3-(4-Phenoxy-phenyl)-acrylsaeure-aethylester | 2509-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-Phenoxy-phenyl)-acrylsaeure-aethylester
• 英文别名: Ethyl p-phenoxycinnamate；ethyl 3-(4-phenoxyphenyl)prop-2-enoate
• CAS: 2509-20-8
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: PWDOUGMRFQWZBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Phenoxy-phenyl)-acrylsaeure-aethylester 以 甲苯 为溶剂， 反应 5.0h， 以80%的产率得到3-(4-phenoxyphenyl)propan-1-ol
  参考文献：
  名称：

  一种3-芳基丙醇的制备方法

  摘要：

  本发明公开了一种3‑芳基丙醇的制备方法，3‑芳基苯甲醛、乙酸酯在有机溶剂中，一定温度下加入催化剂进行缩合反应制备3‑芳基‑2‑烯酯，3‑芳基‑2‑烯酯和还原剂进行还原反应，最终得到产物3‑芳基丙醇。本发明方法采用芳氧基取代苯甲醛与乙酸酯缩合、再经过还原来制备3‑芳基丙醇，芳醛与乙酸酯在催化剂催化下进行缩合反应制备类似Knoevenagel缩合化合物3‑芳基‑2‑烯酯，再经过还原剂还原制备芳基丙醇，其总收率>80％，含量>95％；本发明使用的原料便宜、来源广，制备方法更加安全、方便，且生产成本低、原料无毒或低毒，总收率高且三废较少，有利于工业化。

  公开号：

  CN106554259B
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 4-苯氧基苯甲醛 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.5h， 生成 3-(4-Phenoxy-phenyl)-acrylsaeure-aethylester
  参考文献：
  名称：

  Phosphonosulfonates Are Potent, Selective Inhibitors of Dehydrosqualene Synthase and Staphyloxanthin Biosynthesis in Staphylococcus aureus

  摘要：

  Staphylococcus aureus produces a golden carotenoid virulence factor called staphyloxanthin (STX), and we report here the inhibition of the enzyme, dehydrosqualene synthase (CrtM), responsible for the first committed step in STX biosynthesis. The most active compounds are halogen-substituted phosphonosulfonates, with K-i values as low as 5 nM against the enzyme and IC50 values for STX inhibition in S. aureus as low as 11 nM. There is, however, only a poor correlation (R-2 = 0.27) between enzyme and cell pIC(50) (= -log(10) IC50) values. The ability to predict cell from enzyme data improves considerably (to R-2 = 0.72) with addition of two more descriptors. We also investigated the activity of these compounds against human squalene synthase (SQS), as a counterscreen, finding several potent STX biosynthesis inhibitors with essentially no squalene synthase activity. These results open up the way to developing potent and selective inhibitors of an important virulence factor in S. aureus, a major human pathogen.

  DOI：

  10.1021/jm801023u

文献信息

• Isoxazole compounds useful for the prophylaxis or treatment of nervous
  申请人：Sankyo Company, Limited

  公开号：US06005116A1

  公开（公告）日：1999-12-21

  Isoxazole compounds having the following general formula: ##STR1## wherein R.sup.1 represents an optionally substituted aryl group or aromatic heterocyclic group; R.sup.2 represents a hydrogen atom, a halogen atom, an optionally substituted alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group, an alkoxy group, a cyano group, a carboxyl group, an alkanoyl group, an alkoxycarbonyl group or an optionally substituted carbamoyl group; R.sup.3 represents an optionally substituted amino group or a saturated heterocyclic group; X represents an oxygen atom or a sulfur atom; and n is an integer of from 2 to 6. These compounds have excellent monoamine oxidase inhibitory activity and are useful as a therapeutic agent or a preventive agent against nervous diseases such as depression.

  具有以下一般式的异噁唑化合物：##STR1## 其中 R.sup.1 代表可选取代的芳基或芳香杂环基；R.sup.2 代表氢原子、卤原子、可选取代的烷基、烯基、炔基、环烷基、环烯基、烷氧基、氰基、羧基、酰基、烷氧羰基或可选取代的氨基甲酰基；R.sup.3 代表可选取代的氨基或饱和杂环基；X 代表氧原子或硫原子；n 为2到6的整数。这些化合物具有出色的单胺氧化酶抑制活性，并可用作治疗剂或预防神经疾病如抑郁症的药物。
• Practical One-Pot Syntheses of Ethyl 4-Substituted-1<i>H</i>-Pyrrole-3-Carboxylates from Aldehydes
  作者：Jay Hyok Chang、Hyunik Shin

  DOI：10.1021/op7002826

  日期：2008.3.1

  Ethyl 4-substituted-1H-pyrrole-3-carboxylates were prepared in a one-pot manner starting from aromatic or aliphatic aldehydes via a Horner-Wadsworth-Emmons reaction and subsequent reaction with tosylmethylisocyanide (TosMIC) in the presence of sodium tert-amylate in toluene. Judicious selection of base and solvent led to the use of a single solvent, i.e., toluene, for reactions as well as for crystallization to render the one-pot process more practical and greener than the stepwise version.
• Phosphonosulfonates Are Potent, Selective Inhibitors of Dehydrosqualene Synthase and Staphyloxanthin Biosynthesis in <i>Staphylococcus aureus</i>
  作者：Yongcheng Song、Fu-Yang Lin、Fenglin Yin、Mary Hensler、Carlos A. Rodrígues Poveda、Dushyant Mukkamala、Rong Cao、Hong Wang、Craig T. Morita、Dolores González Pacanowska、Victor Nizet、Eric Oldfield

  DOI：10.1021/jm801023u

  日期：2009.2.26

  Staphylococcus aureus produces a golden carotenoid virulence factor called staphyloxanthin (STX), and we report here the inhibition of the enzyme, dehydrosqualene synthase (CrtM), responsible for the first committed step in STX biosynthesis. The most active compounds are halogen-substituted phosphonosulfonates, with K-i values as low as 5 nM against the enzyme and IC50 values for STX inhibition in S. aureus as low as 11 nM. There is, however, only a poor correlation (R-2 = 0.27) between enzyme and cell pIC(50) (= -log(10) IC50) values. The ability to predict cell from enzyme data improves considerably (to R-2 = 0.72) with addition of two more descriptors. We also investigated the activity of these compounds against human squalene synthase (SQS), as a counterscreen, finding several potent STX biosynthesis inhibitors with essentially no squalene synthase activity. These results open up the way to developing potent and selective inhibitors of an important virulence factor in S. aureus, a major human pathogen.
• 一种3-芳基丙醇的制备方法
  申请人：江苏扬农化工股份有限公司

  公开号：CN106554259B

  公开（公告）日：2019-05-21

  本发明公开了一种3‑芳基丙醇的制备方法，3‑芳基苯甲醛、乙酸酯在有机溶剂中，一定温度下加入催化剂进行缩合反应制备3‑芳基‑2‑烯酯，3‑芳基‑2‑烯酯和还原剂进行还原反应，最终得到产物3‑芳基丙醇。本发明方法采用芳氧基取代苯甲醛与乙酸酯缩合、再经过还原来制备3‑芳基丙醇，芳醛与乙酸酯在催化剂催化下进行缩合反应制备类似Knoevenagel缩合化合物3‑芳基‑2‑烯酯，再经过还原剂还原制备芳基丙醇，其总收率>80％，含量>95％；本发明使用的原料便宜、来源广，制备方法更加安全、方便，且生产成本低、原料无毒或低毒，总收率高且三废较少，有利于工业化。