3-(2-Methyl-1,3-oxazol-4-yl)propanal | 1214937-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(2-Methyl-1,3-oxazol-4-yl)propanal
• CAS: 1214937-43-5
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: LQXKJJLATPQPJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-Methyl-1,3-oxazol-4-yl)propanal 在 18-冠醚-6 、 偶氮二甲酸二异丙酯 、 双(三甲基硅烷基)氨基钾 、 三苯基膦 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 反应 9.67h， 生成
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Neopeltolide and Analogs

  摘要：

  The synthesis of neopeltolide analogues that contain variations in the oxazole-containing side chain and in the macrolide core are reported along with the GI(50) values for these compounds against MCF-7, HCT-116, and p53 knockout HCT-116 cell lines. Although biological activity is sensitive to changes in the macrocycle and the side chain, several analogues displayed GI(50) values of <25 nM. Neopeltolide and several of the more potent analogues were significantly less potent against p53 knockout cells, suggesting that p53 plays an auxiliary role in the activity of these compounds.

  DOI：

  10.1021/jo2023685
• 作为产物：
  描述：

  2-甲基恶唑-4-甲醛 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 3-(2-Methyl-1,3-oxazol-4-yl)propanal
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Neopeltolide and Analogs

  摘要：

  The synthesis of neopeltolide analogues that contain variations in the oxazole-containing side chain and in the macrolide core are reported along with the GI(50) values for these compounds against MCF-7, HCT-116, and p53 knockout HCT-116 cell lines. Although biological activity is sensitive to changes in the macrocycle and the side chain, several analogues displayed GI(50) values of <25 nM. Neopeltolide and several of the more potent analogues were significantly less potent against p53 knockout cells, suggesting that p53 plays an auxiliary role in the activity of these compounds.

  DOI：

  10.1021/jo2023685

文献信息

• US7582658B2
  申请人：——

  公开号：US7582658B2

  公开（公告）日：2009-09-01