1,8-bis(aminomethyl)anthracene | 853785-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,8-bis(aminomethyl)anthracene
• 英文别名: 1,8-anthracenedimethanamine；Anthracene-1,8-diyldimethanamine；[8-(aminomethyl)anthracen-1-yl]methanamine
• CAS: 853785-51-0
• 化学式: C₁₆H₁₆N₂
• 分子量: 236.316
• InChiKey: NTFMELQYTBAEQP-UHFFFAOYSA-N

物化性质

• 沸点：
  468.4±25.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  (2-溴乙基)三甲基溴化铵 、 1,8-bis(aminomethyl)anthracene 以 二氯甲烷 、 异丙醇 为溶剂， 反应 20.0h， 以81%的产率得到
  参考文献：
  名称：

  Fluorescent Sensing of Triphosphate Nucleotides via Anthracene Derivatives

  摘要：

  A nucleotide is composed of a nucleobase, a five-carbon sugar, and phosphate groups. Recognition of these three sites can provide useful information for the development of selective fluorescent receptors for a specific nucleotide. In this paper, anthracene derivatives with two imidazolium groups at the 1,8- and 9,10-positions, quaternary ammonium groups, or the boronic acid group were examined for the recognition of nucleotides, such as ATP, GTP, CTP, TTP, UTP, ADP, and AMP, via fluorescence changes. The anthracene group provides the interaction between the bases of the nucleotides. The imidazolium and quaternary ammonium groups induce hydrogen bonding interactions with the phosphate groups of the nucleotides. The boronic acid group can interact with the ribose of the nucleotides.

  DOI：

  10.1021/jo2000836
• 作为产物：
  描述：

  1,8-双(羟甲基)蒽 在 邻苯二甲酸亚胺 、 三苯基膦 、 偶氮二甲酸二乙酯 、 肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以55%的产率得到1,8-bis(aminomethyl)anthracene
  参考文献：
  名称：

  带有两个脲基的蒽衍生物作为阴离子的荧光受体

  摘要：

  对于识别和阴离子分析物的感测，比较研究在焦磷酸盐的阴离子绑定进行，H 2 PO 4 - ，和二羧酸的蒽衍生物带有两个脲基团上的1,8-和9,10-位置作为荧光阴离子化学传感器。使用荧光和1 H NMR比较了它们的结合特性，并通过从头算研究对结果进行了合理化。

  DOI：

  10.1016/j.tet.2005.03.009

文献信息

• Anthracene Derivatives Bearing Thiourea and Glucopyranosyl Groups for the Highly Selective Chiral Recognition of Amino Acids:  Opposite Chiral Selectivities from Similar Binding Units
  作者：Yun Kyoung Kim、Han Na Lee、N. Jiten Singh、Hee Jung Choi、Jin Ying Xue、Kwang S. Kim、Juyoung Yoon、Myung Ho Hyun

  DOI：10.1021/jo7022813

  日期：2008.1.1

  Two new anthracene thiourea derivatives, 1 and 2, were investigated as fluorescent chemosensors for the chiral recognition of the two enantiomers of α-amino carboxylates. Especially, host 2 displayed Kl/Kd values as high as 10.4 with t-Boc alanine. Furthermore, the d/l selectivity of hosts 1 and 2 is opposite, even though both hosts bear the same glucopyranosyl units. These intriguing opposite d/l

  研究了两种新的蒽硫脲衍生物1和2作为荧光化学传感器，用于手性识别α-氨基羧酸盐的两种对映体。特别地，用t -Boc丙氨酸，宿主2显示出高达10.4的K 1 / K d值。此外，即使两个宿主都具有相同的吡喃葡萄糖基单元，宿主1和2的d / l选择性却相反。这些有趣的相反的d / l结合亲和力分别为1和2 在蒽酮部分与甲基之间没有/具有H-π相互作用的情况下获得了这些化合物，这是通过广泛的高级理论研究解释的，其中考虑了分散能以及2D-NMR化学位移。
• A new fluorescent PET chemosensor for fluoride ionsDedicated to the memory of D. J. Cram.
  作者：Sook Kyung Kim、Juyoung Yoon

  DOI：10.1039/b110139k

  日期：2002.3.21

  A new anthracene derivative bearing two phenylurea group at the 1,8-position of anthracene shows a selective fluorescence quenching effect with fluoride ion via a PET mechanism.

  一种新的蒽衍生物在蒽的 1,8 位上带有两个苯基脲基，通过 PET 机制与氟离子一起产生选择性荧光淬灭效应。
• SHIKIMATE ANALOGUES AND METHODS OF USE
  申请人：The Board of Regents of the University of Oklahoma

  公开号：US20200031791A1

  公开（公告）日：2020-01-30

  The present disclosure, in at least certain embodiments, is directed to shikimate (shikimic acid) analogues and compositions thereof, devices and kits which contain the shikimate analogues or compositions thereof, and methods of use of the compounds and compositions for treating and neutralizing irritant or odoriferous compounds on animate or inanimate surfaces or in atmospheres. Examples of such irritant and odoriferous compounds include urushiols from poison ivy, oak, and sumac and mercaptans of skunk spray.
• Fluorescent Sensing of Triphosphate Nucleotides via Anthracene Derivatives
  作者：Ha Na Kim、Jong Hun Moon、Sook Kyung Kim、Ji Young Kwon、Yun Jung Jang、Jin Yong Lee、Juyoung Yoon

  DOI：10.1021/jo2000836

  日期：2011.5.20

  A nucleotide is composed of a nucleobase, a five-carbon sugar, and phosphate groups. Recognition of these three sites can provide useful information for the development of selective fluorescent receptors for a specific nucleotide. In this paper, anthracene derivatives with two imidazolium groups at the 1,8- and 9,10-positions, quaternary ammonium groups, or the boronic acid group were examined for the recognition of nucleotides, such as ATP, GTP, CTP, TTP, UTP, ADP, and AMP, via fluorescence changes. The anthracene group provides the interaction between the bases of the nucleotides. The imidazolium and quaternary ammonium groups induce hydrogen bonding interactions with the phosphate groups of the nucleotides. The boronic acid group can interact with the ribose of the nucleotides.
• Anthracene derivatives bearing two urea groups as fluorescent receptors for anions
  作者：Sook Kyung Kim、N. Jiten Singh、Soo Jeong Kim、K.M.K. Swamy、Seung Hee Kim、Keun-Hyeung Lee、Kwang S. Kim、Juyoung Yoon

  DOI：10.1016/j.tet.2005.03.009

  日期：2005.5

  For the recognition and sensing of anionic analytes, comparative studies were carried out on the anion bindings of pyrophosphate, H2PO4−, and dicarboxylates to the anthracene derivatives bearing two urea groups on the 1,8 and 9,10-positions as fluorescent chemosensors for anions. Their binding properties were compared using fluorescence and 1H NMR, and the results were rationalized with an ab initio

  对于识别和阴离子分析物的感测，比较研究在焦磷酸盐的阴离子绑定进行，H 2 PO 4 - ，和二羧酸的蒽衍生物带有两个脲基团上的1,8-和9,10-位置作为荧光阴离子化学传感器。使用荧光和1 H NMR比较了它们的结合特性，并通过从头算研究对结果进行了合理化。