2-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-4-one | 1372702-77-6

• 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-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-4-one
• 英文别名: 2-(2,4-difluorophenyl)-5,6,7-trimethoxychromen-4-one
• CAS: 1372702-77-6
• 化学式: C₁₈H₁₄F₂O₅
• 分子量: 348.303
• InChiKey: FQDHBCSJWIUMHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-4-one 在 氢溴酸 、 溶剂黄146 作用下， 生成 2-(2,4-Difluorophenyl)-5,7-dihydroxy-6-methoxychromen-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
• 作为产物：
  描述：

  2,4-二氟苯甲醛 在 碘 、 potassium hydroxide 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 生成 2-(2,4-Difluorophenyl)-5,6,7-trimethoxychromen-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

• Oroxylin A analogs exhibited strong inhibitory activities against iNOS-mediated nitric oxide (NO) production
  作者：Tuan-Ahn. N. Pham、Haiyan Che、Phuong-Thuy T. Phan、Jae-Won Lee、Sung-Soo Kim、Haeil Park

  DOI：10.1016/j.bmcl.2012.01.135

  日期：2012.4

  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.