2-({(2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoyl}amino)benzoic acid | 101618-11-5

• 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-({(2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoyl}amino)benzoic acid
• 英文别名: 2-[[(2E,4E)-5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dienoyl]amino]benzoic acid
• CAS: 101618-11-5
• 化学式: C₁₉H₁₇NO₅
• 分子量: 339.348
• InChiKey: WHFQMHBWIMTUGE-VDESZNBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-({(2E,4E)-5-[4-acetyloxy-3-methoxyphenyl]penta-2,4-dienoyl}amino)benzoate 在 lithium hydroxide monohydrate 、 水 作用下， 反应 4.0h， 以60%的产率得到2-({(2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoyl}amino)benzoic acid
  参考文献：
  名称：

  Synthesis of New Avenalumic Carboxamide Derivatives in the Ferulic Series

  摘要：

  A seven-step synthesis of (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoic acid from ferulic acid was developed. The use of a natural by-product found in rice bran as a raw material provided the ferulic acid vinylogous in an overall high yield. This compound will be useful for the preparation of a wide variety of avenalumic carboxamide derivatives.

  DOI：

  10.1080/00397910802238817

文献信息

• Amide derivatives and 5-lipoxygenase inhibitors containing the same as an active ingredient
  申请人：TERUMO KABUSHIKI KAISHA trading as TERUMO CORPORATION

  公开号：EP0157420A2

  公开（公告）日：1985-10-09

  According to the invention, there are provided novel amide derivatives and 5-lipoxygenase inhibitors containing the same as an effective ingredient. The above-mentioned compounds of the invention have been demonstrated to possess 5-lipoxygenase-inhibiting activities. These compounds can inhibit the production of leucotrienes such as LTC4 and LTD4 which are allergy-inducing factors by inhibiting the activity of 5-lipoxygenase. Accordingly, the amide derivatives can be used as 5-lipoxygenase inhibitors effective for allergic asthma, allergic rhinitis and the like.

  根据本发明，提供了新型酰胺衍生物和以酰胺衍生物为有效成分的 5-脂氧合酶抑制剂。 上述本发明化合物已被证实具有 5-脂氧合酶抑制活性。 这些化合物可以通过抑制 5-脂氧合酶的活性来抑制白三烯（如 LTC4 和 LTD4）的产生，而白三烯是过敏诱因。 因此，酰胺衍生物可用作 5-脂氧合酶抑制剂，对过敏性哮喘、过敏性鼻炎等有效。
• US4673684A
  申请人：——

  公开号：US4673684A

  公开（公告）日：1987-06-16