4-(4-苯基丁氧基)苯甲腈 | 138631-41-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-(4-苯基丁氧基)苯甲腈
• 英文名称: 4-(4-phenylbutoxy)benzonitrile
• 英文别名: 4-(phenylbutoxy)benzonitrile
• CAS: 138631-41-1
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: IWISDBJHMXJLNC-UHFFFAOYSA-N

物化性质

• 沸点：
  425.2±28.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-苯基丁氧基)苯甲腈 在 三正丁基叠氮化锡 、 sodium hydride 、 potassium iodide 作用下， 以 乙二醇二乙醚 为溶剂， 反应 121.0h， 生成 1H-四唑,5-[4-(4-苯基丁氧基)苯基]-1-[4-(1H-四唑-5-基)丁基]-
  参考文献：
  名称：

  Development of a series of phenyltetrazole leukotriene D4(LTD4) receptor antagonists

  摘要：

  A hypothetical model for receptor binding of leukotriene D4 (LTD4) was deduced from conformational analysis of LTD4 and from the structure-activity relationships (SAR) of known LTD4 receptor antagonists. A new structural series of LTD4 receptor antagonists exemplified by 5-[4-(4-phenylbutoxy)phenyl]-2-[4-(tetrazol-5-yl)butyl]-2H-tetrazole was designed in which a phenyltetrazole moiety was incorporated as a receptor binding equivalent of the triene unit of LTD4. A number of these phenyltetrazoles were prepared and found to possess LTD4 receptor antagonist activity. The structure-activity relationship (SAR) of this series is described.

  DOI：

  10.1021/jm00085a004
• 作为产物：
  描述：

  对氯苯甲腈 、 4-苯基丁醇 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 17.0h， 以98.1%的产率得到4-(4-苯基丁氧基)苯甲腈
  参考文献：
  名称：

  一种4-（苯丁氧基）苯甲酸的合成方法

  摘要：

  本发明涉及一种4-（苯丁氧基）苯甲酸的化学合成方法：将如式（II）所示的苯丁醇在碱的存在下先进行保温反应，然后在氮气保护下与如式（III）所示的4-卤代苯甲腈进行缩合反应得到如式（IV）所示的中间体4-（苯丁氧基）苯甲腈，该中间体再在酸性条件下或碱性条件下直接水解得式（I）所示的4-（苯丁氧基）苯甲酸，或者所述中间体在醇中醇解得如式（V）所示的4-（苯丁氧基）苯甲酸酯，所述4-（苯丁氧基）苯甲酸酯再在酸性条件下或碱性条件下水解得式（I）所示的4-（苯丁氧基）苯甲酸；（I），（II），（III）（IV）（V）其中：X为氯、溴或碘；R为CH3或C2H5。通过该合成路线避免了中间产物苯丁溴的产生，产品4-（苯丁氧基）苯甲酸纯度高，生产成本低。

  公开号：

  CN103588638B

文献信息

• [EN] PROCESS FOR PREPARING SUBSTITUTED BENZOPYRAN COMPOUNDS<br/>[FR] PROCESSUS DE PREPARATION DE COMPOSES BENZOPYRANE SUBSTITUES
  申请人：SK CHEMICALS CO LTD

  公开号：WO2005077942A1

  公开（公告）日：2005-08-25

  The present invention relates to a novel method of synthesizing substituted benzopyran compounds, their novel intermediates and a method of their preparation thereof.

  本发明涉及一种合成取代苯并吡喃化合物的新方法，以及它们的新中间体和制备方法。
• PROCESS FOR PRODUCING TETRAZOLE COMPOUND AND INTERMEDIATE THEREFOR
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0711762A1

  公开（公告）日：1996-05-15

  There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1): characterized in that a nitrile of general formula (2):         R¹CN     (2) is reacted with hydrazine or a salt thereof in the presence of a catalyst, followed by reaction with a nitrous acid compound of general formula (3):         ANO₂     (3) or a nitrile of general formula (2) is reacted with hydrogen sulfide, followed by reaction with an alkyl halide of general formula (4):         R⁴J     (4) with hydrazine or a salt thereof, and then with a nitrous acid compound of general formula (3); and an intermediate of general formula (5):         R¹C(=R⁵)R⁶     (5) which is useful for the production of the tetrazole compound (in which R¹ to R⁶, A and J in the above formulas are as defined in the specification).

  本发明公开了一种生产通式（1）四唑化合物的工业化生产工艺： 其特征在于，通式（2）的腈： R¹CN (2) 在催化剂存在下与肼或其盐反应，然后与通式(3)的亚硝酸化合物反应： ANO₂ (3) 或通式（2）的腈与硫化氢反应，然后与通式（4）的烷基卤化物反应： R⁴J (4) 与肼或其盐反应，然后与通式（3）的亚硝酸化合物反应；以及通式（5）的中间体： R¹C(=R⁵)R⁶ (5) 其中上述式中的 R¹ 至 R⁶、A 和 J 如说明书中所定义）。
• 一种合成烷基芳基醚的方法
  申请人：中国人民解放军空军军医大学

  公开号：CN117586106A

  公开（公告）日：2024-02-23

  本发明公开了一种简便合成烷基芳基醚的方法。该方法以廉价且来源丰富的芳基或杂芳基卤化物和醇作为底物，在还原剂、有机碱存在下，成功实现廉价过渡金属镍催化的碳氧键偶联反应，温和条件下高产率制备系列烷基芳基醚类化合物。本发明所述原料简单易得，反应过程操作简单、条件温和，且收率高、底物范围广，避免了传统的贵金属催化剂以及无机碱的使用造成催化体系反应复杂、官能团兼容性差等问题，是一种简单、高效合成烷基芳基醚的方法，具有较好的应用前景。
• Design and optimization of hybrid of 2,4-diaminopyrimidine and arylthiazole scaffold as anticancer cell proliferation and migration agents
  作者：Wenbo Zhou、Anling Huang、Yong Zhang、Qingxiang Lin、Weikai Guo、Zihua You、Zhengfang Yi、Mingyao Liu、Yihua Chen

  DOI：10.1016/j.ejmech.2015.04.027

  日期：2015.5

  Therapeutics of metastatic or triple-negative breast cancer are still challenging in clinical. Herein we demonstrated the design and optimization of a series of hybrid of 2,4-diaminopyrimidine and arylthiazole derivatives for their anti-proliferative properties against two breast cancer cell lines (MCF-7 as human breast cancer and MDA-MB-231 as triple-negative breast cancer). More importantly, some of those compounds with potent antiproliferative activities also indicated excellent inhibitory activities against MDA-MB-231 cell migration. These results suggested that the new series of hybridation of arylthiazoles and aminopyrimidines could be identified and developed as novel highly potential anticancer agents against the triple-negative breast cancer as well as metastatic one in the future. (C) 2015 Elsevier Masson SAS. All rights reserved.
• PROCESS FOR PRODUCING TETRAZOLE COMPOUNDS
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0711762B1

  公开（公告）日：2003-08-06