2,5-dibromocinnamic acid | 380607-16-9

• 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: 2,5-dibromocinnamic acid
• 英文别名: 2,5-dibromo-trans-cinnamic acid；2,5-Dibrom-trans-zimtsaeure；(E)-3-(2,5-dibromophenyl)prop-2-enoic acid
• CAS: 380607-16-9
• 化学式: C₉H₆Br₂O₂
• 分子量: 305.953
• InChiKey: QXRTXXKSFJGXIC-DAFODLJHSA-N

物化性质

• 沸点：
  391.0±32.0 °C(Predicted)
• 密度：
  1.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-dibromocinnamic acid 在 溴 、 溶剂黄146 作用下， 生成 (2RS,3SR)-2,3-dibromo-3-(2,5-dibromo-phenyl)-propionic acid
  参考文献：
  名称：

  Deodhar et al., Journal of the Karnatak University, 1958, vol. 3, p. 76

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二酸 、 2,5-二溴苯甲醛 在 哌啶 、 吡啶 作用下， 生成 2,5-dibromocinnamic acid
  参考文献：
  名称：

  Deodhar et al., Journal of the Karnatak University, 1958, vol. 3, p. 76

  摘要：

  DOI：

文献信息

• Antipicornaviral compounds and compositions, their pharmaceutical uses, and materials for their synthesis
  申请人：——

  公开号：US20020061916A1

  公开（公告）日：2002-05-23

  Compounds of the formula: 1 where the formula variables are as defined in the disclosure, advantageously inhibit or block the biological activity of the picornaviral 3C protease. These compounds, as well as pharmaceutical compositions containing these compounds, are useful for treating patients or hosts infected with one or more picornaviruses, such as RVP. Intermediates and synthetic methods for preparing such compounds are also described.

  公式为1的化合物，其中公式变量如披露所定义，有利地抑制或阻断了小肠病毒3C蛋白酶的生物活性。这些化合物以及含有这些化合物的制药组合物，对于治疗感染了一个或多个小肠病毒（如RVP）的患者或宿主是有用的。还描述了制备这些化合物的中间体和合成方法。
• Structure-Based Design of a Parallel Synthetic Array Directed Toward the Discovery of Irreversible Inhibitors of Human Rhinovirus 3C Protease
  作者：Theodore O. Johnson、Ye Hua、Hiep T. Luu、Edward L. Brown、Fora Chan、Shao Song Chu、Peter S. Dragovich、Brian W. Eastman、Rose Ann Ferre、Shella A. Fuhrman、Thomas F. Hendrickson、Fausto C. Maldonado、David A. Matthews、James W. Meador、Amy K. Patick、Siegfried H. Reich、Donald J. Skalitzky、Stephen T. Worland、Michelle Yang、Leora S. Zalman

  DOI：10.1021/jm010435c

  日期：2002.5.1

  Utilizing the tools of parallel synthesis and structure-based design, a new class of Michael acceptor-containing, irreversible inhibitors of human rhinovirus 3C protease (HRV 3CP) was discovered. These inhibitors are shown to inhibit HRV-14 3CP with rates of inactivation ranging from 886 to 31400 M-1 sec(-1). These inhibitors exhibit antiviral activity when tested against HRV-14 infected H1-HeLa cells, with EC50 values ranging from 1.94 to 0.15 muM. No cytotoxicity was observed at the limits of the assay concentration. A crystal structure of one of the more potent inhibitors covalently bound to HRV-2 3CP is detailed, These compounds were also tested against HRV serotypes other than type 14 and were found to have highly variable activities.
• ANTIPICORNAVIRAL COMPOUNDS AND COMPOSITIONS, THEIR PHARMACEUTICAL USES, AND MATERIALS FOR THEIR SYNTHESIS
  申请人：AGOURON PHARMACEUTICALS, INC.

  公开号：EP1355878A2

  公开（公告）日：2003-10-29
• US6632825B2
  申请人：——

  公开号：US6632825B2

  公开（公告）日：2003-10-14
• US6989384B2
  申请人：——

  公开号：US6989384B2

  公开（公告）日：2006-01-24