(4-溴-2-甲酰基苯氧基)乙酸甲酯 | 24581-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-溴-2-甲酰基苯氧基)乙酸甲酯
• 中文别名: 2-(4-溴-2-甲烷酰基-苯氧基)乙酸甲酯；2-(4-溴-2-甲酰苯氧基)乙酸甲酯；2-(4-溴-2-甲酰基苯氧基)乙酸甲酯
• 英文名称: methyl (4-bromo-2-formylphenoxy)acetate
• 英文别名: methyl 2-(4-bromo-2-formylphenoxy)acetate
• CAS: 24581-99-5
• 化学式: C₁₀H₉BrO₄
• mdl: MFCD02629616
• 分子量: 273.083
• InChiKey: BGCBNZCJIJRUAY-UHFFFAOYSA-N

物化性质

• 沸点：
  358.1±27.0 °C(Predicted)
• 密度：
  1.536±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  (4-溴-2-甲酰基苯氧基)乙酸甲酯 在 盐酸 、 copper(l) iodide 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.25h， 生成 5-氰基苯并呋喃-2-羧酸甲酯
  参考文献：
  名称：

  Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists

  摘要：

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

  DOI：

  10.1021/jm970020k
• 作为产物：
  描述：

  溴乙酸乙酯 、 5-溴水杨醛 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以100%的产率得到(4-溴-2-甲酰基苯氧基)乙酸甲酯
  参考文献：
  名称：

  Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists

  摘要：

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

  DOI：

  10.1021/jm970020k

文献信息

• Morita-Baylis-Hillman Route to Dimethyl 2,3-Dihydrobenzo[b]oxepine-2,4-dicarboxylates and Methyl 2-(2-Carbomethoxybenzo[b]furan-3-yl)propanoates from Salicylaldehydes
  作者：Sang-Hyun Ahn、Seung-Soon Jang、Young-Keun Kim、Kee-Jung Lee

  DOI：10.5012/bkcs.2012.33.1.233

  日期：2012.1.20

  A new synthetic method for dimethyl 2,3-dihydrobenzo[b]oxepine-2,4-dicarboxylates and methyl 2-(2-carbomethoxybenzo[b]furan-3-yl)propanoates by an intramolecular conjugate displacement reaction or an $S_N2$ reaction of acetates of Morita-Baylis-Hillman adducts of methyl (2-formylphenoxy)acetates has been described.

  描述了一种新的合成方法，通过分子内共轭取代反应或$S_N2$反应，利用甲基（2-甲醛苯氧基）乙酸酯的Morita-Baylis-Hillman加成物的乙酸酯，制备了二甲基2,3-二氢苯并[b]氧杂环庚烯-2,4-二羧酸酯和甲基2-(2-羧甲基苯并[b]呋喃-3-基)丙酸酯。
• Pyridoxal phosphate. II. Benzene analogs. 2-Formylphenoxyacetic acids as potential antimetabolites of pyridoxal phosphate
  作者：Theodore L. Hullar、D. L. Failla

  DOI：10.1021/jm00303a018

  日期：1969.5