1,2-bis<4-(chloromethyl)phenyl>ethane | 38058-86-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-bis<4-(chloromethyl)phenyl>ethane
• 英文别名: 1,1'-ethane-1,2-diylbis[4-(chloromethyl)benzene]；4,4'-bis(chloromethyl)diphenylethane；1,2-bis(4-chloromethylphenyl)ethane；4,4'-Dichlormethyl-bibenzyl；4,4'-bis-chloromethyl-bibenzyl；4,4'-Bis-chlormethyl-bibenzyl；1-(chloromethyl)-4-[2-[4-(chloromethyl)phenyl]ethyl]benzene
• CAS: 38058-86-5
• 化学式: C₁₆H₁₆Cl₂
• 分子量: 279.209
• InChiKey: CHSOWRCULULXEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-bis<4-(chloromethyl)phenyl>ethane 在 copper(II) sulfate 、 溶剂黄146 、 锌 作用下， 生成 1,2-二对甲苯基乙烷
  参考文献：
  名称：

  Zur Kenntnis von di-parasubstituierten Derivaten des Diphenylmethans undDiphenyläthans

  摘要：

  DOI：

  10.1002/hlca.193301601170
• 作为产物：
  描述：

  {4-[2-(4-hydroxymethyl-phenyl)ethyl]phenyl}methanol 在 盐酸 作用下， 反应 8.0h， 以90%的产率得到1,2-bis<4-(chloromethyl)phenyl>ethane
  参考文献：
  名称：

  4,4'-（1,2-乙二基）双苄基双自由基：其在溶液中的生成，检测和（光）化学行为。

  摘要：

  通过在环己烷溶液中光解[3.2]对环烷-2--2-（8），可以清楚而有效地生成4,4'-（1,2-乙二基）双苄基双自由基（2）。该中间体也由[2.2]对环环烷（3）和1,2-双（4-氯甲基苯基）乙烷（4）通过双光子过程形成。由双自由基2热产生的产物是[2.2]对环环烷和[2.2.2.2]对环环烷（11）（在高强度条件下）。此外，两色双色闪光光解表明双自由基2在室温下在溶液中是光稳定的。因此，由2形成对-二甲苯（1）既不发生热化学反应也不发生光化学反应。

  DOI：

  10.1021/jo001623y

文献信息

• [EN] EPIDITHIODIKETOPIPERAZINE COMPOUNDS, COMPOSITIONS, AND METHODS<br/>[FR] COMPOSÉS ÉPIDITHIODICÉTOPIPÉRAZINES, COMPOSITIONS ET PROCÉDÉS
  申请人：GLOBAVIR BIOSCIENCES INC

  公开号：WO2015095821A1

  公开（公告）日：2015-06-25

  Epidithiodiketopiperazine compounds, pharmaceutical compositions based thereon and methods of their synthesis, as part of treating, inhibiting and reducing transcription and translation of hypoxia inducible genes are described. In another aspect, the present disclosure describes a method for interfering with hypoxia-induced transcriptional pathway in a cell comprising: contacting the cell with at least one compound disclosed herein. In another aspect, the present disclosure describes a method for treating breast cancer, a solid cancer, a blood cancer, a subject suffering from carcinoma in need of said treatment, and renal cell carcinoma (RCC), comprising: administering to the subject an effective amount of at least one compound disclosed herein. In some embodiments of the methods described herein, the method further comprises administering an additional anti-cancer and/or cytotoxic agent.

