2',3,3',4,4',5-hexamethoxybenzophenone | 40112-20-7

• 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',3,3',4,4',5-hexamethoxybenzophenone
• 英文别名: 3,4,5,3',4',5'-hexamethoxybenzophenone；bis(3,4,5-trimethoxyphenyl)methanone；3,3',4,4',5,5'-Hexamethoxy-benzophenon；3,4,5,3',4',5'-Hexamethoxy-benzophenon；Bis-(3,4,5-trimethoxy-phenyl)-methanone
• CAS: 40112-20-7
• 化学式: C₁₉H₂₂O₇
• 分子量: 362.379
• InChiKey: SYFPXYGMQIWYKK-UHFFFAOYSA-N

物化性质

• 熔点：
  163 °C
• 沸点：
  522.6±50.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2',3,3',4,4',5-hexamethoxybenzophenone 在 sodium tetrahydroborate 、 三甲基氯硅烷 作用下， 以 乙醇 为溶剂， 反应 1.67h， 生成 Bis(3,4,5-trimethoxyphenyl)methoxy-trimethylsilane
  参考文献：
  名称：

  ON the silylation of diarylcarbinols

  摘要：

  Because of their dismutation into benzophenones and diphenylmethanes, it is necessary to use chlorotrimethylsilane and not triflic acid as a catalyst for the silylation of diarylcarbinol with hexamethyldisilazane.

  DOI：

  10.1080/00397919608086745
• 作为产物：
  描述：

  1,2,3-三甲氧基苯 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 48.5h， 生成 2',3,3',4,4',5-hexamethoxybenzophenone
  参考文献：
  名称：

  Antineoplastic Agents. 443. Synthesis of the Cancer Cell Growth Inhibitor Hydroxyphenstatin and Its Sodium Diphosphate Prodrug

  摘要：

  A structure-activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A-4 (3b) led to the discovery of a potent cancer cell growth inhibitor designated phenstatin (5a). This benzophenone derivative of combretastatin A-4 showed remarkable antineoplastic activity, and the benzophenone derivative of combretastatin A-1 was therefore synthesized. The benzophenone, designated hydroxyphenstatin (6a), was synthesized by coupling of a protected bromobenzene and a benzaldehyde to give the benzhydrol with subsequent oxidation to the ketone. Hydroxyphenstatin was converted to the sodium phosphate prodrug (6e) by a dibenzyl phosphite phosphorylation and subsequent benzyl cleavage (6a --> 6d --> 6e). While hydroxyphenstatin (6a) was a potent inhibitor of tubulin polymerization with activity comparable to that of combretastatin A-1 (3a), the phosphorylated derivative (6e) was inactive.

  DOI：

  10.1021/jm000045a

文献信息

• Diphenylethylene compounds and uses thereof
  申请人：Muller W. George

  公开号：US20050107339A1

  公开（公告）日：2005-05-19

  The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.

  本发明涉及二苯乙烯化合物和包含二苯乙烯化合物的组合物。本发明还涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗各种疾病和紊乱的方法。具体而言，该发明涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗癌症或炎症性紊乱的方法。本发明还涉及包含一种或多种二苯乙烯化合物的制品和工具包。
• Tetrabenzo-Chichibabin's hydrocarbons: substituent effects and unusual thermochromic and thermomagnetic behaviours
  作者：Chuanling Jiang、Yawen Bang、Xinhao Wang、Xuefeng Lu、Zhenglong Lim、Haipeng Wei、Samir El-Hankari、Jishan Wu、Zebing Zeng

  DOI：10.1039/c8cc00378e

  日期：——

  hydrocarbon (TBC) derivatives substituted by different electron-donating or -withdrawing groups at the termini were synthesized. The substituent effect was studied via X-ray crystallographic analysis. The strong electron-donating dimethylamino-group substituted TBC derivative underwent simultaneous oxidation to give two cyanine-like moieties at the termini. More interestingly, it exhibited unusual thermochromic

  由于其独特的性能和在材料科学中的广阔应用前景，开壳π-共轭化合物最近受到了广泛的关注。然而，关于取代基如何影响其化学键和结构基序的实验仍未得到解决。在这项工作中，合成了在末端处被不同的给电子或吸电子基团取代的一系列四苯并-奇奇巴宾烃（TBC）衍生物。通过X射线晶体学分析研究了取代基的作用。强供电子的二甲基氨基基团取代的TBC衍生物同时氧化，在末端产生两个类似花青的部分。更有趣的是，它表现出不寻常的热致变色和热磁行为。
• Synthesis, anticancer evaluation, and molecular docking studies of benzoxazole linked combretastatin analogues
  作者：Vukoti Kiran Kumar、Venkat Swamy Puli、Ala Vasu Babu、Radhakrishnam Raju Ruddarraju、K. R. S. Prasad

  DOI：10.1007/s00044-020-02504-9

  日期：2020.3

  series of benzoxazole linked combretastatin derivatives (11a–11n) have been synthesized and confirmed by 1H NMR, 13C NMR, and Mass spectral analysis. The synthesized compounds (11a–11n) were screened for anticancer activity against three human cancer cell lines, Breast (MCF-7), Lung (A549), and Melanoma (A375). Most of the compounds exhibit moderate to potent anticancer activity. Among the compounds

  合成了一系列新颖的苯并恶唑连接的康布雷他汀衍生物（11a – 11n），并通过1 H NMR，13 C NMR和质谱分析证实。筛选合成的化合物（11a – 11n）对三种人类癌细胞系，乳腺癌（MCF-7），肺（A549）和黑色素瘤（A375）的抗癌活性。大多数化合物表现出中等至有效的抗癌活性。在这些化合物中，11g，11h，11l，11m和11n显示出比阳性对照多柔比星更强的活性。此外，化合物11g，分别对11l，11m和11n进行了EGFR受体的分子对接研究（PDB ID：4hjo），结果表明11g和11l与该受体具有很强的结合相互作用。发现结合能的计算与观察到的IC 50值非常一致。
• Inhibitors of nadh:ubiquinone oxidoreductase
  申请人：——

  公开号：US20040034239A1

  公开（公告）日：2004-02-19

  Novel benzopyran-based inhibitors of NADH:ubiquinone oxidoreductase are designed, synthesized, and shown to have anti-cancer activity.

  设计、合成基于苯并吡喃的新型 NADH:泛醌氧化还原酶抑制剂，并证明其具有抗癌活性。
• Richtzenhain, Chemische Berichte, 1944, vol. 77/79, p. 409,416
  作者：Richtzenhain

  DOI：——

  日期：——