2-Formyl-6-methyl-4-(pyridin-3-ylmethyl)phenol | 85633-29-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Formyl-6-methyl-4-(pyridin-3-ylmethyl)phenol
• 英文别名: 2-Formyl-6-methyl-4-(3-pyridylmethyl)phenol；2-Hydroxy-3-methyl-5-(pyridin-3-ylmethyl)benzaldehyde
• CAS: 85633-29-0
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: DSYVJYSKSZWSQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Formyl-6-methyl-4-(pyridin-3-ylmethyl)phenol 在 二环己烷并-18-冠醚-6 、 sodium hydroxide 、 sodium hydride 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 49.5h， 生成 7-methyl-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
• 作为产物：
  描述：

  2-methyl-4-(3-pyridylmethyl)anisole 在 水 、 氢溴酸 、 三氟乙酸 作用下， 反应 52.33h， 生成 2-Formyl-6-methyl-4-(pyridin-3-ylmethyl)phenol
  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.