phenyl 4-(chloromethyl)benzoate | 59683-97-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: phenyl 4-(chloromethyl)benzoate
• 英文别名: p-Chloromethyl-benzoesaeurephenolester
• CAS: 59683-97-5
• 化学式: C₁₄H₁₁ClO₂
• 分子量: 246.693
• InChiKey: BONLOIKKTQFCBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenyl 4-(chloromethyl)benzoate 在 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以70.8%的产率得到phenyl 4-(nitrooxymethyl)benzoate
  参考文献：
  名称：

  New microtubule polymerization inhibitors comprising a nitrooxymethylphenyl group

  摘要：

  We have designed cancer antiproliferative compounds, starting from aniline or phenol derivative, which comprise one or two nitrooxymethylphenyl groups as do the hybrid drugs NCX4040 and NCX530. Compound 2a with p-nitrooxymethylbenzoyl-oxy and -amino groups as well as 8a with a p-nitrooxymethylbenzoylamino group showed more promising effects than NCX4040 against human colon and breast cancer cells. Since 2a and 8a, but not NCX4040, arrested human colon carcinoma HCT116 cells in the M phase, the former two compounds may inhibit cell growth differently from NCX4040. Merged images of immunofluorescence-stained a-tubulin and Hoechst-stained nuclei in human fibrosarcoma HT1080 cells showed that 2a and 8a disrupted microtubule formation just as did vincristine, the tubulin polymerization inhibitor. In experiments in vivo, the intraperitoneal administration of 8a at 80 mg/kg/day reduced the growth of HCT116 xenografts in nude mice to T/C 55%. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.031
• 作为产物：
  描述：

  4-氯甲基苯甲酰氯 、 苯酚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以72%的产率得到phenyl 4-(chloromethyl)benzoate
  参考文献：
  名称：

  由多功能引发剂4-（烷基氨基）苯甲酸苯基酯链增长聚合得到的定义良好的星形芳香族聚酰胺

  摘要：

  为了合成轮廓分明的星形芳族聚酰胺，三苯基苯-1,3,5-三羧酸酯（2a），四苯基苯-1,2,4,5-四羧酸酯（2b）和1,3,5-合成了三（4-苯氧基羰基苄氧基）苯（3），然后将其用作多功能引发剂，用于4-（辛基氨基）苯甲酸苯酯（1）的链增长聚合。从引发剂中的所有苯基酯部分开始，与2a或2b的聚合反应均无法顺利进行，从而得到具有高多分散性的聚合物。相反，具有苄氧基间隔基的引发剂3生成了三臂芳香族聚酰胺（I）的低分散性。此外，通过氢解裂解I的核心的苄氧基键，得到低多分散性的聚合物，其M n为I的三分之一，表明I恰好具有三个长度均匀且受控的臂链。然而，在[ 1 ] 0 / [ 3 ] 0的较高进料比下的聚合不仅提供了三臂聚合物，还提供了由1的自聚合形成的线性聚合物。

  DOI：

  10.1021/ma0473420

文献信息

• [EN] COMPOUNDS USEFUL IN THE TREATMENT OF NEOPLASTIC DISEASES<br/>[FR] COMPOSÉS UTILES DANS LE TRAITEMENT DE MALADIES NÉOPLASIQUES
  申请人：UNIVERSITÄT ZU KÖLN

  公开号：WO2015044177A1

  公开（公告）日：2015-04-02

  The present invention refers to compounds of formula: (formula A), wherein R1 is selected from (formula I), (formula II), (formula (III), (formula IV), (formula V), or (formula B), and wherein R2, R3, R4 and R5 are as defined in the claims and X is OTBS, hydroxy, formyloxy, acetoxy, nitrooxy, nitrooxymethyl, or a halogen; and pharmaceutically acceptable salts thereof, which are useful in the treatment of neoplastic or proliferative disorders, a pharmaceutical composition comprising such a compound and a method preparing this compound.

