7-hydroxy-3-(2-methoxy-phenyl)-2-methyl-chromen-4-one | 308087-55-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-hydroxy-3-(2-methoxy-phenyl)-2-methyl-chromen-4-one
• 英文别名: 7-Hydroxy-3-(2-methoxy-phenyl)-2-methyl-chromen-4-on；7-Hydroxy-2'-methoxy-2-methyl-isoflavon；7-hydroxy-3-(2-methoxyphenyl)-2-methyl-4H-chromen-4-one；7-hydroxy-3-(2-methoxyphenyl)-2-methylchromen-4-one
• CAS: 308087-55-0
• 化学式: C₁₇H₁₄O₄
• mdl: MFCD00205543
• 分子量: 282.296
• InChiKey: WRALXEQNHOSAJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  7-hydroxy-3-(2-methoxy-phenyl)-2-methyl-chromen-4-one 在 吡啶 、 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 potassium carbonate 、 丙酮 、 苯 、 过氧化苯甲酰 作用下， 生成 9-hydroxyrotoxen-12(6H)-one
  参考文献：
  名称：

  Seshadri; Varadarajan, Proceedings - Indian Academy of Sciences, Section A, 1953, # 37, p. 784,793

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(2,4-二羟基苯基)-2-(2-甲氧基苯基)-1-乙酮 在 乙醇 、 硫酸 、 sodium acetate 作用下， 生成 7-hydroxy-3-(2-methoxy-phenyl)-2-methyl-chromen-4-one
  参考文献：
  名称：

  Seshadri; Varadarajan, Proceedings - Indian Academy of Sciences, Section A, 1953, # 37, p. 784,793

  摘要：

  DOI：

文献信息

• Synthesis of analogs of natural 2′-methoxyisoflavones
  作者：M. S. Frasinyuk、S. P. Bondarenko、V. P. Khilya

  DOI：10.1007/s10600-006-0063-0

  日期：2006.3

  2-(Un)substituted-2′-methoxy-7-hydroxyisoflavones were synthesized. They were derivatized at the phenol hydroxyl using alkylation and acylation reactions and Mannich base formation.

  2-(未)取代的2′-甲氧基-7-羟基异黄酮被合成。通过烷基化和酰基化反应以及曼尼希碱的形成，它们在酚羟基上进行了衍生化处理。
• Reaction of natural isoflavonoids and their analogs with hydroxylamine
  作者：S. P. Bondarenko、M. S. Frasinyuk、V. P. Khilya

  DOI：10.1007/s10600-007-0149-3

  日期：2007.7

  Recyclization of the chromone ring in several natural isoflavonoids and their analogs by reaction with hydroxylamine was studied. It has been found that the most suitable base for carrying out the reaction is N-methylmorpholine. Several derivatives of 4-aryl-5-(2-hydroxyphenyl)isoxazole were synthesized.

  研究人员通过与羟胺反应，对几种天然异黄酮及其类似物中的铬酮环进行了再环化。研究发现，最适合进行该反应的碱是 N-甲基吗啉。研究人员合成了几种 4-芳基-5-（2-羟基苯基）异噁唑的衍生物。
• New flavonoid-containing derivatives of lupinine
  作者：S. P. Bondarenko、M. S. Frasinyuk、A. I. Galaev、V. I. Vinogradova

  DOI：10.1007/s10600-012-0212-6

  日期：2012.5

  An oxazine ring was annelated to benzopyran-4-one and benzopyran-2-one cores by reacting 7-hydroxyisoflavones and 7-hydroxycoumarins with lupinylamine and formalin. The new derivatives 9,10-dihydro4H,8 H-chromeno[8,7-e][1,3]oxazin-4-one and 9,10-dihydro-2 H,8 H-chromeno[8,7-e][1,3]oxazin-2-one containing a lupinine moiety in the 9-position were prepared.

  7-hydroxyisoflavones and 7-hydroxycoumarins with lupinylamine and formalin reactated an oxazine ring to benzopyran-4-one and benzopyran-2-one cores.制备出了 9,10-二氢-4H,8 H-色烯并[8,7-e][1,3]恶嗪-4-酮和 9,10-二氢-2 H,8 H-色烯并[8,7-e][1,3]恶嗪-2-酮的新衍生物，其 9 位含有羽扇豆碱分子。
• Synthesis of 2-alkylisoflavones under phase-transfer Catalysis Conditions
  作者：Dai DeMing、Weng LingLing

  DOI：10.3184/030823407x255533

  日期：2007.10

  2-alkyl isoflavones were synthesised with the aliphatic acid chloride and 2-hydroxydeoxybenzoins under phase-transfer catalysis in acetone–K2CO3 medium involves the modified Baker–VenKataraman transformation

  2-烷基异黄酮与脂肪酰氯和 2-羟基脱氧安息香酮在丙酮-K2CO3 介质中的相转移催化下合成，涉及改良的 Baker-VenKataraman 转化
• Compounds for immunopotentiation
  申请人：Valiante Nicholas

  公开号：US20100226931A1

  公开（公告）日：2010-09-09

  Methods of stimulating an immune response and treating patients responsive thereto with 3,4-di(1H-indol-3-yl)-1H-pyrrole-2,5-diones, staurosporine analogs, derivatized pyridazines, chromen-4-ones, indolinones, quinazolines, nucleoside analogs, and other small molecules are disclosed. In a preferred embodiment benzopyrimidine derivatives such as ZD-6474, MLN-518, lapatinib, gefitinib or erlotinib are used.

  本发明公开了刺激免疫反应和治疗对3,4-二（1H-吲哚-3-基）-1H-吡咯-2,5-二酮，链霉菌素类似物，衍生的吡啶并嗪，香豆素-4-酮，吲哚酮，喹唑啉，核苷类似物和其他小分子具有响应性的患者。在一种优选实施方式中，使用苯并嘧啶衍生物，例如ZD-6474，MLN-518，拉帕替尼，吉非替尼或厄洛替尼。