(Z)-3-(3-Cyano-phenyl)-2-pyridin-4-yl-acrylic acid ethyl ester | 474334-49-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-3-(3-Cyano-phenyl)-2-pyridin-4-yl-acrylic acid ethyl ester
• 英文别名: ethyl (Z)-3-(3-cyanophenyl)-2-pyridin-4-ylprop-2-enoate
• CAS: 474334-49-1
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: AIXGRAATEFLBQX-WJDWOHSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-3-(3-Cyano-phenyl)-2-pyridin-4-yl-acrylic acid ethyl ester 在 盐酸 、 甲醇 、 三甲基铝 作用下， 以 二氯甲烷 为溶剂， 生成 3-[(Z)-2-Pyridin-4-yl-2-(2'-sulfamoyl-biphenyl-4-ylcarbamoyl)-vinyl]-benzimidic acid; hydrochloride
  参考文献：
  名称：

  Design, synthesis, and SAR of substituted acrylamides as factor Xa inhibitors

  摘要：

  Substituted acrylamides were used as templates that bridge P1 and P4 binding elements, resulting in a series of potent sub-nanomolar) and selective factor Xa inhibitors. In this template, cis-geometry of P1 and P4 ligands is highly preferred. SAR on the substituting groups, as well as on modification of P1 and P4 moieties is described. Compounds in this series show good in vivo efficacy in animal models. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00199-3
• 作为产物：
  描述：

  4-吡啶乙酸乙酯 、 3-氰基苯甲醛 在 哌啶 作用下， 生成 ethyl 3-(3-cyanophenyl)-2-(pyridin-4-yl)acrylate 、 (Z)-3-(3-Cyano-phenyl)-2-pyridin-4-yl-acrylic acid ethyl ester
  参考文献：
  名称：

  Design, synthesis, and SAR of substituted acrylamides as factor Xa inhibitors

  摘要：

  Substituted acrylamides were used as templates that bridge P1 and P4 binding elements, resulting in a series of potent sub-nanomolar) and selective factor Xa inhibitors. In this template, cis-geometry of P1 and P4 ligands is highly preferred. SAR on the substituting groups, as well as on modification of P1 and P4 moieties is described. Compounds in this series show good in vivo efficacy in animal models. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00199-3

文献信息

• Design, synthesis, and SAR of substituted acrylamides as factor Xa inhibitors
  作者：Yonghong Song、Lane Clizbe、Chhaya Bhakta、Willy Teng、Wenhao Li、Yanhong Wu、Zhaozhong Jon Jia、Penglie Zhang、Lingyan Wang、Brandon Doughan、Ting Su、James Kanter、John Woolfrey、Paul Wong、Brian Huang、Katherine Tran、Uma Sinha、Gary Park、Andrea Reed、John Malinowski、Stan Hollenbach、Robert M. Scarborough、Bing-Yan Zhu

  DOI：10.1016/s0960-894x(02)00199-3

  日期：2002.6

  Substituted acrylamides were used as templates that bridge P1 and P4 binding elements, resulting in a series of potent sub-nanomolar) and selective factor Xa inhibitors. In this template, cis-geometry of P1 and P4 ligands is highly preferred. SAR on the substituting groups, as well as on modification of P1 and P4 moieties is described. Compounds in this series show good in vivo efficacy in animal models. (C) 2002 Elsevier Science Ltd. All rights reserved.