N-butyl-canthin-6-one iodide | 871131-74-7

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吲哚萘啶生物碱
• 英文名称: N-butyl-canthin-6-one iodide
• 英文别名: 6-Butyl-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-6-ium-2-one;iodide
• CAS: 871131-74-7
• 化学式: C₁₈H₁₇N₂O*I
• 分子量: 404.25
• InChiKey: NNYJTJOFJADDNM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.14
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  25.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2,3,3a,4,5-六氢铁屎米酮 在 5%-palladium/activated carbon 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙腈 为溶剂， 反应 48.0h， 生成 N-butyl-canthin-6-one iodide
  参考文献：
  名称：

  Synthesis, in vitro antibacterial activities of a series of 3- N -substituted canthin-6-ones

  摘要：

  An improved synthetic route of canthin-6-one was accomplished. To further enhance the antibacterial potency and improve water solubility, a series of 3-N-alkylated and 3-N-benzylated canthin-6-ones were designed and synthesized, and their in vitro antibacterial activities were evaluated. A clear structure-activity relationship with peak minimal inhibitory concentration (MIC) values of 0.98 (mu g.mL(-1)) was investigated. Particularly, compounds 6i-r and 6t were found to be the most potent compounds with minimal inhibitory concentration (MIC) values lower than 1.95 (mu g.mL(-1)) against Staphylococcus aureus. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.070

文献信息

• Extraction, Hemisynthesis, and Synthesis of Canthin-6-one Analogues. Evaluation of Their Antifungal Activities
  作者：Flor Soriano-Agatón、Delphine Lagoutte、Erwan Poupon、François Roblot、Alain Fournet、Jean-Charles Gantier、Reynald Hocquemiller

  DOI：10.1021/np050250z

  日期：2005.11.1

  Zanthoxylum chiloperone var. angustifolium was investigated. Alkaloids 1-3 from the canthin-6-one series were characterized. Derivatives 7-28 were prepared by hemisynthesis or total synthesis. All compounds were tested for in vitro antifungal activities against five pathogenic fungal strains. Analogues of canthin-6-one did not show better antifungal activities.