6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene | 131471-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 英文名称: 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene
• 英文别名: 6,6-Dichlorocyclo-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)triphosphazene；15,15-dichloro-3,3,11,11-tetramethyl-1,5,9,13-tetraoxa-7,14,16-triaza-6λ5,8λ5,15λ5-triphosphadispiro[5.1.58.36]hexadeca-6,8(14),15-triene
• CAS: 131471-44-8
• 化学式: C₁₀H₂₀Cl₂N₃O₄P₃
• 分子量: 410.114
• InChiKey: UGPGCPCAEGIZEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  精胺 、 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以70%的产率得到11,11,18,18-Tetramethyl-5-[4-(11,11,18,18-tetramethyl-9,13,16,20-tetraoxa-1,5,7,14,21-pentaza-6lambda5,8lambda5,15lambda5-triphosphatrispiro[5.1.58.1.515.16]henicosa-6,8(14),15(21)-trien-5-yl)butyl]-9,13,16,20-tetraoxa-1,5,7,14,21-pentaza-6lambda5,8lambda5,15lambda5-triphosphatrispiro[5.1.58.1.515.16]henicosa-6,8(14),15(21)-triene
  参考文献：
  名称：

  新型环三磷腈化合物的合成与表征

  摘要：

  在本研究中，螺（1A），二螺（1B，2，3），每个取代的精胺-桥连的（6 - 9）和精胺dispiroansa（10）环三磷腈的衍生物已被合成。新化合物（的结构1b中，6 - 10）已经被通过元素分析，红外光谱，质谱，1个H和31 P NMR光谱。的分子结构1B，2，8，和10通过单晶X射线晶体学确定。为了研究新合成的环三磷腈衍生物的抗肿瘤特性，已经使用HT-29（人结肠腺癌）和Hep2（人表皮喉癌）细胞系进行了体外细胞毒性活性测试（MTT分析）。MTT测定的结果表明，尽管化合物1a对Hep2和HT-29细胞系均具有细胞毒作用，但化合物3仅对Hep 2细胞具有细胞毒作用。

  DOI：

  10.1016/j.tet.2012.12.027
• 作为产物：
  描述：

  戊烷-3,3-二醇 在 六氯环三磷腈 、 caesium carbonate 作用下， 以 丙酮 为溶剂， 生成 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene
  参考文献：
  名称：

  2-Hydroxyanthraquinone substituted cyclotriphosphazenes: Synthesis and cytotoxic activities in cancer cell lines

  摘要：

  Scientists continue to synthesize substances that have cytotoxic effects and examine their properties to overcome cancer for a long time. This study is aimed at preparing novel cyclotriphosphazene derivatives and examining their anti-cancer effects. For this purpose, the nucleophilic substitution reactions of 2,2-dimethyl 1,3-propanedioxy substituted cyclotriphosphazenes (3-5) with 2-hydroxyanthraquinone (6) were performed in the presence of cesium carbonate in acetone. Three novel anthraquinone substituted cyclotriphosphazenes (7-9) were obtained from these reactions. The molecular structures of the compounds (7-9) were characterized by MALDI-TOF MS, NMR (P-31 and H-1) and FT-IR spectroscopies. The cytotoxic activities of 2,2-dimethyl 1,3-propanedioxy and anthraquinone substituted cyclotriphosphazenes were investigated. We applied MTT assay to specify whether the all compounds are cytotoxic in the cancer cell lines (MCF-7 / DLD-1) and two non-cancerous cell lines (MCF-12A/CCD-18Co). All cells were incubated with (2.5-40 mu M) concentrations of the compounds for 24 h. The compound 3 and 9 were found to be highly effective against breast cancer and compound 4 was highly effective against colon cancer.

