3-(3-hydroxyprop-1-ynyl)-7-methoxy-4H-chromen-4-one | 1260172-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(3-hydroxyprop-1-ynyl)-7-methoxy-4H-chromen-4-one
• 英文别名: 3-(3-Hydroxyprop-1-ynyl)-7-methoxychromen-4-one
• CAS: 1260172-97-1
• 化学式: C₁₃H₁₀O₄
• 分子量: 230.22
• InChiKey: ISGZXLYMWBUCQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-hydroxyprop-1-ynyl)-7-methoxy-4H-chromen-4-one 、 2-氯苯基乙酰氯 在 4-二甲氨基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 3-(7-methoxy-4-oxo-4H-chromen-3-yl)prop-2-ynyl 2-(2-chlorophenyl)acetate
  参考文献：
  名称：

  Synthesis and in vitro antifungal activities of new 3-substituted benzopyrone derivatives

  摘要：

  A series of new benzopyrone compounds were designed and synthesized and their antifungal activities in vitro were evaluated. The results showed that the benzopyrone derivatives with short terminal alkyl chain exhibited potent antifungal activity, which represent a novel class of promising leads for the development of novel non-azole antifungal agents. Compound 5j is the most potent one with MIC80 value 1.5 mu g/mL against Trichophyton rubrum. Flexible molecular docking was used to analyze the structure-activity relationships (SARs) of the compounds. The designed compounds interact with CA-CYP51 through hydrophobic and van der Waals interactions. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.072
• 作为产物：
  描述：

  2-丙炔-1-醇 、 3-iodo-7-methoxy-chromen-4-one 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以82%的产率得到3-(3-hydroxyprop-1-ynyl)-7-methoxy-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis and in vitro antifungal activities of new 3-substituted benzopyrone derivatives

  摘要：

  A series of new benzopyrone compounds were designed and synthesized and their antifungal activities in vitro were evaluated. The results showed that the benzopyrone derivatives with short terminal alkyl chain exhibited potent antifungal activity, which represent a novel class of promising leads for the development of novel non-azole antifungal agents. Compound 5j is the most potent one with MIC80 value 1.5 mu g/mL against Trichophyton rubrum. Flexible molecular docking was used to analyze the structure-activity relationships (SARs) of the compounds. The designed compounds interact with CA-CYP51 through hydrophobic and van der Waals interactions. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.072

文献信息

• Synthesis and in vitro antifungal activities of new 3-substituted benzopyrone derivatives
  作者：Zhiliang Lv、Chunquan Sheng、Yikai Zhang、Tiantian Wang、Jilu Feng、Hailing Sun、Hanyu Zhong、Mingfeng Zhang、Huan Chen、Ke Li

  DOI：10.1016/j.bmcl.2010.09.072

  日期：2010.12

  A series of new benzopyrone compounds were designed and synthesized and their antifungal activities in vitro were evaluated. The results showed that the benzopyrone derivatives with short terminal alkyl chain exhibited potent antifungal activity, which represent a novel class of promising leads for the development of novel non-azole antifungal agents. Compound 5j is the most potent one with MIC80 value 1.5 mu g/mL against Trichophyton rubrum. Flexible molecular docking was used to analyze the structure-activity relationships (SARs) of the compounds. The designed compounds interact with CA-CYP51 through hydrophobic and van der Waals interactions. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.