2-(4-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one | 53002-40-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(4-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one
• 英文别名: 4'-Benzyloxy-5,6,7-trimethoxy-flavon；5,6,7-Trimethoxy-4'-benzyloxy-flavon；4'-Benzyloxy-5,6,7-trimethoxyflavon；4'-Benzyloxy-5,6,7-trimethoxyflavone；5,6,7-trimethoxy-2-(4-phenylmethoxyphenyl)chromen-4-one
• CAS: 53002-40-7
• 化学式: C₂₅H₂₂O₆
• 分子量: 418.446
• InChiKey: QZGCRKPHBSJZEH-UHFFFAOYSA-N

物化性质

• 熔点：
  154 °C
• 沸点：
  609.0±55.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one 在 palladium on activated charcoal 、 氢气 、 三溴化硼 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 蓟黄素
  参考文献：
  名称：

  Total synthesis of cirsimarin and evidence of its lipolytic and antilipogenic activities on human adipocytes

  摘要：

  A straightforward procedure leading to the flavone cirsimaritin and its 4'-O-beta-D-glycosylation to afford cirsimarin, its corresponding flavone glucopyranoside, is described. The biological properties of cirsimarin, measured on human adipocytes, showed potent effects on both lipolysis and lipogenesis. Cirsimarin could therefore be considered as an efficient tool in the struggle against excessive adipose tissue deposition and as a potential candidate in the treatment of obesity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.034
• 作为产物：
  描述：

  3,4,5-三甲氧基苯酚 在 吡啶 、 硫酸 、 三氟化硼乙醚 、 sodium acetate 、 溶剂黄146 、 potassium hydroxide 作用下， 反应 25.5h， 生成 2-(4-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one
  参考文献：
  名称：

  Total synthesis of cirsimarin and evidence of its lipolytic and antilipogenic activities on human adipocytes

  摘要：

  A straightforward procedure leading to the flavone cirsimaritin and its 4'-O-beta-D-glycosylation to afford cirsimarin, its corresponding flavone glucopyranoside, is described. The biological properties of cirsimarin, measured on human adipocytes, showed potent effects on both lipolysis and lipogenesis. Cirsimarin could therefore be considered as an efficient tool in the struggle against excessive adipose tissue deposition and as a potential candidate in the treatment of obesity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.034

文献信息

• Chromones and chromone derivatives and uses thereof
  申请人：Yen Mao-Hsiung

  公开号：US20060142211A1

  公开（公告）日：2006-06-29

  The present invention relates to chromones, novel chromone derivatives, and pharmaceutical formulations containing the same and methods of use thereof. Uses of the present invention include, but are not limited to, use for the prevention and treatment of septic shock, organ injury and other disorders. The compounds described herein can be salt forms and also water-soluble compounds.

  本发明涉及香豆素，新型香豆素衍生物，以及含有它们的制药配方和使用方法。本发明的用途包括但不限于预防和治疗败血性休克、器官损伤和其他疾病。所述化合物可以是盐形式和水溶性化合物。
• MATSUURA S.; IINUMA M.; ISHIKAWA K.; KAGEI K., CHEM. AND PHARM. BULL. <CPBT-AL), 1978, 26, NO 1, 305-307
  作者：MATSUURA S.、 IINUMA M.、 ISHIKAWA K.、 KAGEI K.

  DOI：——

  日期：——
• CHROMONES AND CHROMONE DERIVATIVES AND USES THEREOF
  申请人：Jenken Bioscience, Inc.

  公开号：EP1556031A2

  公开（公告）日：2005-07-27
• EP1556031A4
  申请人：——

  公开号：EP1556031A4

  公开（公告）日：2009-03-25
• US8138165B2
  申请人：——

  公开号：US8138165B2

  公开（公告）日：2012-03-20