3-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazole-5-carboxylic acid | 1038358-13-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazole-5-carboxylic acid
• 英文别名: 3-(3,4,5-Trimethoxyphenyl)-4,5-dihydro-1,2-oxazole-5-carboxylic acid
• CAS: 1038358-13-2
• 化学式: C₁₃H₁₅NO₆
• 分子量: 281.265
• InChiKey: GKTAYBRIPSZOSH-UHFFFAOYSA-N

物化性质

• 沸点：
  453.6±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  86.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazole-5-carboxylic acid 在 吡啶 、 甲基磺酰氯 作用下， 以 乙腈 为溶剂， 生成 N-(4-chloro-2-(diethylcarbamoyl)-6-methylphenyl)-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：

  3,4,5-三甲氧基苯甲醛 在 吡啶 、 N-氯代丁二酰亚胺 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 3-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazole-5-carboxylic acid
  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.