2,4,6-Tris(4-(prop-2-yn-1-yloxy)phenyl)-1,3,5-triazine | 1395348-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,4,6-Tris(4-(prop-2-yn-1-yloxy)phenyl)-1,3,5-triazine
• 英文别名: 2,4,6-tris(4-prop-2-ynoxyphenyl)-1,3,5-triazine
• CAS: 1395348-29-4
• 化学式: C₃₀H₂₁N₃O₃
• 分子量: 471.515
• InChiKey: YANIIDJLXDASBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(3-azidopropyl)-2-methyl-1,2-dicarba-closododecaborane 、 2,4,6-Tris(4-(prop-2-yn-1-yloxy)phenyl)-1,3,5-triazine 在 copper(ll) sulfate pentahydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以75%的产率得到
  参考文献：
  名称：

  以三嗪为核心的树枝状分子，含有多个邻-碳硼烷簇

  摘要：

  通过Cu（I）-催化的叠氮化物-炔烃环加成反应合成了一系列包含3到9个外围邻-甲碳烷簇的C 3对称的三嗪核心小树枝状分子。使用核磁共振和基质辅助激光解吸/电离飞行时间质谱分析法对新合成的包含多个邻-碳环部分的分子进行了表征。使用乳腺癌细胞（密歇根州癌症基金会7）对这三到九个笼状树状大分子进行生物学评估。所有这些树突状化合物均显示出对乳腺癌细胞的细胞毒性，并且毒性随着周围组织数目的增加而增加。碳氢化合物增加。9笼分子显示出最高的细胞毒性，最大抑制浓度（IC 50）的一半为80.67 ng / ml。它的细胞毒性明显高于普通化疗药物顺铂。正如预期的那样，富含硼的邻-碳硼烷分子显示出很高的热稳定性。随着周边邻-碳硼烷部分数量的增加，热稳定性也随之提高。

  DOI：

  10.1002/aoc.5754
• 作为产物：
  描述：

  4-(2-丙炔氧基)苯甲腈 在 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以73%的产率得到2,4,6-Tris(4-(prop-2-yn-1-yloxy)phenyl)-1,3,5-triazine
  参考文献：
  名称：

  Interaction of carborane-appended trimer with bovine serum albumin: A spectroscopic investigation

  摘要：

  The interaction of symmetrical triazine-cored carborane-appended trimer 5 with bovine serum albumin has been investigated using different spectroscopic methods. The intrinsic fluorescence of BSA was quenched by the carborane trimer 5 through the dynamic quenching mechanism and the estimated binding constant K-b value (3.3-4.1) x 10(5)M(-1) is similar to those obtained from the interaction of commercial drugs such as aspirin, ibuprofen and ceftriaxone with BSA. The conformational changes of BSA were monitored by CD analysis and temperature dependent CD measurements were done to study the thermal stability of BSA in presence of carborane-appended trimer 5.

  DOI：

  10.1016/j.ica.2019.03.035

文献信息

• Cofacial Organic Click Cage to Intercalate Polycyclic Aromatic Hydrocarbons
  作者：Jayanta Samanta、Ramalingam Natarajan

  DOI：10.1021/acs.orglett.6b01554

  日期：2016.7.15

  The synthesis of a 3-fold symmetric cofacial organic cage (COC) through Cu(I)-catalyzed azide–alkyne cycloaddition is reported. The COC can function as an efficient receptor for carcinogenic polycyclic aromatic hydrocarbons to intercalate them in its intrinsic cavity through donor–acceptor and π···π stacking interactions. The association constants (Ka) are in the range of 3.7 × 104 to 1.3 × 106 M–1

  据报道，通过Cu（I）催化的叠氮化物-炔烃环加成反应可合成3倍对称的有机界面有机笼（COC）。COC可以用作致癌多环芳烃的有效受体，通过供体-受体和π··π堆积相互作用将其插入其固有腔中。缔合常数（K a）在3.7×10 4到1.3×10 6 M –1的范围内。X射线衍射分析证明，多环芳烃（PAH）插入了COC内部。
• Synthesis and Structural Analysis of Some Podands with C₃Symmetry
  作者：Adrian Woiczechowski-Pop、Ioana L. Dobra、Gheorghe D. Roiban、Anamaria Terec、Ion Grosu

