2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one | 1372702-74-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
• CAS: 1372702-74-3
• 化学式: C₁₈H₁₅FO₅
• 分子量: 330.313
• InChiKey: SIXXYMBSKQMYOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.9
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one 在 氢溴酸 、 溶剂黄146 作用下， 生成 C₁₆H₁₁FO₅
  参考文献：
  名称：

  Oroxylin A analogs exhibited strong inhibitory activities against iNOS-mediated nitric oxide (NO) production

  摘要：

  A number of oroxylin A analogs were prepared and evaluated for their inhibitory activities against iNOS-mediated nitric oxide (NO) production from LPS-stimulated BV2 cells. The analogs were synthesized from purchased 2'-hydroxy-4,5,6-trimethoxyacetophenone and aldehydes in 3 steps. Among the tested compounds, several analogs (3b, 3c, 3d, 3f) exhibited strong inhibitory activities. Especially, the analog with 4-nitrophenyl group (3b) showed stronger inhibitory activity (IC50 = 4.73 mu M) than that of wogonin (IC50 = 7.80 mu M). (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.01.135
• 作为产物：
  描述：

  3-氟苯甲醛 在 碘 、 potassium hydroxide 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 生成 2-(3-fluorophenyl)-5,6,7-trimethoxy-4H-chromen-4-one
  参考文献：
  名称：

  Oroxylin A analogs exhibited strong inhibitory activities against iNOS-mediated nitric oxide (NO) production

  摘要：

  A number of oroxylin A analogs were prepared and evaluated for their inhibitory activities against iNOS-mediated nitric oxide (NO) production from LPS-stimulated BV2 cells. The analogs were synthesized from purchased 2'-hydroxy-4,5,6-trimethoxyacetophenone and aldehydes in 3 steps. Among the tested compounds, several analogs (3b, 3c, 3d, 3f) exhibited strong inhibitory activities. Especially, the analog with 4-nitrophenyl group (3b) showed stronger inhibitory activity (IC50 = 4.73 mu M) than that of wogonin (IC50 = 7.80 mu M). (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.01.135

文献信息

• 一种灯盏花乙素苷元衍生物及其制备方法、制 剂与应用
  申请人：昆药集团股份有限公司

  公开号：CN106117173B

  公开（公告）日：2017-12-29

  本发明公开了一种灯盏花乙素苷元衍生物及其制备方法、制剂与应用，所述的灯盏花乙素苷元衍生物具有下述结构：其中，R为具有生物活性的化合物残基。制备方法简单易行，重现性好，环境污染小，可用于本发明所述的灯盏花乙素苷元衍生物的大量制备。本发明所述的灯盏花乙素苷元衍生物是全新结构的化合物，具有明显的抗凝血作用，可用于作为潜在的先导化合物，在制备治疗深静脉血栓和肺血栓栓塞、心脑血管疾病、中风和其他与血液凝集相关的疾病的药物中运用。