ethyl-2-cyano-3-[4-(trifluoromethoxy)anilino]prop-2-enoate | 625373-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl-2-cyano-3-[4-(trifluoromethoxy)anilino]prop-2-enoate
• 英文别名: Ethyl 2-nitrilo-3-((4-(trifluoromethoxy)phenyl)amino)prop-2-enoate；ethyl 2-cyano-3-[4-(trifluoromethoxy)anilino]prop-2-enoate
• CAS: 625373-42-4
• 化学式: C₁₃H₁₁F₃N₂O₃
• 分子量: 300.237
• InChiKey: CXPFQBSAGAGTAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  348.6±42.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl-2-cyano-3-[4-(trifluoromethoxy)anilino]prop-2-enoate 在 二苯醚 作用下， 反应 5.0h， 以9%的产率得到4-hydroxy-6-(trifluoromethoxy)quinoline-3-carbonitrile
  参考文献：
  名称：

  三氟甲氧基-4-喹诺酮类衍生物新核苷的合成及生物学评价

  摘要：

  描述了由6-和7-三氟甲氧基-4-喹诺酮合成新的核苷衍生物。目前的合成方法是Gould-Jacobs反应（用于制备4-喹诺酮）和改良的Vorbrüggen反应（用于构建核苷衍生物）的组合。测试了针对鼠类γ疱疹病毒MHV-68型的目标化合物。

  DOI：

  10.1016/j.tetlet.2015.07.031
• 作为产物：
  描述：

  氰乙酸乙酯 在 乙酸酐 、 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 ethyl-2-cyano-3-[4-(trifluoromethoxy)anilino]prop-2-enoate
  参考文献：
  名称：

  Synthesis and cytotoxicity studies of quinoline-3-carbonitrile derivatives

  摘要：

  A series of quinoline-3-carbonitrile derivatives were designed and synthesized. Their cytotoxicity in vitro against four cancer cell lines (A549, HT-29, MDA-MB-231 and SMMC-7721) were evaluated by standard MTT assay. The pharmacological results showed that most of the prepared compounds displayed excellent selective cytotoxicity toward SMMC-7721 cell line. Among them, compounds 7c, 7e, 11b, 11f and 11g were more active than Gefitinb against SMMC-7721 cell line. (C) 2010 Ping Gong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.03.016

文献信息

• [EN] PAPD5 INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE PAPD5 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：CHILDRENS MEDICAL CENTER

  公开号：WO2020219729A1

  公开（公告）日：2020-10-29

  The present application provides compounds that are PAPD5 inhibitors and are useful in treating a variety of conditions such as cancer, telomere diseases, and aging-related and other degenerative disorders.

  本申请提供了一些PAPD5抑制剂化合物，可用于治疗各种疾病，如癌症、端粒疾病以及与衰老和其他退行性疾病相关的情况。
• PAPD5 INHIBITORS AND METHODS OF USE THEREOF
  申请人：CHILDREN'S MEDICAL CENTER CORPORATION

  公开号：EP3959197A1

  公开（公告）日：2022-03-02
• Synthesis and biological evaluation of new nucleosides derived from trifluoromethoxy-4-quinolones
  作者：Kristína Plevová、Katarína Briestenská、Françoise Colobert、Jela Mistríková、Viktor Milata、Frédéric R. Leroux

  DOI：10.1016/j.tetlet.2015.07.031

  日期：2015.9

  The synthesis of new nucleoside derivatives from 6- and 7-trifluoromethoxy-4-quinolones is described. The present synthesis is a combination of the Gould–Jacobs reaction for the preparation of 4-quinolones and a modified Vorbrüggen reaction for the construction of nucleoside derivatives. The target compounds were tested against murine gammaherpesvirus MHV-68 type.

  描述了由6-和7-三氟甲氧基-4-喹诺酮合成新的核苷衍生物。目前的合成方法是Gould-Jacobs反应（用于制备4-喹诺酮）和改良的Vorbrüggen反应（用于构建核苷衍生物）的组合。测试了针对鼠类γ疱疹病毒MHV-68型的目标化合物。
• Synthesis and cytotoxicity studies of quinoline-3-carbonitrile derivatives
  作者：Shu Lan Zhang、Xin Zhai、Shi Jiao Zhang、Hong Hao Yu、Ping Gong

  DOI：10.1016/j.cclet.2010.03.016

  日期：2010.8

  A series of quinoline-3-carbonitrile derivatives were designed and synthesized. Their cytotoxicity in vitro against four cancer cell lines (A549, HT-29, MDA-MB-231 and SMMC-7721) were evaluated by standard MTT assay. The pharmacological results showed that most of the prepared compounds displayed excellent selective cytotoxicity toward SMMC-7721 cell line. Among them, compounds 7c, 7e, 11b, 11f and 11g were more active than Gefitinb against SMMC-7721 cell line. (C) 2010 Ping Gong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.