1-(2-(2-(diethylamino)ethoxy)-6-hydroxyphenyl)propan-1-one | 1365681-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(2-(diethylamino)ethoxy)-6-hydroxyphenyl)propan-1-one
• 英文别名: 1-[2-[2-(Diethylamino)ethoxy]-6-hydroxyphenyl]propan-1-one；1-[2-[2-(diethylamino)ethoxy]-6-hydroxyphenyl]propan-1-one
• CAS: 1365681-53-3
• 化学式: C₁₅H₂₃NO₃
• 分子量: 265.353
• InChiKey: SBKDMUAJAQVKTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氯丙基丙二酸二乙酯 、 1-(2-(2-(diethylamino)ethoxy)-6-hydroxyphenyl)propan-1-one 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以61.05%的产率得到diethyl 2-(3-(3-(2-(diethylamino)ethoxy)-2-propionylphenoxy)propyl)malonate
  参考文献：
  名称：

  Synthesis of propiophenone derivatives as new class of antidiabetic agents reducing body weight in db/db mice

  摘要：

  A series of propiophenone derivatives (6-23) have been synthesized and evaluated for their in vivo anti-hyperglycemic activities in sucrose loaded model (SLM), sucrose challenged streptozotocin (STZ-S) induced diabetic rat model and C57BL/KsJ db/db diabetic mice model. Compound 15 and 16 were emerged as potent antihyperglycemics and lipid lowering agents. These compounds (15, 16) further validate the potency by reducing body weight and food intake in db/db mice model. Possible mechanism of action for the propiophenone derivatives was established by the evaluation in various in vitro models. Interestingly some of the compounds were efficiently inhibiting PTP-1B. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.027
• 作为产物：
  描述：

  羟甲香豆素 在 aluminum (III) chloride 、 水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 1-(2-(2-(diethylamino)ethoxy)-6-hydroxyphenyl)propan-1-one
  参考文献：
  名称：

  Synthesis of propiophenone derivatives as new class of antidiabetic agents reducing body weight in db/db mice

  摘要：

  A series of propiophenone derivatives (6-23) have been synthesized and evaluated for their in vivo anti-hyperglycemic activities in sucrose loaded model (SLM), sucrose challenged streptozotocin (STZ-S) induced diabetic rat model and C57BL/KsJ db/db diabetic mice model. Compound 15 and 16 were emerged as potent antihyperglycemics and lipid lowering agents. These compounds (15, 16) further validate the potency by reducing body weight and food intake in db/db mice model. Possible mechanism of action for the propiophenone derivatives was established by the evaluation in various in vitro models. Interestingly some of the compounds were efficiently inhibiting PTP-1B. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.027

文献信息

• Synthesis of propiophenone derivatives as new class of antidiabetic agents reducing body weight in db/db mice
  作者：Atul Kumar、Siddharth Sharma、Lalit Prakash Gupta、Pervez Ahmad、Swayam Prakash Srivastava、Neha Rahuja、A.K. Tamrakar、Arvind K. Srivastava

  DOI：10.1016/j.bmc.2011.12.027

  日期：2012.3

  A series of propiophenone derivatives (6-23) have been synthesized and evaluated for their in vivo anti-hyperglycemic activities in sucrose loaded model (SLM), sucrose challenged streptozotocin (STZ-S) induced diabetic rat model and C57BL/KsJ db/db diabetic mice model. Compound 15 and 16 were emerged as potent antihyperglycemics and lipid lowering agents. These compounds (15, 16) further validate the potency by reducing body weight and food intake in db/db mice model. Possible mechanism of action for the propiophenone derivatives was established by the evaluation in various in vitro models. Interestingly some of the compounds were efficiently inhibiting PTP-1B. (C) 2012 Elsevier Ltd. All rights reserved.