4-bromophenyl cinnamate | 79796-54-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-bromophenyl cinnamate
• 英文别名: cinnamic acid-(4-bromo-phenyl ester)；Zimtsaeure-(4-brom-phenylester)；3-Phenylacrylic acid 4-bromophenyl ester；(4-bromophenyl) 3-phenylprop-2-enoate
• CAS: 79796-54-6
• 化学式: C₁₅H₁₁BrO₂
• 分子量: 303.155
• InChiKey: FXZAPECDHLNXCB-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C
• 沸点：
  416.5±34.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4-bromophenyl cinnamate 生成 4-溴-反-二苯乙烯
  参考文献：
  名称：

  Anschuetz, Chemische Berichte, 1927, vol. 60, p. 1322

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苯酚 、 肉桂酸 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以79%的产率得到4-bromophenyl cinnamate
  参考文献：
  名称：

  苯羧酸酯的新合成

  摘要：

  报道了从苯酚和羧酸直接合成苯基羧酸盐。在室温下，在叔胺存在下，以三苯基膦和四氯化碳为脱水剂，反应容易进行，从而得到高产率的酯。

  DOI：

  10.1246/bcsj.54.2227

文献信息

• NHC/Iron cooperative catalysis: aerobic oxidative esterification of aldehydes with phenols
  作者：R. Sudarshan Reddy、João N. Rosa、Luís F. Veiros、Stephen Caddick、Pedro M. P. Gois

  DOI：10.1039/c1ob05151b

  日期：——

  An NHC/iron cooperative catalytic system mediates the aerobic oxidative esterification of aldehydes with phenols. The use of equimolar amounts of reactants led to good to excellent isolated yields of esters.

  NHC /铁协同催化系统介导醛与酚的需氧氧化酯化。等摩尔量的反应物的使用导致酯的良好至优异的分离产率。
• Novel derivatives of 3,3-diphenylpropylamines
  申请人：Meese Claus

  公开号：US20060270738A1

  公开（公告）日：2006-11-30

  The invention concerns novel derivatives of 3,3-diphenylpropylamines, methods for their preparation, pharmaceutical compositions containing the novel compounds, and the use of the compounds for preparing drugs. More particularly, the invention relates to novel prodrugs of antimuscarinic agents with superior pharmacokinetic properties compared to existing drugs such as oxybutynin and tolterodine, methods for their preparation, pharmaceutical compositions containing them, a method of using said compouds and compositions for the treatment of urinary incontinence, gastrointestinal hyperactivity (irritable bowel syndrome) and other smooth muscle contractile conditions.

  本发明涉及3,3-二苯基丙胺衍生物的新型衍生物，其制备方法，含有新型化合物的药物组合物以及用于制备药物的化合物的使用。更具体地，本发明涉及抗胆碱药物的新型前药，其与现有药物（如奥克西布丁和替洛尔定）相比具有优越的药代动力学特性，其制备方法，含有它们的药物组合物，使用该化合物和组合物治疗尿失禁，胃肠道过度活动（肠易激综合症）和其他平滑肌收缩症状的方法。
• NOVEL DERIVATIVES OF 3,3-DIPHENYLPROPYLAMINES
  申请人：Meese Claus

  公开号：US20090042981A1

  公开（公告）日：2009-02-12

  The invention concerns novel derivatives of 3,3-diphenylpropylamines, methods for their preparation, pharmaceutical compositions containing the novel compounds, and the use of the compounds for preparing drugs. More particularly, the invention relates to novel prodrugs of antimuscarinic agents with superior pharmacokinetic properties compared to existing drugs such as oxybutynin and tolterodine, methods for their preparation, pharmaceutical compositions containing them, a method of using said compounds and compositions for the treatment of urinary incontinence, gastrointestinal hyperactivity (irritable bowel syndrome) and other smooth muscle contractile conditions.

  本发明涉及3,3-二苯基丙胺的新衍生物，其制备方法，含有新化合物的药物组成物以及用于制备药物的化合物的使用。更具体地说，本发明涉及抗胆碱能药物的新型前药，其药代动力学性质优于现有药物，如奥沙利铂和托尔吡啶，其制备方法，含有它们的药物组成物，使用上述化合物和组成物治疗尿失禁，胃肠道高活性（肠易激综合征）和其他平滑肌收缩症状的方法。
• Derivatives of 3,3-diphenylpropylamines
  申请人：Schwarz Pharma AG

  公开号：US06713464B1

  公开（公告）日：2004-03-30

  The invention concerns novel derivatives of 3,3-diphenylpropylamines, methods for their preparation, pharmaceutical compositions containing the novel compounds, and the use of the compounds for preparing drugs. More particularly, the invention relates to novel prodrugs of antimuscarinic agents with superior pharmacokinetic properties compared to existing drugs such as oxybutynin and tolterodine, methods for their preparation, pharmaceutical compositions containing them, a method of using said compounds and compositions for the treatment of urinary incontinence, gastrointestinal hyperactivity (irritable bowel syndrome) and other smooth muscle contractile conditions.

  本发明涉及3,3-二苯基丙胺衍生物的新型衍生物，其制备方法，含有该新型化合物的药物组合物，以及用于制备药物的化合物的使用。更具体地说，本发明涉及抗胆碱药物的新型前药，其药代动力学性质优于现有药物如奥克比汀和托尔特罗定，其制备方法，含有它们的药物组合物，一种使用该化合物和组合物治疗尿失禁、胃肠道过度活动（肠易激综合征）和其他平滑肌收缩症状的方法。
• Preyssler catalyst: An efficient catalyst for esterification of cinnamic acids with phenols and imidoalcohols
  作者：Diego M. Ruiz、Gustavo P. Romanelli、Patricia G. Vázquez、Juan C. Autino

  DOI：10.1016/j.apcata.2009.11.037

  日期：2010.2

  In the present work a series of eco-friendly Preyssler solid acids and their salts H(14)[NaP(5)W(29)MoO(110)] (M), H(14)[NaP(5)W(30)O(110)] (PWMo). K(12.5)Na(1.5)[NaP(5)W(30)O(110)]center dot 15H(2)O (PWK), K(12.5)Na(1.5)[NaP(5)W(29-)MoO(110)]center dot 15H(2)O (PWMoK) and 10% silica-supported H(14)[NaP(5)W(29)MoO(110)] (PWSiO(2)), and H(14)[NaP(5)W(30)O(110)] (PWMoSiO(2)) have been used as catalysts for the direct esterification of cinnamic acids with phenols or 2-(N-phthalimidoethanol). Effects of the reaction conditions were studied, including temperature, reaction time, and type and amount of catalyst. These solids were characterized by several techniques, such as diffuse reflectance spectroscopy, Fourier transformed infrared spectroscopy, optical and scanning electron microcopies, and X-ray diffraction, among others.The most adequate catalyst for performing the title reaction was H(14)[NaP(5)W(30)O(110)] (PWMo). The catalyst was applied for the synthesis of various substituted cinnamates, giving very good yields. (c) 2009 Elsevier B.V. All rights reserved.