benzyl(1-pyrenylmethyl)amine | 127856-78-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: benzyl(1-pyrenylmethyl)amine
• 英文别名: N-benzyl-1-(pyren-1-yl)methanaminium；Benzyl(1 pyrenylmeth yl)amine；1-phenyl-N-(pyren-1-ylmethyl)methanamine
• CAS: 127856-78-4
• 化学式: C₂₄H₁₉N
• 分子量: 321.422
• InChiKey: PWJDJBOSZYVAIB-UHFFFAOYSA-N

物化性质

• 熔点：
  257-259 °C(Solv: ethanol (64-17-5))
• 沸点：
  514.3±19.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 二苯基二氯化锡 、 benzyl(1-pyrenylmethyl)amine 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Chlorodiphenyltin(IV) dithiocarbamate complexes as chemodosimeters and host for anions and neutral compounds in solution

  摘要：

  The chlorodiphenyltin(IV) dithiocarbamate complexes 1-5 with general formula {(Ph2SnCl)dtc} (dtc = R1R2NCS2-; 1, R-1 = Bn, R-2 = 9-anthrylmethyl; 2, R-1 = Bn, R-2 = 9-phenanthrylmethyl; 3, R-1 = Bn, R-2 = 1-pyrenylmethyl; 4, R-1 = 1-naphthylmethyl, R-2 = 1-pyrenylmethyl; 5, R-1 = R-2 1-pyrenylmethyl) have been tested as host for anions and neutral amines in acetonitrile by spectrophotometric UV/Vis titrations. In addition, the titrations of the complexes 1 and 5 were studied in chloroform by H-1 and Sn-119 NMR spectroscopy. It was found that anions as acetate, benzoate, and dihydrogen phosphate cause a displacement of the dithiocarbamate ligands of metallic center independently of the aromatic nature of the substituents on the nitrogen atom functioning as chemodosimeters in which the indicator is displaced. However, some aliphatic amines and aromatic methylene amines and its aromatic analogs can act as guests with binding constants in the range of 10(3) to 10(6) M-1. Also, in these cases compound 5 functions as chemodosimeter without displacement of the indicator. According to H-1, C-13, Sn-119 NMR data and using DFT (B3LYP) and Poisson-Boltzmann (PB) to model the solvent, structures of the complexes are proposed in which the hydrophobic and pi-pi interactions are suggested as the dominant interactions. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2016.03.035
• 作为产物：
  描述：

  1-芘甲醛 、 苄胺 在 盐酸 、 sodium cyanoborohydride 、 对甲苯磺酸 作用下， 生成 benzyl(1-pyrenylmethyl)amine
  参考文献：
  名称：

  （1-P烯基甲基）氨基醇，一类新型的抗肿瘤DNA嵌入剂。发现和初始胺侧链结构活性研究。

  摘要：

  在这项工作中研究的一系列1-吡啶基甲胺中，研究了结构，与DNA的相互作用以及鼠类抗肿瘤活性之间的关系。结合研究表明，所有这些1-pyrenylmethylamine衍生物都通过嵌入在一定程度上与DNA结合。由于静电相互作用，侧链中额外碱性胺基的存在增强了DNA的结合。那些仅包含单一碱性苄基胺的化合物与DNA的结合类似。仅存在庞大的侧链似乎会减少所检测化合物中的DNA相互作用。尽管对于（1-苯甲基甲基）氨基醇具有抗肿瘤活性，但是该系列中有用的抗肿瘤活性限于带有2-氨基-1，3-丙二醇型侧链的同类物。这些衍生物与DNA适度结合。DNA结合是该系列抗肿瘤活性的必要但不充分的标准。另外，在活性化合物组中，DNA结合的强度与抗肿瘤活性不相关。三种相关的2-[（（芳基甲基）氨基] -1,3-丙二醇衍生物（AMAPs）[crisnatol（770U82），773U82和502U83]目前正在作为潜在的抗肿瘤药物进行临床试验。

  DOI：

  10.1021/jm00171a012

文献信息

• Chemical etching composition for the preparation of 3-d nanostructures
  申请人：Forschungszentrum Karlsruhe GmbH

  公开号：EP1918261A1

  公开（公告）日：2008-05-07

  The present invention is directed to the use of a chemical compound as an etchant for the removal of the unmodified areas of a chalcogenide-based glass, while leaving the image wise modified areas un-removed, whereby said compound contains a secondary amine, R1 R2 NH, with R1 and/or R2 having a sterically bulky group with more than 5 atoms.

