7-hydroxy-8-formyl-2-methylchromone | 82314-88-3

• 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-8-formyl-2-methylchromone
• 英文别名: 8-formyl-7-hydroxy-2-methylchromone；7-hydroxy-2-methyl-4-oxo-4H-chromene-8-carbaldehyde；7-Hydroxy-2-methyl-4-oxo-4H-chromen-8-carbaldehyd；7-Hydroxy-2-methyl-4-oxochromene-8-carbaldehyde
• CAS: 82314-88-3
• 化学式: C₁₁H₈O₄
• 分子量: 204.182
• InChiKey: XQZJOKBTHMXHGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-hydroxy-8-formyl-2-methylchromone 在 氢氧化钾 、 potassium carbonate 、 丙酮 作用下， 生成 (8-formyl-2-methyl-4-oxo-4H-chromen-7-yloxy)-acetic acid
  参考文献：
  名称：

  Synthesis of Chromones. III. Furano and Pyrono Derivatives of Chromone

  摘要：

  DOI：

  10.1021/jo01087a033
• 作为产物：
  描述：

  羟甲香豆素杂质 在 乌洛托品 、 sodium carbonate 、 溶剂黄146 作用下， 生成 7-hydroxy-8-formyl-2-methylchromone
  参考文献：
  名称：

  Synthesis of Chromones. III. Furano and Pyrono Derivatives of Chromone

  摘要：

  DOI：

  10.1021/jo01087a033

文献信息

• Synthesis of novel-9-cyano/acetylpyrano[2,3-<i>f</i>]chromones <i>via</i> Baylis-Hillman reaction
  作者：Rao Y. Jayaprakash、K. Niranjan、Y. Hemasri、Krupadanam G.L. David

  DOI：10.1515/hc.2011.037

  日期：2011.12.1

  Condensation of 8-formyl-7-hydroxy chromones 2a–e with methyl vinyl ketone and acrylonitrile in the presence of diazabicyclo[2.2.2]octane (DABCO) under Baylis-Hillman reaction conditions afforded 9-cyano/acetyl-substituted pyrano[2,3-f]chromones 3a–e and 4a–e.

  摘要 在 Baylis-Hillman 反应条件下，在二氮杂双环[2.2.2]辛烷 (DABCO) 存在下，8-甲酰基-7-羟基色酮 2a-e 与甲基乙烯酮和丙烯腈缩合，得到 9-氰基/乙酰基取代的吡喃并[2,3-f]色酮 3a-e 和 4a-e。
• Synthesis and anticancer activity of lavendustin A derivatives containing arylethenylchromone substituents
  作者：Ki Yong Lee、Dong Hyuk Nam、Chang Sang Moon、Seon Hee Seo、Jae Yeol Lee、Yong Sup Lee

  DOI：10.1016/j.ejmech.2006.04.008

  日期：2006.8

  2-Styrylchromones, which are relatively scarce in nature, have been reported to possess potent cytotoxicities on KB cell line. Lavendustin A, a metabolite of Streptomyces griseolavendus, has been shown to inhibit a growth of A431 cell line. Accordingly, a series of compounds 3a-g having structural features of styrylehromones and lavendustin A were synthesized and evaluated for cytotoxicity using SRB assay on four tumor cell lines. Compounds 3a-g were synthesized by the condensation of 2-methylchromone derivative 7 with several aromatic aldehydes. Among synthesized, compound 3e showed the significant cytotoxic activity on HCT-15 cell line with IC50 values of 7.17 mu g/ml indicating that lavendustin A derivatives containing 2-arylethenylchromone ring have a potential in anti-tumor application. (c) 2006 Elsevier SAS. All rights reserved.
• Synthesis of Chromones. III. Furano and Pyrono Derivatives of Chromone
  作者：CH. BHEEMASANKARA RAO、G. SUBRAMANYAM、V. VENKATESWARLU

  DOI：10.1021/jo01087a033

  日期：1959.5