(3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloro-1-methylpyrrol-2-yl)methanone | 188988-67-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloro-1-methylpyrrol-2-yl)methanone
• CAS: 188988-67-2
• 化学式: C₂₀H₂₄Cl₃NO₃
• 分子量: 432.774
• InChiKey: QTYQIDBTWDJORK-UHFFFAOYSA-N

物化性质

• 沸点：
  564.2±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.36
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  40.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloro-1-methylpyrrol-2-yl)methanone 在 三溴化硼 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 以78%的产率得到(3-chloro-5-hexyl-2,6-dihydroxyphenyl)(4,5-dichloro-1-methylpyrrol-2-yl)methanone
  参考文献：
  名称：

  Revised Structure and Synthesis of Celastramycin A, A Potent Innate Immune Suppressor

  摘要：

  After searching for natural substances that regulate innate immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was identified and isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported in a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC50 0.06 mu g/mL) in human umbilical vein endothelial cells (HUVECs).

  DOI：

  10.1021/ol9002306
• 作为产物：
  描述：

  (3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloropyrrol-2-yl)methanone 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以46%的产率得到(3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloro-1-methylpyrrol-2-yl)methanone
  参考文献：
  名称：

  Revised Structure and Synthesis of Celastramycin A, A Potent Innate Immune Suppressor

  摘要：

  After searching for natural substances that regulate innate immunity using the ex vivo Drosophila culture system, a benzoyl pyrrole-type compound, celastramycin A, was identified and isolated as a potent suppressor. By synthesizing the previously reported structure 1 and another benzoyl pyrrole-type compound 2 reported in a Japanese patent, the correct structure of celastramycin A was confirmed to be 2. Compound 2 suppressed the production of IL-8 (IC50 0.06 mu g/mL) in human umbilical vein endothelial cells (HUVECs).

  DOI：

  10.1021/ol9002306