  本发明的目的是使用一种化合物作为蚀刻剂，用于去除钙化玻璃的未改性区域，同时保留图像明智的改性区域未被去除，其中所述化合物包含仲胺 R1 R2 NH，R1 和/或 R2 具有超过 5 个原子的立体笨重基团。
• Effect of weak sulfur…C(π) interactions, and hydrogen bonds in supramolecular association of chlorodiphenyltin(IV) dithiocarbamate complexes: Study of their stability in solution
  作者：Adrian Tlahuext-Aca、Felipe Medrano、Hugo Tlahuext、Perla Román-Bravo、Carolina Godoy-Alcántar

  DOI：10.1016/j.poly.2011.11.022

  日期：2012.2

  Five new chlorodiorganotin(IV) complexes derived from dithiocarbamate ligands have been prepared and structurally characterized. The complexes 1-5 with the general formula (Ph2SnCl)dtc) (dtc = R1R2NCS2-: 1, R-1 = Bn, R-2 = 9-anthrylmethyl; 2, R-1 = Bn, R-2 = 9-phenanthrylmethyl; 3, R-1 = Bn, R-2 = 1-pyrenylmethyl; 4, R-1 =1-naphthylmethyl, R-2 = 1-pyrenylmethyl; 5, R-1 = R-2 = 1-pyrenylmethyl) have been obtained from Ph2SnCl2 and the sodium dithiocarbamate salts of benzyl(9-anthrylmethyl)amine, benzyl(9-phenanthrylmethyl)amine, benzyl(1-pyrenylmethyl)amine, 1-naphthylmethyl(1-pyrenylmethyl)amine and di(1-pyrenylmethyl)amine. Compounds 1-5 have been analyzed as far as possible by elemental analysis, FAB(+) mass spectrometry, IR, UV-Vis, fluorescence and NMR (H-1, C-13, Sn-119) spectroscopy, and single-crystal X-ray diffraction analysis (1-3). The solid-state and solution studies showed that the dtc ligands are coordinated to the tin atoms in the anisobidentate manner. In all cases the metal centers are five-coordinate. The coordination geometry is intermediate between square-pyramidal and trigonal-bipyramidal coordination polyhedra with tau-values in the range of 0.49-0.55. The crystal structures show the presence of C-H center dot center dot center dot Cl, C-H center dot center dot center dot S, C-H center dot center dot center dot pi, offset pi-pi and S center dot center dot center dot pi contacts. The stability of the (Ph2SnCl)drc complexes in the presence of the acetate anion has been examined in acetonitrile solutions. For all of these organotin(IV) complexes the displacement of the coordinated ligands (i.e., chloride and dtc) by the acetate anion was observed. The lability, as well as their intrinsic fluorescent properties of the polyaromatic moieties in these (Ph2SnCl)dtc compounds make them interesting candidates to detect the presence of O-donor anions at very low concentrations by displacement of the metal-coordinated dtc. Published by Elsevier Ltd.
• BAIR, KENNETH W.;TUTTLE, RICHARD L.;KNICK, VINCENT C.;CORY, MICHAEL;MCKEE+, J. MED. CHEM., 33,(1990) N, C. 2385-2393
  作者：BAIR, KENNETH W.、TUTTLE, RICHARD L.、KNICK, VINCENT C.、CORY, MICHAEL、MCKEE+

  DOI：——

  日期：——
• Chemical etching composition for the preparation of 3-D nano-structures
  申请人：Wong Sean

  公开号：US20080128391A1

  公开（公告）日：2008-06-05

  A method of using a chemical compound as an etchant for the removal of unmodified areas of a chalcogenide-based glass, while leaving the imagewise modified areas un-removed, wherein the compound contains a secondary amine, R1 R2 NH, with R1 and/or R2 having a sterically bulky group with more than 5 atoms.
• US7938980B2
  申请人：——

  公开号：US7938980B2

  公开（公告）日：2011-05-10