Ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxo-chromene-2-carboxylate | 871519-36-7

• 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: Ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxo-chromene-2-carboxylate
• 英文别名: ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxochromene-2-carboxylate
• CAS: 871519-36-7
• 化学式: C₁₈H₁₃BrO₆
• 分子量: 405.202
• InChiKey: PXFKQPIDCKZUID-UHFFFAOYSA-N

物化性质

• 熔点：
  202-203 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  585.4±50.0 °C(Predicted)
• 密度：
  1.657±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxo-chromene-2-carboxylate 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以68%的产率得到RM-6450
  参考文献：
  名称：

  Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo

  摘要：

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.

  DOI：

  10.1021/jm050973f
• 作为产物：
  描述：

  间苯三酚 在 盐酸 、 三氟化硼乙醚 、 potassium carbonate 、 甲基磺酰氯 、 zinc(II) chloride 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 18.0h， 生成 Ethyl 3-(3-bromophenyl)-5,7-dihydroxy-4-oxo-chromene-2-carboxylate
  参考文献：
  名称：

  Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo

  摘要：

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.

  DOI：

  10.1021/jm050973f

文献信息

• COMPOSITIONS FOR PROLIFERATION OF CELLS AND RELATED METHODS
  申请人：The Hospital For Sick Children

  公开号：EP2598150A2

  公开（公告）日：2013-06-05
• US8748177B2
  申请人：——

  公开号：US8748177B2

  公开（公告）日：2014-06-10
• [EN] COMPOSITIONS FOR PROLIFERATION OF CELLS AND RELATED METHODS<br/>[FR] COMPOSITIONS POUR LA PROLIFÉRATION DE CELLULES ET PROCÉDÉS ASSOCIÉS
  申请人：HOSPITAL FOR SICK CHILDREN

  公开号：WO2012018643A2

  公开（公告）日：2012-02-09

  We have discovered that p63 inhibition results in increased cellular proliferation. We have also performed a screen for agents capable of increasing cellular proliferation, (e.g., of stem cells such as skin-derived precursors (SKPs)). The invention therefore invention provides compositions, methods, and kits for increasing proliferation of cells, using compounds that decrease p63 expression or activity or using the compounds described herein. The invention also features methods of using these compounds for increasing hair growth, improving skin health, or promoting skin repair in a subject.
• Identification of Isoflavone Derivatives as Effective Anticryptosporidial Agents in Vitro and in Vivo
  作者：Andrew V. Stachulski、Neil G. Berry、A. C. Lilian Low、Shelley L. Moores、Eleanor Row、David C. Warhurst、Ipemida S. Adagu、Jean-François Rossignol

  DOI：10.1021/jm050973f

  日期：2006.2.1

  We report the preparation and antiparasitic activity in vitro and in vivo of a series of isoflavone derivatives related to genistein. These analogues retain the 5,7-dihydroxyisoflavone core of genistein: direct genistein analogues (2-H isoflavones), 2-carboethoxy isoflavones, and the precursor deoxybenzoins were all evaluated. Excellent in vitro activity against Cryptosporidium parvum was observed for both classes of isoflavones in cell cultures, and the lead compound 19, RM6427, shows high in vivo efficacy against an experimental infection.