3-hydroxy-7-methoxy-2-methyl-4H-1,4-benzoxazine-4-carbaldehyde | 601489-80-9

• 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: 3-hydroxy-7-methoxy-2-methyl-4H-1,4-benzoxazine-4-carbaldehyde
• 英文别名: 4H-1,4-Benzoxazine-4-carboxaldehyde, 3-hydroxy-7-methoxy-2-methyl-；3-hydroxy-7-methoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde
• CAS: 601489-80-9
• 化学式: C₁₁H₁₁NO₄
• 分子量: 221.213
• InChiKey: FSESDGVQESQCTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxy-7-methoxy-2-methyl-4H-1,4-benzoxazine-4-carbaldehyde 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,7-Dimethoxy-2-methyl-benzo[1,4]oxazine-4-carbaldehyde
  参考文献：
  名称：

  Antitumor agents. Part 218: Cappamensin A, a new In vitro anticancer principle, from Capparis sikkimensis

  摘要：

  A new inhibitor of in vitro tumor cell replication, cappamensin A (1) (2H-1,4-benzoxazin-3(4H)-one, 6-methoxy-2-methyl-4-carbaldehvde), was isolated from the roots of Capparis sikkimensis subsp. formosana using bioactivity-guided fractionation. The structure of 1 was established by spectroscopic methods, including 2D NMR analyses. Compound 1 displayed significant in vitro anticancer activity against ovarian (1A9), lung (A549), ileocecal (HCT-8), breast (MCF-7), nasopharyngeal (KB), and vincristine resistant (KB-VIN) human tumor cell lines with ED50 values less than or equal to4 mug/mL (mean GI(50) value of 15.1 muM). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00379-2

文献信息

• Antitumor agents. Part 218: Cappamensin A, a new In vitro anticancer principle, from Capparis sikkimensis
  作者：Jiu-Hong Wu、Fang-Rong Chang、Ken-ichiro Hayashi、Hiroaki Shiraki、Chih-Chuang Liaw、Yuka Nakanishi、Kenneth F. Bastow、Donglei Yu、Ih-Sheng Chen、Kuo-Hsiung Lee

  DOI：10.1016/s0960-894x(03)00379-2

  日期：2003.7

  A new inhibitor of in vitro tumor cell replication, cappamensin A (1) (2H-1,4-benzoxazin-3(4H)-one, 6-methoxy-2-methyl-4-carbaldehvde), was isolated from the roots of Capparis sikkimensis subsp. formosana using bioactivity-guided fractionation. The structure of 1 was established by spectroscopic methods, including 2D NMR analyses. Compound 1 displayed significant in vitro anticancer activity against ovarian (1A9), lung (A549), ileocecal (HCT-8), breast (MCF-7), nasopharyngeal (KB), and vincristine resistant (KB-VIN) human tumor cell lines with ED50 values less than or equal to4 mug/mL (mean GI(50) value of 15.1 muM). (C) 2003 Elsevier Science Ltd. All rights reserved.