5-(4,5-dibromo-1-methyl-pyrrol-2-yl)-3-(1H-pyrrol-2-yl)isoxazole | 1443231-48-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 5-(4,5-dibromo-1-methyl-pyrrol-2-yl)-3-(1H-pyrrol-2-yl)isoxazole
• 英文别名: 5-(4,5-dibromo-1-methylpyrrol-2-yl)-3-(1H-pyrrol-2-yl)-1,2-oxazole
• CAS: 1443231-48-8
• 化学式: C₁₂H₉Br₂N₃O
• 分子量: 371.031
• InChiKey: PHASDELHRZYPNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基-2-吡咯甲醛 在 N-溴代丁二酰亚胺(NBS) 、 盐酸羟胺 、 sodium acetate 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 氯仿 、 溶剂黄146 为溶剂， 反应 8.0h， 生成 5-(4,5-dibromo-1-methyl-pyrrol-2-yl)-3-(1H-pyrrol-2-yl)isoxazole
  参考文献：
  名称：

  Synthesis and evaluation of novel marine bromopyrrole alkaloid-based hybrids as anticancer agents

  摘要：

  A series of twenty three novel hybrids of marine bromopyrrole alkaloids with chalcone, isoxazole and flavone structural features were synthesized and evaluated for in vitro anticancer activity by MTT assay against five human cancer cell lines. Among the synthesized chalcones, hybrids 4a and 4h (IC50 range: 0.18 mu M-12.00 mu M) showed anticancer activity against all the tested cancer cell lines. Promising cytotoxic activities were exhibited by flavones derivatives, 5a and 5b (0.41 mu M-1.28 mu M) against cell lines PA1 and KB403. Isoxazole hybrids, 6b-6e selectively inhibited oral and mouth cancer cell line KB403, among which 6c (IC50 = 2.45 mu M) was found to be most active. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.029