4-Methyl-4'-carboxymethoxychalkon | 139877-58-0

• 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-Methyl-4'-carboxymethoxychalkon
• 英文别名: 2-[4-[3-(4-Methylphenyl)prop-2-enoyl]phenoxy]acetic acid
• CAS: 139877-58-0
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: HYOAPBYBPFLBRA-UHFFFAOYSA-N

物化性质

• 沸点：
  507.1±50.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氨基-1-苄基哌啶 、 4-Methyl-4'-carboxymethoxychalkon 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以78.4%的产率得到(E)-N-(1-benzylpiperidin-4-yl)-2-(4-(3-(4-methylphenyl)acryloyl)phenoxy)acetamide
  参考文献：
  名称：

  Design, synthesis chalcone derivatives as AdipoR agonist for type 2 diabetes

  摘要：

  Two structurally novel series of chalcone derivatives were designed and synthesized as potential agents against type 2 diabetes. As a result of the antidiabetic biological evaluation in streptozotocin (STZ)‐induced type 2 diabetes animal model, 13e, 13g, and 19f showed more significant reduction in serum Glu, TG, TC levels by contrast to the positive control AdipoRon. In addition to upregulating the expression of AdipoR1 and AdipoR2, 13e and 19f treatment also increased expression of AMPK and PPAR‐α. Taken together, these results suggested that 13e and 19f might be a promising compound for type 2 diabetes treatment.

  DOI：

  10.1111/cbdd.13319
• 作为产物：
  描述：

  ethyl (4-acetylphenoxy)-acetate 在 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 30.0h， 生成 4-Methyl-4'-carboxymethoxychalkon
  参考文献：
  名称：

  Design, synthesis chalcone derivatives as AdipoR agonist for type 2 diabetes

  摘要：

  Two structurally novel series of chalcone derivatives were designed and synthesized as potential agents against type 2 diabetes. As a result of the antidiabetic biological evaluation in streptozotocin (STZ)‐induced type 2 diabetes animal model, 13e, 13g, and 19f showed more significant reduction in serum Glu, TG, TC levels by contrast to the positive control AdipoRon. In addition to upregulating the expression of AdipoR1 and AdipoR2, 13e and 19f treatment also increased expression of AMPK and PPAR‐α. Taken together, these results suggested that 13e and 19f might be a promising compound for type 2 diabetes treatment.

  DOI：

  10.1111/cbdd.13319

文献信息

• Design, synthesis chalcone derivatives as AdipoR agonist for type 2 diabetes
  作者：Panhu Zhu、Weijun Huang、Jiaming Li、Xiaodong Ma、Mengqi Hu、Yujun Wang、Qinlong Xu、Xianna Wang

  DOI：10.1111/cbdd.13319

  日期：2018.8

  Two structurally novel series of chalcone derivatives were designed and synthesized as potential agents against type 2 diabetes. As a result of the antidiabetic biological evaluation in streptozotocin (STZ)‐induced type 2 diabetes animal model, 13e, 13g, and 19f showed more significant reduction in serum Glu, TG, TC levels by contrast to the positive control AdipoRon. In addition to upregulating the expression of AdipoR1 and AdipoR2, 13e and 19f treatment also increased expression of AMPK and PPAR‐α. Taken together, these results suggested that 13e and 19f might be a promising compound for type 2 diabetes treatment.