5-(4-methoxybenzyloxy)-2-((pyridin-3-yloxy)methyl)-4H-pyran-4-one | 1382529-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-methoxybenzyloxy)-2-((pyridin-3-yloxy)methyl)-4H-pyran-4-one
• 英文别名: 5-[(4-Methoxyphenyl)methoxy]-2-(pyridin-3-yloxymethyl)pyran-4-one；5-[(4-methoxyphenyl)methoxy]-2-(pyridin-3-yloxymethyl)pyran-4-one
• CAS: 1382529-08-9
• 化学式: C₁₉H₁₇NO₅
• 分子量: 339.348
• InChiKey: GBLSPIDVBNCQCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4-methoxybenzyloxy)-2-((pyridin-3-yloxy)methyl)-4H-pyran-4-one 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以96%的产率得到5-hydroxy-2-((pyridin-3-yloxy)methyl)-4H-pyran-4-one
  参考文献：
  名称：

  Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase

  摘要：

  A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit D-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.062
• 作为产物：
  描述：

  (5-(4-methoxybenzyloxy)-4-oxo-4H-pyran-2-yl)methyl methanesulfonate 、 3-羟基吡啶 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 以64%的产率得到5-(4-methoxybenzyloxy)-2-((pyridin-3-yloxy)methyl)-4H-pyran-4-one
  参考文献：
  名称：

  Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase

  摘要：

  A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit D-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.062

文献信息

• DNA METHYLATION INHIBITORS
  申请人：Chen Ching-Shih

  公开号：US20120157465A1

  公开（公告）日：2012-06-21

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.
• US8546397B2
  申请人：——

  公开号：US8546397B2

  公开（公告）日：2013-10-01
• [EN] DNA METHYLATION INHIBITORS<br/>[FR] INHIBITEURS DE MÉTHYLATION DE L'ADN
  申请人：UNIV OHIO STATE RES FOUND

  公开号：WO2012087889A2

  公开（公告）日：2012-06-28

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.
• Synthesis of kojic acid derivatives as secondary binding site probes of d-amino acid oxidase
  作者：Mithun Raje、Niyada Hin、Bridget Duvall、Dana V. Ferraris、James F. Berry、Ajit G. Thomas、Jesse Alt、Camilo Rojas、Barbara S. Slusher、Takashi Tsukamoto

  DOI：10.1016/j.bmcl.2013.04.062

  日期：2013.7

  A series of kojic acid (5-hydroxy-2-hydroxymethyl-4H-pyran-4-one) derivatives were synthesized and tested for their ability to inhibit D-amino acid oxidase (DAAO). Various substituents were incorporated into kojic acid at its 2-hydroxymethyl group. These analogs serve as useful molecular probes to explore the secondary binding site, which can be exploited in designing more potent DAAO inhibitors. (c) 2013 Elsevier Ltd. All rights reserved.