Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate | 194163-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate
• CAS: 194163-36-5
• 化学式: C₁₁H₁₁BrO₃
• 分子量: 271.111
• InChiKey: FRWJLWVJGAUGGM-UHFFFAOYSA-N

物化性质

• 沸点：
  328.5±42.0 °C(Predicted)
• 密度：
  1.507±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate 在 吡啶 、 4-二甲氨基吡啶 、 lithium hydroxide 、 copper(l) iodide 、 TEA 、 硫化氢 、 ammonium acetate 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 碘甲烷 作用下， 生成 Tert-butyl 7-[(5-carbamimidoyl-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate
  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：

  [4-溴-2-(氯甲基)苯氧基]乙酸乙酯 在 sodium hydride 作用下， 生成 Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate
  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

• Benzofuran and dihydrobenzofuran derivatives useful as beta-3 adrenoreceptor agonists
  申请人：——

  公开号：US20030195352A1

  公开（公告）日：2003-10-16

  This invention relates to novel benzofuran and dihydrobenzofuran compounds, pharmaceutical compositions containing such compounds, and methods of treating beta-3 adrenoreceptor-mediated conditions with such compositions.

  这项发明涉及新型苯并呋喃和二氢苯并呋喃化合物，含有这些化合物的药物组合物，以及使用这些组合物治疗β-3肾上腺素受体介导的疾病的方法。
• BENZOFURAN AND DIHYDROBENZOFURAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS
  申请人：Bayer Pharmaceuticals Corporation

  公开号：EP1430043A1

  公开（公告）日：2004-06-23
• US6780859B2
  申请人：——

  公开号：US6780859B2

  公开（公告）日：2004-08-24
• [EN] BENZOFURAN AND DIHYDROBENZOFURAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS<br/>[FR] DERIVES DE BENZOFURANE ET DE DIHYDROBENZOFURANE UTILES COMME AGONISTES DU BETA-3 ADRENORECEPTEUR
  申请人：BAYER PHARMACEUTICALS CORP

  公开号：WO2003024948A1

  公开（公告）日：2003-03-27

  This invention relates to novel benzofuran and dihydrobenzofuran compounds, pharmaceutical compositions containing such compounds, and methods of treating beta-3 adrenoreceptor-mediated conditions with such compositions.