8-(bromomethyl)-2,3-diphenylchromen-4-one | 87165-76-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 8-(bromomethyl)-2,3-diphenylchromen-4-one
• CAS: 87165-76-2
• 化学式: C₂₂H₁₅BrO₂
• 分子量: 391.264
• InChiKey: XNKHNUWLBAEIJH-UHFFFAOYSA-N

物化性质

• 沸点：
  536.6±50.0 °C(Predicted)
• 密度：
  1.444±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30.21
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8-(bromomethyl)-2,3-diphenylchromen-4-one 以36%的产率得到
  参考文献：
  名称：

  ATASSI, G.;BRIET, PH.;BERTHELON, J. -J.;COLLONGES, F., EUR. J. MED. CHEM., 1985, 20, N 5, 393-402

  摘要：

  DOI：
• 作为产物：
  描述：

  8-methyl-2,3-diphenyl-4H-chromen-4-one 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 7.0h， 生成 8-(bromomethyl)-2,3-diphenylchromen-4-one
  参考文献：
  名称：

  Synthesis and anticancer activities of 3-arylflavone-8-acetic acid derivatives

  摘要：

  This paper describes the synthesis and the antiproliferative activities of compounds 9a-r, 3-aryl analogs of flavone-8-acetic acid that bear diverse substituents on the benzene rings at the 2- and 3-positions of the flavone nucleus. Their direct and indirect cytotoxicities were evaluated against HT-29 human colon adenocarcinoma cell lines, A549 lung adenocarcinoma cell lines and Human Peripheral Blood Mononuclear Cells (HPBMCs). The results indicate that most of the compounds bearing electron-withdrawing substituents (9b-m) exhibited moderate direct cytotoxicities. And compounds 9e and 9i showed comparable indirect cytotoxicities with 5, 6-dimethylxanthenone-4-acetic acid (DMXAA), and low direct cytotoxicities toward HPBMCs. Interestingly, the compounds 9n-r bearing methoxy groups at the 2- or 3-position of the flavone nucleus exhibited higher indirect cytotoxicities against A549 cell lines than DMXAA, and lower cytotoxicities against HPBMCs. In addition, compounds 9p-r were found to be able to induce tumor necrosis factor alpha (TNF-alpha) production in HPBMCs. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.11.030

文献信息

• Atassi; Briet; Berthelon, European Journal of Medicinal Chemistry, 1985, vol. 20, # 5, p. 393 - 402
  作者：Atassi、Briet、Berthelon、Collonges

  DOI：——

  日期：——