8-Hydroxycoumarin-3-carboxylic acid chloride | 81017-30-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8-Hydroxycoumarin-3-carboxylic acid chloride
• 英文别名: 8-hydroxy-2-oxochromene-3-carbonyl chloride
• CAS: 81017-30-3
• 化学式: C₁₀H₅ClO₄
• 分子量: 224.6
• InChiKey: PSNJQRKFCZKYEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-Hydroxycoumarin-3-carboxylic acid chloride 、 苯佐卡因 以 乙醚 为溶剂， 生成 ethyl 4-(8-hydroxy-2-oxo-2H-chromene-3-carboxamido)benzoate
  参考文献：
  名称：

  Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides

  摘要：

  N-substituted-3-carboxamido-coumarin derivatives were prepared and evaluated for selective antibacterial activity against 20 isolates of Helicobacter pylori clinical strains, including five metronidazole resistant ones. Some of them possessed the best activity against H. pylori metronidazole resistant strains with MIC values lower than the drug reference (metronidazole). Furthermore, anti-inflammatory activity through the inhibition of the IL-8 production was investigated. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.048
• 作为产物：
  描述：

  8-hydroxy-2-oxo-2H-benzopyran-3-carboxylic acid 在 氯化亚砜 作用下， 反应 2.0h， 生成 8-Hydroxycoumarin-3-carboxylic acid chloride
  参考文献：
  名称：

  Synthesis, selective anti-Helicobacter pylori activity, and cytotoxicity of novel N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides

  摘要：

  N-substituted-3-carboxamido-coumarin derivatives were prepared and evaluated for selective antibacterial activity against 20 isolates of Helicobacter pylori clinical strains, including five metronidazole resistant ones. Some of them possessed the best activity against H. pylori metronidazole resistant strains with MIC values lower than the drug reference (metronidazole). Furthermore, anti-inflammatory activity through the inhibition of the IL-8 production was investigated. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.048

文献信息

• Novel penicillin derivatives containing a coumarin nucleus and medicines
  申请人：Teijin Limited

  公开号：US04303664A1

  公开（公告）日：1981-12-01

  This invention provides novel penicillin derivatives of formula [I]; ##STR1## wherein A is hydrogen or hydroxyl, and B represents the cumarin nucleus of formula [III-a]; ##STR2## in which B.sub.1, B.sub.2, B.sub.3, B.sub.4 and B.sub.5 are same or different, and are hydrogen or substituent groups that may contain nitrogen, sulfur or oxygen atom, or nontoxic salts thereof, and bactericides containing said novel penicillin derivatives or nontoxic salts thereof as the main ingredient, and also an advantageous process for producing said novel penicillin derivatives or nontoxic salts thereof, which comprises reacting a derivative of .alpha.-aminobenzylpenicillin with a coumarincarboxylic acid or reacting 6-aminopencillanic acid, a carboxylic acid salt thereof or a protected derivative thereof having the carboxyl blocked with a readily removable protecting group, with a coumarincarboxylic acid phenylglycinamide.

  该发明提供了式[I]的新型青霉素衍生物；其中A为氢或羟基，B代表式[III-a]的香豆素核心；其中B.sub.1，B.sub.2，B.sub.3，B.sub.4和B.sub.5相同或不同，是氢或含有氮、硫或氧原子的取代基，或其无毒盐，以及含有所述新型青霉素衍生物或其无毒盐作为主要成分的杀菌剂，以及一种优越的生产所述新型青霉素衍生物或其无毒盐的方法，该方法包括将.alpha.-氨基苯青霉素衍生物与香豆素羧酸反应或将6-氨基青霉素酸，其羧酸盐或其羧基被易于去除的保护基保护的衍生物与香豆素羧酸苯基甘氨酸反应。
• US4303664A
  申请人：——

  公开号：US4303664A

  公开（公告）日：1981-12-01