6-Chloro-8-methyl-2-[3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]-3,1-benzoxazin-4-one | 1394002-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 6-Chloro-8-methyl-2-[3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]-3,1-benzoxazin-4-one
• CAS: 1394002-27-7
• 化学式: C₂₁H₁₉ClN₂O₆
• 分子量: 430.845
• InChiKey: VVVOELLQGPRRDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-Chloro-8-methyl-2-[3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]-3,1-benzoxazin-4-one 、 甲胺 以 水 、 乙腈 为溶剂， 生成 N-(4-chloro-2-methyl-6-(methylcarbamoyl)phenyl)-3-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazole-5-carboxamide
  参考文献：
  名称：

  Anthranilic acid-based diamides derivatives incorporating aryl-isoxazoline pharmacophore as potential anticancer agents: Design, synthesis and biological evaluation

  摘要：

  A series of novel anthranilic diamides derivatives containing aryl-isoxazoline moiety were designed and synthesized as a part of our ongoing search for potential anticancer agents. Their structures were confirmed by H-1 NMR, C-13 NMR and ESI-MS analyses. The preliminary assays showed that some of the compounds displayed moderate to good antitumor activities against human lung cancer (NCI-H460), hepatocellular liver carcinoma (HepG2), gastric cancer (SGC-7901 and BGC-823) and breast epithelial adenocarcinoma (MCF-7) cell lines at mu M level, which might be developed as novel lead scaffold for potential anticancer agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.001
• 作为产物：
  描述：

  (E)-3,4,5-三甲氧基苯甲醛肟 在 吡啶 、 N-氯代丁二酰亚胺 、 甲基磺酰氯 作用下， 以 氯仿 、 乙腈 为溶剂， 生成 6-Chloro-8-methyl-2-[3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]-3,1-benzoxazin-4-one
  参考文献：
  名称：

  Anthranilic acid-based diamides derivatives incorporating aryl-isoxazoline pharmacophore as potential anticancer agents: Design, synthesis and biological evaluation

  摘要：

  A series of novel anthranilic diamides derivatives containing aryl-isoxazoline moiety were designed and synthesized as a part of our ongoing search for potential anticancer agents. Their structures were confirmed by H-1 NMR, C-13 NMR and ESI-MS analyses. The preliminary assays showed that some of the compounds displayed moderate to good antitumor activities against human lung cancer (NCI-H460), hepatocellular liver carcinoma (HepG2), gastric cancer (SGC-7901 and BGC-823) and breast epithelial adenocarcinoma (MCF-7) cell lines at mu M level, which might be developed as novel lead scaffold for potential anticancer agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.001

文献信息

• Anthranilic acid-based diamides derivatives incorporating aryl-isoxazoline pharmacophore as potential anticancer agents: Design, synthesis and biological evaluation
  作者：Liqiao Shi、Rui Hu、Yanhong Wei、Ying Liang、Ziwen Yang、Shaoyong Ke

  DOI：10.1016/j.ejmech.2012.06.001

  日期：2012.8

  A series of novel anthranilic diamides derivatives containing aryl-isoxazoline moiety were designed and synthesized as a part of our ongoing search for potential anticancer agents. Their structures were confirmed by H-1 NMR, C-13 NMR and ESI-MS analyses. The preliminary assays showed that some of the compounds displayed moderate to good antitumor activities against human lung cancer (NCI-H460), hepatocellular liver carcinoma (HepG2), gastric cancer (SGC-7901 and BGC-823) and breast epithelial adenocarcinoma (MCF-7) cell lines at mu M level, which might be developed as novel lead scaffold for potential anticancer agents. (C) 2012 Elsevier Masson SAS. All rights reserved.