4-(6,8-dibromo-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)benzonitrile | 1320360-59-5

• 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: 4-(6,8-dibromo-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)benzonitrile
• 英文别名: 4-(6,8-dibromo-4-oxo-2,3-dihydro-1H-quinolin-2-yl)benzonitrile
• CAS: 1320360-59-5
• 化学式: C₁₆H₁₀Br₂N₂O
• 分子量: 406.076
• InChiKey: PSSXEFIBECIPRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-氨基-3,5-二溴苯基)乙酮 在 磷酸 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 4-(6,8-dibromo-4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)benzonitrile
  参考文献：
  名称：

  Synthesis, evaluation of 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones in MCF-7 (breast cancer) cell lines and their docking studies

  摘要：

  A series of novel 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones have been synthesized and evaluated in vitro (in MCF-7 breast cancer cell lines). Compounds 5a, 5d, 5e, and 5g exhibited potent GI(50) and TGI values compared with reference standard and compounds 5b and 5c showed moderate activity. The docking studies (in silico) were conducted to recognize the hypothetical binding motif of the title compounds within the active site of aromatase enzyme employing GOLD docking software. The binding mode and SAR of the title compounds has been proposed based on the docking studies.

  DOI：

  10.1007/s00044-011-9688-z

文献信息

• Synthesis, evaluation of 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones in MCF-7 (breast cancer) cell lines and their docking studies
  作者：Lakshmi Narayana Bheemanapalli、Amandeep Kaur、Ramandish Arora、Sangeeta、Raghuram Rao Akkinepally、Narashima Murthy Javali

  DOI：10.1007/s00044-011-9688-z

  日期：2012.8

  A series of novel 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones have been synthesized and evaluated in vitro (in MCF-7 breast cancer cell lines). Compounds 5a, 5d, 5e, and 5g exhibited potent GI(50) and TGI values compared with reference standard and compounds 5b and 5c showed moderate activity. The docking studies (in silico) were conducted to recognize the hypothetical binding motif of the title compounds within the active site of aromatase enzyme employing GOLD docking software. The binding mode and SAR of the title compounds has been proposed based on the docking studies.