((7-methoxy-2-oxo-2H-1-benzopyran-4-yl)methyl)triphenylphosphonium chloride | 75671-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((7-methoxy-2-oxo-2H-1-benzopyran-4-yl)methyl)triphenylphosphonium chloride
• CAS: 75671-20-4
• 化学式: C₂₉H₂₄O₃P*Cl
• 分子量: 486.935
• InChiKey: PVDNYESHDRZQQY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ((7-methoxy-2-oxo-2H-1-benzopyran-4-yl)methyl)triphenylphosphonium chloride 在 chromium(VI) oxide 、 potassium fluoride 、 sodium tetrahydroborate 、 sodium dichromate 、 18-冠醚-6 、 硫酸 、 氨 、 三溴化硼 、 lithium 、 sodium carbonate 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 、 乙腈 、 苯 为溶剂， 反应 24.58h， 生成 3-hydroxy-6-oxaestra-1,3,5(10),7-tetraen-17-one
  参考文献：
  名称：

  Total synthesis of 3,17β-dihydroxy-6-oxaestra-1,3,5(10),7-tetraen and related miroestrol analogues

  摘要：

  通过对7-甲氧基-4-乙烯基香豆素和2-甲基-1,3-戊二酮进行缩合反应，合成了3,17β-二羟基-6-氧代雌甾-1,3,5(10),7-四烯及相关类固醇化合物，产率较高。已确定合成化合物相对于17β-雌二醇的大致子宫增生活性。

  DOI：

  10.1139/v80-224
• 作为产物：
  描述：

  3-甲氧基苯酚 在 硫酸 作用下， 以 乙腈 为溶剂， 反应 33.0h， 生成 ((7-methoxy-2-oxo-2H-1-benzopyran-4-yl)methyl)triphenylphosphonium chloride
  参考文献：
  名称：

  Total synthesis of 3,17β-dihydroxy-6-oxaestra-1,3,5(10),7-tetraen and related miroestrol analogues

  摘要：

  通过对7-甲氧基-4-乙烯基香豆素和2-甲基-1,3-戊二酮进行缩合反应，合成了3,17β-二羟基-6-氧代雌甾-1,3,5(10),7-四烯及相关类固醇化合物，产率较高。已确定合成化合物相对于17β-雌二醇的大致子宫增生活性。

  DOI：

  10.1139/v80-224

文献信息

• Design, Synthesis, Physicochemical Properties, and Evaluation of Novel Iron Chelators with Fluorescent Sensors
  作者：Yongmin Ma、Wei Luo、Peter J. Quinn、Zudong Liu、Robert C. Hider

  DOI：10.1021/jm049751s

  日期：2004.12.1

  The synthesis of a range of novel 3-hydroxypyridin-4-ones and 3-hydroxypyran-4-ones linked with different coumarin substituents is described. These compounds have been developed in order to provide a series of molecular probes for the quantification of intracellular labile iron pools. An evaluation of the effect of iron(III) on fluorescence intensity was undertaken. Chelation of iron(III) causes quenching of fluorescence. The relationship between iron(III) concentration and the extent of fluorescence quenching indicates that the metal is chelated in a complex with a metal-to-ligand stoichiometry of 1:3. The fluorescence of hydroxypyridinone compounds was found to be more efficiently quenched by iron(III) than were the hydroxypyranones. The metal-to-ligand stoichiometry at which maximum quenching is observed was found to depend on the site at which coumarin is attached. The efficiency of fluorescence quenching by iron(III) is markedly influenced by solvent polarity and pH. The permeability of two representative fluorescent chelators across human erythrocyte ghost membranes was investigated. The rate of permeability for a series of probes was found to be related to the corresponding ClogP values.