4'-Hydroxy-3,4-methylenedioxy-chalcone | 19152-39-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4'-Hydroxy-3,4-methylenedioxy-chalcone
• 英文别名: 3-(1,3-benzodioxol-5-yl)-1-(4-hydroxyphenyl)prop-2-en-1-one
• CAS: 19152-39-7
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: AZEHEBLLFINCCX-UHFFFAOYSA-N

物化性质

• 熔点：
  207-209 °C
• 沸点：
  482.6±45.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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
• 危险品标志：
  Xi
• 海关编码：
  2932999099
• 危险类别：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2-溴-2-甲基丙酸乙酯 、 4'-Hydroxy-3,4-methylenedioxy-chalcone 在 potassium carbonate 作用下， 以 4-甲基-2-戊酮 为溶剂， 以77.46%的产率得到2-[4-{3-benzo(1,3)dioxol-5-yl-acryloyl}-phenoxy]-2-methyl-propionic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antidyslipidemic activity of chalcone fibrates

  摘要：

  A series of chalcone based PPAR-alpha agonists were synthesized and evaluated for their antidyslipidemic activity in high fructose high fat fed dyslipidemic Syrian golden hamsters. Most of the compounds exhibited antidyslipidemic activity. The compounds 4c and 4f have been identified as most potent antidyslipidemics. A definite structure-activity relationship was observed while varying the nature as well as the position of the substituent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.057
• 作为产物：
  描述：

  胡椒醛 、 对羟基苯乙酮 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 4'-Hydroxy-3,4-methylenedioxy-chalcone
  参考文献：
  名称：

  Synthesis and antidyslipidemic activity of chalcone fibrates

  摘要：

  A series of chalcone based PPAR-alpha agonists were synthesized and evaluated for their antidyslipidemic activity in high fructose high fat fed dyslipidemic Syrian golden hamsters. Most of the compounds exhibited antidyslipidemic activity. The compounds 4c and 4f have been identified as most potent antidyslipidemics. A definite structure-activity relationship was observed while varying the nature as well as the position of the substituent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.057

文献信息

• Oxy substituted chalcones as antihyperglycemic and antidyslipidemic agents
  申请人：Pratap Ram

  公开号：US20060142303A1

  公开（公告）日：2006-06-29

  The present invention provides novel substituted chalcone derivatives which exhibit anti-hyperglycemic and anti-dyslipedemic activity. The invention also provides a method for treating type II diabetes and associated hyperlipidemic conditions in a mammal by administering the compounds of the present invention and compositions containing these derivatives.

  本发明提供了新型取代的香豆素衍生物，具有抗高血糖和抗血脂异常活性。本发明还提供了一种治疗哺乳动物II型糖尿病和相关高脂血症状况的方法，通过给予本发明化合物和含有这些衍生物的组合物。
• Synthesis and antidyslipidemic activity of chalcone fibrates
  作者：Poonam Shukla、Swayam P. Srivastava、Rohit Srivastava、Arun K. Rawat、Arvind K. Srivastava、Ram Pratap

  DOI：10.1016/j.bmcl.2011.03.057

  日期：2011.6

  A series of chalcone based PPAR-alpha agonists were synthesized and evaluated for their antidyslipidemic activity in high fructose high fat fed dyslipidemic Syrian golden hamsters. Most of the compounds exhibited antidyslipidemic activity. The compounds 4c and 4f have been identified as most potent antidyslipidemics. A definite structure-activity relationship was observed while varying the nature as well as the position of the substituent. (C) 2011 Elsevier Ltd. All rights reserved.