N-[4-(imidazol-1-ylmethyl)phenyl]-7-methoxy-4-(4-methoxyphenyl)-1-benzofuran-2-carboxamide | 1217362-45-2

• 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: N-[4-(imidazol-1-ylmethyl)phenyl]-7-methoxy-4-(4-methoxyphenyl)-1-benzofuran-2-carboxamide
• CAS: 1217362-45-2
• 化学式: C₂₇H₂₃N₃O₄
• 分子量: 453.497
• InChiKey: FNHXJHAYPYFJPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-methoxy-4-(4-methoxyphenyl)benzofuran-2-carboxylic acid 、 1-(4-氨基苄基)咪唑 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[4-(imidazol-1-ylmethyl)phenyl]-7-methoxy-4-(4-methoxyphenyl)-1-benzofuran-2-carboxamide
  参考文献：
  名称：

  Synthetic studies on selective adenosine A2A receptor antagonists: Synthesis and structure–activity relationships of novel benzofuran derivatives

  摘要：

  A series of benzofuran derivatives were prepared to study their antagonistic activities to the A(2A) receptor. Replacement of the ester group of the lead compound 1 with phenyl ring improved the PK profile, while modi. cations of the amide moiety showed enhanced antagonistic activity. From these studies, compounds 13c, 13f, and 24a showed good potency in vitro and were identified as novel A(2A) receptor antagonists suitable for oral activity evaluation in animal models of catalepsy. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.028

文献信息

• Synthetic studies on selective adenosine A2A receptor antagonists: Synthesis and structure–activity relationships of novel benzofuran derivatives
  作者：Osamu Saku、Mayumi Saki、Masako Kurokawa、Ken Ikeda、Takuya Takizawa、Noriaki Uesaka

  DOI：10.1016/j.bmcl.2009.12.028

  日期：2010.2

  A series of benzofuran derivatives were prepared to study their antagonistic activities to the A(2A) receptor. Replacement of the ester group of the lead compound 1 with phenyl ring improved the PK profile, while modi. cations of the amide moiety showed enhanced antagonistic activity. From these studies, compounds 13c, 13f, and 24a showed good potency in vitro and were identified as novel A(2A) receptor antagonists suitable for oral activity evaluation in animal models of catalepsy. (C) 2009 Elsevier Ltd. All rights reserved.