2'-(2,3-epoxypropoxy)-4-methoxychalcone | 689266-51-1

• 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: 2'-(2,3-epoxypropoxy)-4-methoxychalcone
• 英文别名: 2'-(2,3-epoxy-propoxy)-4-methoxy-chalcone；(E)-3-(4-methoxyphenyl)-1-[2-(oxiran-2-ylmethoxy)phenyl]prop-2-en-1-one
• CAS: 689266-51-1
• 化学式: C₁₉H₁₈O₄
• 分子量: 310.35
• InChiKey: LKTSKYGJKCWMJV-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-(2,3-epoxypropoxy)-4-methoxychalcone 、 异丙胺 以 甲醇 为溶剂， 反应 6.0h， 以73%的产率得到2'-[2-hydroxy-3-iso-propylamino-propoxy]-4-methoxy-chalcone
  参考文献：
  名称：

  Synthesis and antihyperglycemic activity of chalcone based aryloxypropanolamines

  摘要：

  A series of aryloxypropanolamines (5a-r) of different chalcones (3a-e) were synthesized and evaluated for antihyperglycemic activity in sucrose loaded (SLM) and streptozotocin (STZ) induced diabetic animal models. Among them compounds 5a, g, m, o, p and r showed significant reduction in blood glucose levels in both SLM and STZ animal models. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.026
• 作为产物：
  描述：

  2'-羟基苯乙酮 在 sodium hydroxide 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2'-(2,3-epoxypropoxy)-4-methoxychalcone
  参考文献：
  名称：

  Synthesis and antihyperglycemic activity of chalcone based aryloxypropanolamines

  摘要：

  A series of aryloxypropanolamines (5a-r) of different chalcones (3a-e) were synthesized and evaluated for antihyperglycemic activity in sucrose loaded (SLM) and streptozotocin (STZ) induced diabetic animal models. Among them compounds 5a, g, m, o, p and r showed significant reduction in blood glucose levels in both SLM and STZ animal models. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.026

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.

  本发明提供了新型的取代香豆素衍生物，具有抗高血糖和抗血脂异常活性。该发明还提供了一种治疗哺乳动物的Ⅱ型糖尿病和相关高血脂症状的方法，即通过给予本发明化合物和含有这些衍生物的组合物。
• US7807712B2
  申请人：——

  公开号：US7807712B2

  公开（公告）日：2010-10-05
• Synthesis and antihyperglycemic activity of chalcone based aryloxypropanolamines
  作者：M Satyanarayana、Priti Tiwari、Brajendra K Tripathi、A.K Srivastava、Ram Pratap

  DOI：10.1016/j.bmc.2003.12.026

  日期：2004.3

  A series of aryloxypropanolamines (5a-r) of different chalcones (3a-e) were synthesized and evaluated for antihyperglycemic activity in sucrose loaded (SLM) and streptozotocin (STZ) induced diabetic animal models. Among them compounds 5a, g, m, o, p and r showed significant reduction in blood glucose levels in both SLM and STZ animal models. (C) 2004 Elsevier Ltd. All rights reserved.