4-hydroxy-6-methyl-3-piperidinomethyl-2-pyrone | 1695-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-hydroxy-6-methyl-3-piperidinomethyl-2-pyrone
• 英文别名: 4-Hydroxy-6-methyl-3-(piperidin-1-ylmethyl)pyran-2-one
• CAS: 1695-70-1
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: YDXAMBJEFNCGKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-6-methyl-3-piperidinomethyl-2-pyrone 、 2-(diethylamino)-7-methoxychromone 在 乙酸酐 作用下， 反应 1.5h， 以32.5%的产率得到1,11,12H-3-methyl-8-methoxy-2,5,6-trioxanaphthacen-1,11-dione
  参考文献：
  名称：

  2-(Dialkylamino)-4H-1-benzopyran-4-one derivatives modify chloride conductance in CFTR expressing cells

  摘要：

  Some 2-(diethylamino)-7-hydroxy-4H-1-benzopyran-4-one derivatives, potentially useful as activators of the cystic fibrosis transmembrane conductance regulator (CFTR), were prepared. The synthesized compounds were tested, together with others 2-(dialkylamino)-7-hydroxybenzopyran-4-one derivatives, by measuring their capacity to modify the kinetics of iodide influx in Fisher rat thyroid cells expressing wild type CFTR and the halide-sensitive yellow fluorescent protein. Among the tested compounds the dinitrile derivatives 8 and 9 are endowed with an activity comparable to the reference compound apigenin.

  DOI：

  10.1016/s0014-827x(03)00155-1
• 作为产物：
  描述：

  哌啶 、 4-羟基-6-甲基-2-吡喃酮 、 聚合甲醛 以 水 为溶剂， 反应 6.0h， 以74.8%的产率得到4-hydroxy-6-methyl-3-piperidinomethyl-2-pyrone
  参考文献：
  名称：

  2-(Dialkylamino)-4H-1-benzopyran-4-one derivatives modify chloride conductance in CFTR expressing cells

  摘要：

  Some 2-(diethylamino)-7-hydroxy-4H-1-benzopyran-4-one derivatives, potentially useful as activators of the cystic fibrosis transmembrane conductance regulator (CFTR), were prepared. The synthesized compounds were tested, together with others 2-(dialkylamino)-7-hydroxybenzopyran-4-one derivatives, by measuring their capacity to modify the kinetics of iodide influx in Fisher rat thyroid cells expressing wild type CFTR and the halide-sensitive yellow fluorescent protein. Among the tested compounds the dinitrile derivatives 8 and 9 are endowed with an activity comparable to the reference compound apigenin.

  DOI：

  10.1016/s0014-827x(03)00155-1

文献信息

• Moreno-Manas, M.; Papell, E.; Pleixats, R., Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 413 - 416
  作者：Moreno-Manas, M.、Papell, E.、Pleixats, R.、Ribas, J.、Virgili, A.

  DOI：——

  日期：——
• 2-(Dialkylamino)-4H-1-benzopyran-4-one derivatives modify chloride conductance in CFTR expressing cells
  作者：Mauro Mazzei、Erika Nieddu、Chiara Folli、Emanuela Caci、Louis V.J Galietta

  DOI：10.1016/s0014-827x(03)00155-1

  日期：2003.9

  Some 2-(diethylamino)-7-hydroxy-4H-1-benzopyran-4-one derivatives, potentially useful as activators of the cystic fibrosis transmembrane conductance regulator (CFTR), were prepared. The synthesized compounds were tested, together with others 2-(dialkylamino)-7-hydroxybenzopyran-4-one derivatives, by measuring their capacity to modify the kinetics of iodide influx in Fisher rat thyroid cells expressing wild type CFTR and the halide-sensitive yellow fluorescent protein. Among the tested compounds the dinitrile derivatives 8 and 9 are endowed with an activity comparable to the reference compound apigenin.