3-(bromomethyl)-5-methyl-7H-furo[3,2-g]chromen-7-one | 872595-72-7

• 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: 3-(bromomethyl)-5-methyl-7H-furo[3,2-g]chromen-7-one
• 英文别名: 3-(Bromomethyl)-5-methylfuro[3,2-g]chromen-7-one
• CAS: 872595-72-7
• 化学式: C₁₃H₉BrO₃
• 分子量: 293.117
• InChiKey: GPOVFNITMGOPPO-UHFFFAOYSA-N

物化性质

• 熔点：
  183-185 °C(Solv: methanol (67-56-1))
• 沸点：
  436.6±40.0 °C(Predicted)
• 密度：
  1.615±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(bromomethyl)-5-methyl-7H-furo[3,2-g]chromen-7-one 、 苯胺 在 氢氧化钾 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以72%的产率得到5-Methyl-3-phenylaminomethyl-furo[3,2-g]chromen-7-one
  参考文献：
  名称：

  Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

  摘要：

  Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19 +/- 0.01 mu M and a high selectivity for AChE/BuChE, and compound 6b acted as 0 non-competitive AChE inhibitor with IC50 value of 0.43 +/- 0.02 mu M. Structure-activity, relationships (SARs) of prepared compounds were discussed. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.07.014
• 作为产物：
  描述：

  羟甲香豆素 在 sodium hydroxide 、 1,3-二溴-5,5-二甲基海因 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 82.0h， 生成 3-(bromomethyl)-5-methyl-7H-furo[3,2-g]chromen-7-one
  参考文献：
  名称：

  Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

  摘要：

  Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19 +/- 0.01 mu M and a high selectivity for AChE/BuChE, and compound 6b acted as 0 non-competitive AChE inhibitor with IC50 value of 0.43 +/- 0.02 mu M. Structure-activity, relationships (SARs) of prepared compounds were discussed. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.07.014

文献信息

• Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors
  作者：Qiong Shen、Quan Peng、Jialiang Shao、Xufeng Liu、Zhishu Huang、Xianzhang Pu、Lin Ma、Yue-Ming Li、Albert S.C. Chan、Lianquan Gu

  DOI：10.1016/j.ejmech.2005.07.014

  日期：2005.12

  Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE inhibitor with IC50 value for the AChE inhibition of 0.19 +/- 0.01 mu M and a high selectivity for AChE/BuChE, and compound 6b acted as 0 non-competitive AChE inhibitor with IC50 value of 0.43 +/- 0.02 mu M. Structure-activity, relationships (SARs) of prepared compounds were discussed. (c) 2005 Elsevier SAS. All rights reserved.