  本发明涉及以下式的化合物：（式A），其中R1从（式I），（式II），（式III），（式IV），（式V）或（式B）中选择，并且其中R2，R3，R4和R5如权利要求中定义的那样，X为OTBS，羟基，甲酰氧基，乙酰氧基，硝基氧基，硝基甲氧基或卤素；及其药学上可接受的盐，用于治疗肿瘤性或增生性疾病，包括这种化合物的药物组合物和制备该化合物的方法。
• Process for the production of living radical polymers and polymers
  申请人：Yamago Shigeru

  公开号：US20060135711A1

  公开（公告）日：2006-06-22

  A process for producing a living radical polymer characterized in that a vinyl monomer is polymerized with use of an organotellurium compound represented by the formula (1) and an azo type polymerization initiator, and the living radical polymer obtainable by the process wherein R 1 is C 1 -C 8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R 2 and R 3 are each a hydrogen atom or C 1 -C 8 alkyl, and R 4 is aryl, substituted aryl, an aromatic heterocyclic group, acyl, oxycarbonyl or cyano.

  使用由公式（1）表示的有机碲化合物和偶氮类聚合引发剂聚合乙烯单体的生活自由基聚合物的生产方法，其中所述生活自由基聚合物可通过该方法获得 其中R1为C1-C8烷基，芳基，取代芳基或芳香杂环基，R2和R3分别为氢原子或C1-C8烷基，R4为芳基，取代芳基，芳香杂环基，酰基，氧羰基或氰基。
• Organic tellurium compound, process for producing the same, living radical polymerization initiator, process for producing polymer with the same, and polymer
  申请人：Yamago Shigeru

  公开号：US20050245714A1

  公开（公告）日：2005-11-03

  An organotellurium compound of the formula (1) is useful as a living radical polymerization initiator and makes possible precision control of molecular weights and molecular weight distributions under mild conditions wherein R 1 is C 1 -C 8 alkyl, R 2 and R 3 are each a hydrogen atom or C 1 -C 8 alkyl, and R 4 is aryl, substituted aryl, aromatic heterocyclic group, hydroxycarbonyl or cyano.

  化学式为（1）的有机碲化合物可用作活性自由基聚合引发剂，能够在温和条件下实现分子量和分子量分布的精确控制。其中，R1为C1-C8烷基，R2和R3分别为氢原子或C1-C8烷基，R4为芳基，取代芳基，芳香族杂环基，羟基羰基或氰基。
• Organic Bismuth Compound, Method for Producing Same, Living Radical Polymerization Initiator, Method for Producing Polymer Using Same, and Polymer
  申请人：Yamago Shigeru

  公开号：US20070265404A1

  公开（公告）日：2007-11-15

  An organobismuth compound represented by the formula (1) wherein R 1 and R 2 are C 1 -C 8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R 3 and R 4 are each a hydrogen atom or C 1 -C 8 alkyl, and R 5 is aryl, substituted aryl, an aromatic heterocyclic group, acyl, amido, oxycarbonyl or cyano.

  一种有机铋化合物，其化学式为(1)，其中R1和R2为C1-C8烷基、芳基、取代芳基或芳香族杂环基，R3和R4分别为氢原子或C1-C8烷基，R5为芳基、取代芳基、芳香族杂环基、酰基、酰胺基、氧羰基或氰基。
• Organic antimony compound, process for producing the same, living radical polymerization initiator, process for producing polymer using the same, and polymer
  申请人：Yamago Shigeru

  公开号：US20090299008A1

  公开（公告）日：2009-12-03

  An organoantimony compound represented by the formula (1), processes for producing polymers with use of the compound, and polymers wherein R 1 and R 2 are C 1 -C 8 alkyl, aryl, substituted aryl or an aromatic heterocyclic group, R 3 and R 4 are each a hydrogen atom or C 1 -C 8 alkyl, and R 5 is aryl, substituted aryl, an aromatic heterocyclic group, oxycarbonyl or cyano.

  一种有机锑化合物，其化学式表示为（1），使用该化合物生产聚合物的方法，以及其中R1和R2为C1-C8烷基，芳基，取代芳基或芳香族杂环基，R3和R4分别为氢原子或C1-C8烷基，R5为芳基，取代芳基，芳香族杂环基，氧羰基或氰基的聚合物。