7-Bromo-5-(pyridin-3-ylmethyl)-2-benzofurancarboxylic Acid Sodium Salt | 85666-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 7-Bromo-5-(pyridin-3-ylmethyl)-2-benzofurancarboxylic Acid Sodium Salt
• 英文别名: 7-Bromo-5-(3-pyridylmethyl)-2-benzofurancarboxylic Acid Sodium Salt；Sodium;7-bromo-5-(pyridin-3-ylmethyl)-1-benzofuran-2-carboxylate
• CAS: 85666-46-2
• 化学式: C₁₅H₉BrNO₃*Na
• 分子量: 354.135
• InChiKey: NEJIXWNDUCCFPY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.45
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4'-nitrobenzyl)pyridine 在 palladium on activated charcoal 二环己烷并-18-冠醚-6 、 sodium hydroxide 、 硫酸 、 水 、 氢气 、 溴 、 sodium hydride 、 三氟乙酸 、 sodium nitrite 作用下， 以 甲醇 、 溶剂黄146 、 甲苯 为溶剂， 反应 56.5h， 生成 7-Bromo-5-(pyridin-3-ylmethyl)-2-benzofurancarboxylic Acid Sodium Salt
  参考文献：
  名称：

  Thromboxane A2 synthase inhibitors. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acids

  摘要：

  The synthesis and screening of a series of 5-(3-pyridylmethyl)benzofuran-2-carboxylic acids as selective thromboxane A2 (TxA2) synthase inhibitors is outlined. The ability of these compounds to inhibit TxA2 biosynthesis was assayed using microsomal enzyme from human platelets. Substitution of the benzofuran ring caused small changes in potency; modification of the carboxylic acid group caused modest reductions in potency, and substitution of the pyridine ring resulted in large reductions of potency. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acid sodium salt (9b, sodium furegrelate) was chosen for further evaluation as a TxA2 synthase inhibitor.

  DOI：

  10.1021/jm00158a024

文献信息

• US4495357A
  申请人：——

  公开号：US4495357A

  公开（公告）日：1985-01-22
• Thromboxane A2 synthase inhibitors. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acids
  作者：Roy A. Johnson、Eldon G. Nidy、James W. Aiken、Norman J. Crittenden、Robert R. Gorman

  DOI：10.1021/jm00158a024

  日期：1986.8

  The synthesis and screening of a series of 5-(3-pyridylmethyl)benzofuran-2-carboxylic acids as selective thromboxane A2 (TxA2) synthase inhibitors is outlined. The ability of these compounds to inhibit TxA2 biosynthesis was assayed using microsomal enzyme from human platelets. Substitution of the benzofuran ring caused small changes in potency; modification of the carboxylic acid group caused modest reductions in potency, and substitution of the pyridine ring resulted in large reductions of potency. 5-(3-Pyridylmethyl)benzofuran-2-carboxylic acid sodium salt (9b, sodium furegrelate) was chosen for further evaluation as a TxA2 synthase inhibitor.