8-methyl-2-phenyl-1H,7H-pyrrolo[2,3-h]quinolin-4-one | 1262797-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-methyl-2-phenyl-1H,7H-pyrrolo[2,3-h]quinolin-4-one
• 英文别名: 8-Methyl-2-phenyl-1,7-dihydropyrrolo[2,3-h]quinolin-4-one
• CAS: 1262797-38-5
• 化学式: C₁₈H₁₄N₂O
• 分子量: 274.322
• InChiKey: NFBJOHGDKMEZOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(2-methyl-1H-indol-4-ylamino)-3-phenyl-acrylic acid ethyl ester 以 二苯醚 为溶剂， 反应 0.5h， 以30%的产率得到8-methyl-2-phenyl-1H,7H-pyrrolo[2,3-h]quinolin-4-one
  参考文献：
  名称：

  Synthesis, in vitro and in vivo preliminary evaluation of anti-angiogenic properties of some pyrroloazaflavones

  摘要：

  This work investigated the in vitro and in vivo anti-angiogenic activity of some pyrroloazaflavones, exactly 2-phenyl-1H-pyrrolo[2,3-h]quinolin-4(7H) ones, with vinblastine as reference compound. Growth inhibitory activity, migration, and capillary-like structures formation were determined in human umbilical vein endothelial cell cultures, and Matrigel plug assay was carried out to evaluate in vivo effects on angiogenesis. Collectively, our results indicate that some pyrroloazaflavone derivatives, at non-cytotoxic concentrations and like vinblastine are able: (i) to exert in vitro anti-angiogenic activity and (ii) to counteract in vitro and in vivo the pro-angiogenic effects of fibroblast growth factor-2 (FGF-2). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.010

文献信息

• Synthesis, in vitro and in vivo preliminary evaluation of anti-angiogenic properties of some pyrroloazaflavones
  作者：Maria Grazia Ferlin、Maria Teresa Conconi、Luca Urbani、Barbara Oselladore、Diego Guidolin、Rosa Di Liddo、Pier Paolo Parnigotto

  DOI：10.1016/j.bmc.2010.11.010

  日期：2011.1

  This work investigated the in vitro and in vivo anti-angiogenic activity of some pyrroloazaflavones, exactly 2-phenyl-1H-pyrrolo[2,3-h]quinolin-4(7H) ones, with vinblastine as reference compound. Growth inhibitory activity, migration, and capillary-like structures formation were determined in human umbilical vein endothelial cell cultures, and Matrigel plug assay was carried out to evaluate in vivo effects on angiogenesis. Collectively, our results indicate that some pyrroloazaflavone derivatives, at non-cytotoxic concentrations and like vinblastine are able: (i) to exert in vitro anti-angiogenic activity and (ii) to counteract in vitro and in vivo the pro-angiogenic effects of fibroblast growth factor-2 (FGF-2). (C) 2010 Elsevier Ltd. All rights reserved.