  DOI：

  10.1016/j.ica.2020.120005

文献信息

• New type paraben decorated mono- and dispirocyclotriphosphazene compounds: Synthesis, characterization and DNA binding studies
  作者：Gizem Demir Demirel、Burak Köksal、Fatma Yüksel、Gönül Yenilmez Çiftçi

  DOI：10.1016/j.molstruc.2024.138213

  日期：2024.8

  cancer. This is an area that requires further research. For this purpose, six new and pirocyclotriphosphazene compounds decorated with paraben were synthesized and designed for the first time. Their structures were identified by MALDI-TOF MS, H, P NMR and FT-IR spectroscopy. Moreover, the molecular structure of Compound 8 was determined by X-Ray crystallography. The DNA interaction properties of the

  对羟基苯甲酸酯是一组广泛用于化妆品、制药和食品行业的化学防腐剂。尽管一些研究引起了对与对羟基苯甲酸酯相关的潜在健康风险的担忧，但值得注意的是，肿瘤组织中对羟基苯甲酸酯的存在并不能提供对羟基苯甲酸酯致癌的确凿证据。这是一个需要进一步研究的领域。为此，首次合成并设计了六种新型的对羟基苯甲酸酯修饰的吡环三磷腈化合物。通过MALDI-TOF MS、H、P NMR和FT-IR光谱鉴定了它们的结构。此外，化合物8的分子结构通过X射线晶体学确定。通过琼脂糖凝胶电泳研究了目标分子的 DNA 相互作用特性。
• The new polycyclotriphosphazenes: Synthesis, characterization, thermal and photophysical properties
  作者：Sümeyra Yoldas Kılıç、Neşe Taşci、Melike Fırlak Demirkan、Fatma Yuksel、Gönül Yenilmez Çiftçi

  DOI：10.1016/j.molstruc.2024.138161

  日期：2024.8

  morphology of the and . Thermal degradation properties for and were determined by DSC and TGA techniques. Polyamides and the compound exhibited superior thermal stability with an initial decomposition temperature range of ca. 251–302 °C. Additionally, spectral characterization and photophysical behaviours (fluorescence quantum yields and lifetimes) of all new compounds were also comprehensively investigated

  聚酰胺在工业和电子领域用作高性能材料。研究人员最近一直关注这一领域，试图通过将各种基团聚合到主链骨架中来合成更稳定和高性能的分子。在这项工作中，我们首次报道了环三磷腈 ( 和 ) 和多环三磷腈 ( 和 ) 对乙酰氨基酚衍生物的设计、合成和表征。新产品的结构通过 MALDI-TOF Mass 分析、FT-IR、H通过X射线衍射研究了聚酰胺的结晶行为，并使用扫描电子显微镜观察了和的形貌。通过 DSC 和 TGA 技术测定，该化合物表现出优异的热稳定性，初始分解温度范围约为 251-302 °C。还使用紫外可见分光光度计和荧光光谱（稳态和时间分辨荧光）进行了全面研究。
• Shaw, Robert A., Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 45, p. 103 - 136
  作者：Shaw, Robert A.

  DOI：——

  日期：——
• Al-Madfa, Homaid A.; Shaw, Robert A.; Ture, Sidit, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 53, # 1-4, p. 333 - 338
  作者：Al-Madfa, Homaid A.、Shaw, Robert A.、Ture, Sidit

  DOI：——

  日期：——
• Dimorphism in 4,4,6,6-tetrachloro-2,2-(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene and 6,6-dichloro-2,2:4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene
  作者：Simon J. Coles、David B. Davies、Ferda Hacıvelioğlu、Michael B. Hursthouse、Hanife Ibişoğlu、Adem Kılıç、Robert A. Shaw

  DOI：10.1107/s0108270107003046

  日期：2007.3.15

  A second, polymorphic, form of the previously reported compound 4,4,6,6-tetrachloro-2,2-(2,2-dimethylpropane-1,3-dioxy) cyclotriphosphazene, C5H10Cl4N3O2P3, is now reported. The molecular structures of these two compounds are similar, aside from minor conformational differences. However, the compounds crystallize in two different space groups and exhibit quite different crystal structure assemblies. Additionally, 6,6-dichloro-2,2: 4,4-bis(2,2-dimethylpropane-1,3-dioxy)cyclotriphosphazene, C10H20Cl2N3O4P3, is shown to exhibit two different conformational polymorphs when crystallized from different solvent mixtures. The alpha form crystallizes in the space group Pnma with the molecular structure lying on a mirror plane (symmetry code: x, -y + 2/1, z), whilst the beta form is in the space group C2/c with the molecular structure lying on a twofold axis (symmetry code:. -x, y, -z + 2/3). The difference between the two molecular structures is in the conformation of the spiro-ring substituents with respect to the phosphazene ring. The resulting crystal structures give rise to differing packing motifs.