2,2-bis-anilino-1,3,5,7,11,16,19-heptaaza-2,4,6-triphosphatricyclohexadeca-2,4,6-triene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-bis-anilino-1,3,5,7,11,16,19-heptaaza-2,4,6-triphosphatricyclohexadeca-2,4,6-triene
• 英文别名: 18-N,18-N'-diphenyl-2,6,11,15,17,19,20-heptaza-1lambda5,16lambda5,18lambda5-triphosphatetracyclo[14.3.1.01,6.011,16]icosa-1(20),16,18-triene-18,18-diamine；18-N,18-N'-diphenyl-2,6,11,15,17,19,20-heptaza-1λ5,16λ5,18λ5-triphosphatetracyclo[14.3.1.01,6.011,16]icosa-1(20),16,18-triene-18,18-diamine
• 化学式: C₂₂H₃₄N₉P₃
• 分子量: 517.494
• InChiKey: CBELZULLBBUVSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  91.7
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  苯胺 在 六氯环三磷腈 作用下， 以 氯仿 为溶剂， 生成 2,2-bis-anilino-1,3,5,7,11,16,19-heptaaza-2,4,6-triphosphatricyclohexadeca-2,4,6-triene
  参考文献：
  名称：

  Synthesis, cytotoxicity and apoptosis of cyclotriphosphazene compounds as anti-cancer agents

  摘要：

  In the present study, a number of new dispirobino and dispiroansa spermine derivatives of cyclotriphosphazene (8-10, 13) were synthesized and characterized by elemental analysis, mass spectrometry, H-1 and P-31 NMR spectroscopy. At first, in vitro cytotoxic activity of cyclotriphosphazene compounds (1-14) against HT-29 (human colon adenocarcinoma), Hep2 (Human epidermoid larynx carcinoma), and Vero (African green monkey kidney) cell lines was investigated. Our study showed that most of these compounds stimulate apoptosis and they have cytotoxic effects for HT-29 and Hep2 cells. Additionally, these compounds (1-14) were investigated for their antibacterial activity against gram-positive (Staphylococcus aureus), gram-negative (Escherichia coli, Pseudomonas aeruginosa) bacteria and for their antifungal activity against Candida albicans, and were shown to be inactive. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.018

文献信息

• Synthesis and Characterization of Some Tetracyclic Spermine Derivatives of Cyclotriphosphazene: The First Examples of Dispiransa Derivatives
  作者：Gönül Yenilmez Çiftçi、Esra Tanriverdi、Yunus Zorlu

  DOI：10.3987/com-07-11251

  日期：——

  is reported of a series of dispiransa cyclophosphazene derivatives based on the known compound N3P3X2[HN(CH2)3N(CH2)4N(CH2)3NH], (2) (where X = Cl), to give a number of new compounds (3a-g) in which X = Ph, PhS, PhNH, PhO, MeO, EtO, CF 3 CH 2 O, respectively. Two synthetic routes were utilized: (i) reaction of spermine with the appropriate disubstituted cyclophosphazenes (1) to give compounds (3a-c)

  报道了一系列基于已知化合物 N3P3X2[HN(CH2)3N(CH2)4N(CH2)3NH] 的 dispiransa 环磷腈衍生物的合成和表征，(2)（其中 X = Cl），给出了一些新化合物 (3a-g)，其中 X = Ph、PhS、PhNH、PhO、MeO、EtO、CF 3 CH 2 O。使用了两种合成路线：（i）精胺与适当的二取代环磷腈（1）反应得到化合物（3a-c）和（ii）在与亲核试剂的亲核取代反应中使用氯前体（2）得到化合物（ 3d-g)。通过元素分析、质谱、 1 H 和 31 P NMR 光谱确定化合物的结构。
• The new dispirobino and dispiroansa spermine derivatives of cyclotriphosphazenes
  作者：Gönül Yenilmez Çiftçi、Hakan Dal、Esra Tanrıverdi Eçik、Tuncer Hökelek、Adem Kılıç、Elif Şenkuytu

  DOI：10.1016/j.poly.2009.12.022

  日期：2010.3

  In this study, the crystal structures of the dispiroansa spermine derivatives of cyclotriphosphazene are characterised for the first time. The reaction of spiro-, gem-disubstituted cyclotriphosphazene derivatives, N3P3Cl4R2 [R = NHPh, (HN(CH2)(3)NH)(0.5), (OCH2C(CH3)(2)CH2O)(0.5)], (1-3), with spermine (4), in aprotic solvents such as CH2Cl2 results in a series of dispirobino spermine derivatives of cyclotriphosphazene (5a, 6a, 7), namely spermine bridged compounds. Whereas, in protic solvents such as CHCl3 give, dispiroansa derivatives (8-10) namely tetracyclic cyclotriphosphazene. The new series of dispirobino and dispiroansa spermine derivatives of cyclotriphosphazene (5a, 6a, 7-10) have been characterised by elemental analysis, mass spectrometry, X-ray (for 5a, 8,10) and H-1, P-31 NMR spectroscopies. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis, cytotoxicity and apoptosis of cyclotriphosphazene compounds as anti-cancer agents
  作者：Tuba Yıldırım、Kemal Bilgin、Gönül Yenilmez Çiftçi、Esra Tanrıverdi Eçik、Elif Şenkuytu、Yıldız Uludağ、Leman Tomak、Adem Kılıç

  DOI：10.1016/j.ejmech.2012.03.018

  日期：2012.6

  In the present study, a number of new dispirobino and dispiroansa spermine derivatives of cyclotriphosphazene (8-10, 13) were synthesized and characterized by elemental analysis, mass spectrometry, H-1 and P-31 NMR spectroscopy. At first, in vitro cytotoxic activity of cyclotriphosphazene compounds (1-14) against HT-29 (human colon adenocarcinoma), Hep2 (Human epidermoid larynx carcinoma), and Vero (African green monkey kidney) cell lines was investigated. Our study showed that most of these compounds stimulate apoptosis and they have cytotoxic effects for HT-29 and Hep2 cells. Additionally, these compounds (1-14) were investigated for their antibacterial activity against gram-positive (Staphylococcus aureus), gram-negative (Escherichia coli, Pseudomonas aeruginosa) bacteria and for their antifungal activity against Candida albicans, and were shown to be inactive. (C) 2012 Elsevier Masson SAS. All rights reserved.