磷酸）形成特异性接触，不仅能够产生纳摩尔级的结合亲和力，还能对类似的小分子展现出高度选择性。一系列合成的TPP类似物被用来探究核糖开关与配体之间的相互作用。结果显示，thiM的嘧啶感知螺旋经过精妙调整，通过识别其氨基嘧啶环周围的氢键供体和受体，以及可能对环电子性质敏感的π堆积相互作用，来选择TPP。TPP的中心噻唑环在配体识别中的重要性似乎比之前认为的更高。它可能通过长程静电相互作用和/或通过对嘧啶环施加电子 withdrawing 效应来促进结合，使得其存在能够被间接感知，从而在体内区分硫胺素（及其磷酸酯）与其他氨基嘧啶。焦磷酸部分对于亚微摩尔级的结合亲和力至关重要，但出乎意料的是，它似乎并不严格需要调控基因表达。
• Single left coronary artery with origin of the right coronary artery from distal circumflex
  作者：Ronny L. Shammas、Michael J. Miller、Joseph D. Babb

  DOI：10.1002/clc.4960240115

  日期：2001.1

  We report two very unusual cases of agenesis of the right coronary ostium with continuation of the left circumflex artery as the right coronary artery. The recognition of the anomaly in the first case lead to a better understanding of this finding in the second case, which translated into shorter procedure time, less contrast volume, and fewer catheter manipulations.

  我们报告了两个非常不寻常的情况，右冠状动脉口发育不全，伴有回旋支作为右冠状动脉。在第一种情况下对异常的认识导致对第二种情况下的这一发现有了更好的理解，这转化为更短的手术时间，更少的造影剂体积和更少的导管操作。
• Ettel; Nosek, Chemicke Listy, 1952, vol. 46, p. 289,291
  作者：Ettel、Nosek

  DOI：——

  日期：——
• Hydrogen-Bonding Complexes of 5-Azauracil and Uracil Derivatives in Organic Medium
  作者：Alba Diez-Martinez、Eun-Kyong Kim、Ramanarayanan Krishnamurthy

  DOI：10.1021/acs.joc.5b00911

  日期：2015.7.17

  Uracil derivatives form strong complexes with complementary 2,4-diaminotriazine and adenine compounds, whereas derivatives of 5-azauracil (2,4-dioxotriazine) are known to form weak complexes in aqueous medium. However, herein we report that in organic medium (CDCl3), the 5-azauracil moiety forms hydrogen-bond-mediated complexes with complementary 2,4-diaminotriazine and adenine compounds, with strengths comparable to those formed by uracil compounds. Such dichotomous base-pairing behavior of the 5-azauracil moiety, in organic versus aqueous media, is found to be consistent with the ionization of the 5-azauracil moiety in aqueous medium leading to competitive interference from water molecules (via solvation), which is absent (lack of such ionization and solvent interference) in organic medium. This discriminating role of solvent (e.g., water) could have been an important factor in the selection of molecules, based on their physicochemical properties, and subsequently in the emergence of potential primordial informational oligomers that would have played a role in the origins of life.
• Preparation of Triazines by the Reaction of Biguanide and Esters¹
  作者：C. G. Overberger、Francis W. Michelotti、Philip M. Carabateas

  DOI：10.1021/ja01561a044

  日期：1957.2