  描述了Epidithiodiketopiperazine化合物、基于该化合物的药物组合物及其合成方法，作为治疗、抑制和减少低氧诱导基因的转录和翻译的一部分。在另一个方面，本公开说明描述了一种干扰细胞中低氧诱导转录途径的方法，包括：将细胞与至少一种本公开披露的化合物接触。在另一个方面，本公开说明描述了一种治疗乳腺癌、实体癌、血液癌、需要接受所述治疗的患有癌症的受试者以及肾细胞癌（RCC）的方法，包括：向受试者施用至少一种本公开披露的化合物的有效量。在所述方法的一些实施方式中，该方法还包括施用额外的抗癌和/或细胞毒药剂。
• Preparations and properties of tetrakis[2.2.2.2]paracyclophane derivatives
  作者：I. Tabushi、H. Yamada、K. Matsushita、Z. Yoshida、H. Kuroda、R. Oda

  DOI：10.1016/0040-4020(72)88099-2

  日期：1972.1

  carboxy-4°-PCP (V) and to acetoxy-4°-PCP (VIII). Esterification of V gave carbomethoxy-4°-PCP (VI). VIII was hydrolized to hydroxy-4°-PCP (IX). Nitration of II with N2O5, gave nitro-4°-PCP (X) in good yield. Fuming nitric acid in acetic acid-acetic anhydride as a nitration reagent gave VIII together with X. Further acetylation of IV gave diacetylated derivatives (VII).

  制备了核取代的四[2.2.2.2]对环环烷（4°-PCP，II）衍生物，并研究了NMR光谱性质。II的乙酰化得到乙酰基-4°-PCP（IV），其被转化为羧基-4°-PCP（V）和乙酰氧基-4°-PCP（VIII）。V的酯化得到碳甲氧基-4°-PCP（VI）。VIII被水解为羟基-4°-PCP（IX）。II用N 2 O 5硝化，得到硝基-4°-PCP（X），收率很高。在乙酸-乙酸酐中发烟硝酸作为硝化试剂，与X一起生成VIII。IV进一步乙酰化，生成二乙酰化衍生物（VII）。
• EPIDITHIODIKETOPIPERAZINE COMPOUNDS, COMPOSITIONS, AND METHODS
  申请人：Globavir Biosciences, Inc.

  公开号：US20150284349A1

  公开（公告）日：2015-10-08

  Epidithiodiketopiperazine compounds, pharmaceutical compositions based thereon and methods of their synthesis, as part of treating, inhibiting and reducing transcription and translation of hypoxia inducible genes are described.

  本文描述了Epidithiodiketopiperazine化合物、基于此的制药组合物以及它们的合成方法，作为治疗、抑制和减少缺氧诱导基因转录和翻译的一部分。
• Synthesis and Structure–Activity Analysis of New Phosphonium Salts with Potent Activity against African Trypanosomes
  作者：Andrea Taladriz、Alan Healy、Eddysson J. Flores Pérez、Vanessa Herrero García、Carlos Ríos Martínez、Abdulsalam A. M. Alkhaldi、Anthonius A. Eze、Marcel Kaiser、Harry P. de Koning、Antonio Chana、Christophe Dardonville

  DOI：10.1021/jm2014259

  日期：2012.3.22

  A series of 73 bisphosphonium salts and 10 mono-phosphonium salt derivatives were synthesized and tested in vitro against several wild type and resistant lines of Trypanosoma brucei (T. b. rhodesiense STIB900, T. b. brucei strain 427, TbAT1-KO, and TbB48). More than half of the compounds tested showed a submicromolar EC50 against these parasites. The compounds did not display any cross-resistance to existing diamidine therapies, such as pentamidine. In most cases, the compounds displayed a good selectivity index versus human cell lines. None of the known T. b. brucei drug transporters were required for trypanocidal activity, although some of the bisphosphonium compounds inhibited the low affinity pentamidine transporter. It was found that phosphonium drugs act slowly to clear a trypanosome population but that only a short exposure time is needed for irreversible damage to the cells. A comparative molecular field analysis model (CoMFA) was generated to gain insights into the SAR of this class of compounds, identifying key features for trypanocidal activity.
• Wey, Hans G.; Butenschoen, Holger, Chemische Berichte, 1990, vol. 123, # 1, p. 93 - 99
  作者：Wey, Hans G.、Butenschoen, Holger

  DOI：——

  日期：——