(3-chloro-5-hexyl-2,6-dimethoxyphenyl)(pyrrol-2-yl)methanone | 1143527-08-5

• 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)(pyrrol-2-yl)methanone
• CAS: 1143527-08-5
• 化学式: C₁₉H₂₄ClNO₃
• 分子量: 349.857
• InChiKey: HQODPWPQUIYHSC-UHFFFAOYSA-N

物化性质

• 沸点：
  531.8±50.0 °C(predicted)
• 密度：
  1.148±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.32
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3-chloro-5-hexyl-2,6-dimethoxyphenyl)(pyrrol-2-yl)methanone 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以91%的产率得到(3-chloro-5-hexyl-2,6-dimethoxyphenyl)(4,5-dichloropyrrol-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：

  吡咯 、 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以196 mg的产率得到(3-chloro-5-hexyl-2,6-dimethoxyphenyl)(pyrrol-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