(3aR,4R,9aS,E)-6,8-difluoro-4-(2-(5-(3-(trifluoromethyl)phenyl)pyridin-2-yl)vinyl)-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (3aR,4R,9aS,E)-6,8-difluoro-4-(2-(5-(3-(trifluoromethyl)phenyl)pyridin-2-yl)vinyl)-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one
• 英文别名: (3aR,4R,9aS)-6,8-difluoro-4-[(E)-2-[5-[3-(trifluoromethyl)phenyl]pyridin-2-yl]ethenyl]-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-1-one
• 化学式: C₂₆H₁₈F₅NO₂
• 分子量: 471.426
• InChiKey: QHMIGEHNHWEAJG-FMNPMJHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 palladium diacetate 正丁基锂 、 甲酸 、 TEA 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (3aR,4R,9aS,E)-6,8-difluoro-4-(2-(5-(3-(trifluoromethyl)phenyl)pyridin-2-yl)vinyl)-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one
  参考文献：
  名称：

  Himbacine derived thrombin receptor antagonists: Discovery of a new tricyclic core

  摘要：

  The synthesis and biological activity of a novel series of thrombin receptor antagonists is described. This series of compounds showed excellent in vitro and in vivo potency. The most potent compound 40 had an IC50 of 7.6 nM and showed robust inhibition of platelet aggregation in a cynomolgus monkey model after oral administration. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.061

文献信息

• Himbacine derived thrombin receptor antagonists: Discovery of a new tricyclic core
  作者：Martin C. Clasby、Samuel Chackalamannil、Michael Czarniecki、Darío Doller、Keith Eagen、William J. Greenlee、Yan Lin、Jayaram R. Tagat、Hsingan Tsai、Yan Xia、Ho-Sam Ahn、Jacqueline Agans-Fantuzzi、George Boykow、Madhu Chintala、Yunsheng Hsieh、Andrew T. McPhail

  DOI：10.1016/j.bmcl.2007.04.061

  日期：2007.7

  The synthesis and biological activity of a novel series of thrombin receptor antagonists is described. This series of compounds showed excellent in vitro and in vivo potency. The most potent compound 40 had an IC50 of 7.6 nM and showed robust inhibition of platelet aggregation in a cynomolgus monkey model after oral administration. (c) 2007 Elsevier Ltd. All rights reserved.