7-hydroxy-5,8-dimethoxy-2-methyl-4(H)-oxo-1-benzopyran-6-carboxaldehyde | 92611-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-hydroxy-5,8-dimethoxy-2-methyl-4(H)-oxo-1-benzopyran-6-carboxaldehyde
• 英文别名: 7-Hydroxy-5,8-dimethoxy-2-methyl-4-oxo-4H-1-benzopyran-6-carbaldehyde；5,8-dimethoxy-6-formyl-7-hydroxy-2-methylchromone；6-formyl-5,8-dimethoxy-7-hydroxy-2-methylchromone；7-hydroxy-5,8-dimethoxy-2-methyl-4-oxo-4H-1-benzopyran-6-carboxaldehyde；7-Hydroxy-5,8-dimethoxy-2-methyl-4-oxochromene-6-carbaldehyde
• CAS: 92611-82-0
• 化学式: C₁₃H₁₂O₆
• 分子量: 264.235
• InChiKey: SKWOTTHAIZPPTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-hydroxy-5,8-dimethoxy-2-methyl-4(H)-oxo-1-benzopyran-6-carboxaldehyde 在 sodium hydroxide 、 双氧水 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 4,9-dimethoxy-6-methyl-8H-1,3-dioxolo<4,5-g><1>-8-benzopyranone
  参考文献：
  名称：

  Oxymetallation of khellin. Solvomercuration, osmylation, and palladium-catalyzed oxidation of the furan ring in khellin. The synthesis of highly oxygenated chromones and 2-substituted furochromones

  摘要：

  DOI：

  10.1021/jo00366a007
• 作为产物：
  描述：

  凯林 在 sodium periodate 、 四氧化锇 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到7-hydroxy-5,8-dimethoxy-2-methyl-4(H)-oxo-1-benzopyran-6-carboxaldehyde
  参考文献：
  名称：

  Khellin的催化同化作用和羟palladation。呋喃环降解的两种有用方法。呋喃环被异恶唑环取代。

  摘要：

  描述了两种氧化反应，它们导致在hellin中呋喃环的选择性降解。描述了将这些产品转化为以前无法​​获得的类似物。

  DOI：

  10.1016/s0040-4039(01)81335-6

文献信息

• Atta; Ameen, Arzneimittel-Forschung/Drug Research, 1993, vol. 43, # 12, p. 1354 - 1356
  作者：Atta、Ameen

  DOI：——

  日期：——
• Atta, Sanaa M. S.; Hafez, Taghrid S.; Mahran, Mohamed R., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 80, # 1-4, p. 109 - 116
  作者：Atta, Sanaa M. S.、Hafez, Taghrid S.、Mahran, Mohamed R.

  DOI：——

  日期：——
• UV-A photolysis of khellin: products and reaction mechanism
  作者：Sergio Caffieri、Donata Favretto

  DOI：10.1021/jo00077a026

  日期：1993.12

  Photolysis at 365 nm of khellin in various solvents was studied: the degradation rate strongly depends on solvent but not on polarity, since it is related to the singlet oxygen lifetime in each solvent. Eight products were isolated and characterized, some of which had previously been described as coming from chemical oxidation of khellin. Both facts support an oxic pathway for photolysis involving singlet oxygen and leading to unstable intermediates. These are rapidly decomposed by nucleophiles, suggesting possible interference-if they are also formed in vivo-with physiological processes during photochemotherapeutic treatment with khellin.
• El-Diwani, Hoda I.; El-Sahrawi, Hend; Mahmoud, Sawsan S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 1, p. 27 - 31
  作者：El-Diwani, Hoda I.、El-Sahrawi, Hend、Mahmoud, Sawsan S.、Miyase, Toshio

  DOI：——

  日期：——
• HISHMAT, ORCHIDEE H.;ATTA, SANAA M. SH., EGYPT. J. CHEM., 30,(1987) N, C. 507-513
  作者：HISHMAT, ORCHIDEE H.、ATTA, SANAA M. SH.

  DOI：——

  日期：——