(Z)-6-methoxy-2-(2-methoxybenzylidene)benzofuran-3(2H)-one | 77764-83-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 橙酮类黄酮
• 英文名称: (Z)-6-methoxy-2-(2-methoxybenzylidene)benzofuran-3(2H)-one
• 英文别名: (2Z)-6-methoxy-2-[(2-methoxyphenyl)methylidene]-1-benzofuran-3-one
• CAS: 77764-83-1；108197-53-1
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: MLUQKOPOEBGRIB-SXGWCWSVSA-N

物化性质

• 沸点：
  470.0±45.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-6-methoxy-2-(2-methoxybenzylidene)benzofuran-3(2H)-one 、 N-苯甲酰甲基溴吡啶 以50%的产率得到
  参考文献：
  名称：

  SARBAGYA D. P.; RANGACHARI K.; MAZUMDAR A. K. D.; BANERJI K. D., INDIAN J. CHEM., 25,(1986) N 9, 891-893

  摘要：

  DOI：
• 作为产物：
  描述：

  6-羟基-2H-苯并呋喃-3-酮 在 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (Z)-6-methoxy-2-(2-methoxybenzylidene)benzofuran-3(2H)-one
  参考文献：
  名称：

  Synthesis of aurones and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

  摘要：

  Sulfuretin is one of major constituents of Rhus verniciflua that exerts anti-inflammatory activities. Some of aurones were synthesized as sulfuretin derivatives and evaluated for their abilities to inhibit NO and PGE(2) production in LPS-induced RAW 264.7 cells in order to reveal the relationship. Of the aurones synthesized in the present study, 2h and 2i, which possess C-6 hydroxyl group in A-ring and methoxy substituents in B-ring, more potently inhibited NO and PGE(2) production and were less cytotoxic than sulfuretin. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.117

文献信息

• Imafuku, Kimiaki; Honda, Masaaki; McOmie, J. F. W., Synthesis, 1987, # 2, p. 199 - 201
  作者：Imafuku, Kimiaki、Honda, Masaaki、McOmie, J. F. W.

  DOI：——

  日期：——
• SARBAGYA D. P.; RANGACHARI K.; MAZUMDAR A. K. D.; BANERJI K. D., INDIAN J. CHEM., 25,(1986) N 9, 891-893
  作者：SARBAGYA D. P.、 RANGACHARI K.、 MAZUMDAR A. K. D.、 BANERJI K. D.

  DOI：——

  日期：——
• IMAFUKU KIMIAKI; HONDA MASAAKI; MCOMIE J. F. W., SYNTHESIS,(1987) N 2, 199-201
  作者：IMAFUKU KIMIAKI、 HONDA MASAAKI、 MCOMIE J. F. W.

  DOI：——

  日期：——
• Synthesis of aurones and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells
  作者：Seo Young Shin、Min Cheol Shin、Ji-Sun Shin、Kyung-Tae Lee、Yong Sup Lee

  DOI：10.1016/j.bmcl.2011.05.117

  日期：2011.8

  Sulfuretin is one of major constituents of Rhus verniciflua that exerts anti-inflammatory activities. Some of aurones were synthesized as sulfuretin derivatives and evaluated for their abilities to inhibit NO and PGE(2) production in LPS-induced RAW 264.7 cells in order to reveal the relationship. Of the aurones synthesized in the present study, 2h and 2i, which possess C-6 hydroxyl group in A-ring and methoxy substituents in B-ring, more potently inhibited NO and PGE(2) production and were less cytotoxic than sulfuretin. (C) 2011 Elsevier Ltd. All rights reserved.