4-[(2-Hydroxyphenyl)iminomethyl]-7-phenylmethoxychromen-2-one | 1346896-42-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-[(2-Hydroxyphenyl)iminomethyl]-7-phenylmethoxychromen-2-one
• CAS: 1346896-42-1
• 化学式: C₂₃H₁₇NO₄
• 分子量: 371.392
• InChiKey: FCDYPIBHIMUSCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  68.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯化苄 在 selenium(IV) oxide 、 potassium carbonate 、 potassium iodide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 丙酮 为溶剂， 反应 43.0h， 生成 4-[(2-Hydroxyphenyl)iminomethyl]-7-phenylmethoxychromen-2-one
  参考文献：
  名称：

  Synthesis and antioxidant activities of novel 4-Schiff base-7-benzyloxy-coumarin derivatives

  摘要：

  4-Schiff base-7-benzyloxy-coumarins 5a(1)-5h(2) and its derivative 6 were designed and synthesized based on the 7-benzyloxy-coumarin structure as novel antioxidants. The in vitro antioxidant activities screening revealed that 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities of compounds 5b(1), 5d(1), 5f(1), 5f(2), 5g(1) and 5g(2), and 2,2'-azinobis-(3-ethylbenzthiazoline-6-sulfonate) cation (ABTS(+)) radical scavenging activities of compounds 5a(1), 5b(1), 5c(1), 5c(2), 5d(1), 5e(1), 5e(2), 5f(2), 5g(1), 5g(2) and 5h(1) were better than that of the commercial antioxidant butylated hydroxytoluene (BHT), while the superoxide anion radical scavenging activities of 5a(2) and 5g(2) were stronger than that of the commercial antioxidant butylated hydroxyanisole (BHA), and the hydroxyl radical scavenging activity of 5e(1) was much better than that of the common antioxidant ascorbic acid. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.029

文献信息

• Synthesis and antioxidant activities of novel 4-Schiff base-7-benzyloxy-coumarin derivatives
  作者：Ye Zhang、Biqun Zou、Zhenfeng Chen、Yingming Pan、Hengshan Wang、Hong Liang、Xianghui Yi

  DOI：10.1016/j.bmcl.2011.09.029

  日期：2011.11

  4-Schiff base-7-benzyloxy-coumarins 5a(1)-5h(2) and its derivative 6 were designed and synthesized based on the 7-benzyloxy-coumarin structure as novel antioxidants. The in vitro antioxidant activities screening revealed that 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities of compounds 5b(1), 5d(1), 5f(1), 5f(2), 5g(1) and 5g(2), and 2,2'-azinobis-(3-ethylbenzthiazoline-6-sulfonate) cation (ABTS(+)) radical scavenging activities of compounds 5a(1), 5b(1), 5c(1), 5c(2), 5d(1), 5e(1), 5e(2), 5f(2), 5g(1), 5g(2) and 5h(1) were better than that of the commercial antioxidant butylated hydroxytoluene (BHT), while the superoxide anion radical scavenging activities of 5a(2) and 5g(2) were stronger than that of the commercial antioxidant butylated hydroxyanisole (BHA), and the hydroxyl radical scavenging activity of 5e(1) was much better than that of the common antioxidant ascorbic acid. (C) 2011 Elsevier Ltd. All rights reserved.