  DOI：10.1080/00397911.2011.585732

  日期：2012.12.15

  The multistep syntheses of C-3-symmetrical tripodands with terminal triple bonds or azide groups exhibiting 1,3,5-triarylbenzene and 2,4,6-triaryl-1,3,5-triazine cores are reported herein. The structures of the newly synthesized compounds are supported by NMR investigations.
• s-Triazine-based functional monomers with thermocrosslinkable propargyl units: Synthesis and conversion to the heat-resistant polymers
  作者：Junfeng Zhou、Jiajia Wang、Kaikai Jin、Jing Sun、Qiang Fang

  DOI：10.1016/j.polymer.2016.09.027

  日期：2016.10

  Three s-triazine-based functional monomers with thermo-polymerizable propargyl-ether units were synthesized by a facile procedure. These monomers can be thermally cured to form the crosslinked networks, which showed 5-wt% loss temperature of up to 400 degrees C and the char yields of more than 50% at 1000 degrees C. Moreover, the crosslinked networks exhibited the coefficients of thermal expansion (CTE) of below 43 ppm degrees C-1 varying from 30 to 300 degrees C and glass transition temperatures (T-g) of up to 290 degrees C, respectively. These monomers were also used to improve the thermostability of a commercial bismaleimide (4,4'-bismaleimidodiphenylmethane). The results indicated that blending the bismaleimide and the triazine monomers gave the new resins, which showed higher T-g and lower CTE than the bismaleimide, suggesting the triazine monomers can be considered as the modifiers for enhancement of the thermostability of the commercial bismaleimides. (C) 2016 Elsevier Ltd. All rights reserved.
• Triazine‐cored dendritic molecules containing multiple <i>o</i> ‐carborane clusters
  作者：Bibhuti Bhusan Jena、Soumya Ranjan Jena、Biswa Ranjan Swain、Chandra Sekhara Mahanta、Luna Samanta、Barada P. Dash、Rashmirekha Satapathy

  DOI：10.1002/aoc.5754

  日期：2020.9

  o‐carborane clusters were synthesized through Cu(I)‐catalyzedazide–alkyne cycloaddition reactions. The newly synthesized molecules containing multiple o‐carborane moieties were characterized using nuclear magnetic resonance and matrix‐assisted laser desorption/ionization‐time of flight mass spectral analysis. The biological evaluation of these three to nine cage dendrimers was performed using breast cancer cells

  通过Cu（I）-催化的叠氮化物-炔烃环加成反应合成了一系列包含3到9个外围邻-甲碳烷簇的C 3对称的三嗪核心小树枝状分子。使用核磁共振和基质辅助激光解吸/电离飞行时间质谱分析法对新合成的包含多个邻-碳环部分的分子进行了表征。使用乳腺癌细胞（密歇根州癌症基金会7）对这三到九个笼状树状大分子进行生物学评估。所有这些树突状化合物均显示出对乳腺癌细胞的细胞毒性，并且毒性随着周围组织数目的增加而增加。碳氢化合物增加。9笼分子显示出最高的细胞毒性，最大抑制浓度（IC 50）的一半为80.67 ng / ml。它的细胞毒性明显高于普通化疗药物顺铂。正如预期的那样，富含硼的邻-碳硼烷分子显示出很高的热稳定性。随着周边邻-碳硼烷部分数量的增加，热稳定性也随之提高。
• Interaction of carborane-appended trimer with bovine serum albumin: A spectroscopic investigation
  作者：Bibhuti Bhusan Jena、Lakkoji Satish、Chandra Sekhara Mahanta、Biswa Ranjan Swain、Harekrushna Sahoo、Barada P. Dash、Rashmirekha Satapathy

  DOI：10.1016/j.ica.2019.03.035

  日期：2019.6

  The interaction of symmetrical triazine-cored carborane-appended trimer 5 with bovine serum albumin has been investigated using different spectroscopic methods. The intrinsic fluorescence of BSA was quenched by the carborane trimer 5 through the dynamic quenching mechanism and the estimated binding constant K-b value (3.3-4.1) x 10(5)M(-1) is similar to those obtained from the interaction of commercial drugs such as aspirin, ibuprofen and ceftriaxone with BSA. The conformational changes of BSA were monitored by CD analysis and temperature dependent CD measurements were done to study the thermal stability of BSA in presence of carborane-appended trimer 5.