diethyl 8-quinolinyloxymethylphosphonate | 797763-13-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: diethyl 8-quinolinyloxymethylphosphonate
• 英文别名: Diethyl 8-quinolyloxy methylphosphonate；Diethyl {[(quinolin-8-yl)oxy]methyl}phosphonate；8-(diethoxyphosphorylmethoxy)quinoline
• CAS: 797763-13-4
• 化学式: C₁₄H₁₈NO₄P
• 分子量: 295.275
• InChiKey: XZNAXRGDMJDXDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 8-quinolinyloxymethylphosphonate 在 碘代三甲硅烷 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以94%的产率得到8-quinolyloxy methylphosphonic acid half hydrogen iodide salt
  参考文献：
  名称：

  [EN] SUBSTITUTED PHOSPHONATE FLUORESCENT SENSORS AND USE THEREOF
  [FR] DETECTEURS FLUORESCENTS AU PHOSPHONATE SUBSTITUE ET LEUR UTILISATION

  摘要：

  公开号：

  WO2004101579A3
• 作为产物：
  描述：

  (diethoxyphosphoryl)methyl 4-chlorobenzenesulfonate 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 44.0h， 以81%的产率得到diethyl 8-quinolinyloxymethylphosphonate
  参考文献：
  名称：

  [EN] SUBSTITUTED PHOSPHONATE FLUORESCENT SENSORS AND USE THEREOF
  [FR] DETECTEURS FLUORESCENTS AU PHOSPHONATE SUBSTITUE ET LEUR UTILISATION

  摘要：

  公开号：

  WO2004101579A3

文献信息

• Substituted Phosphonates and Their Use In Decreasing Amyloid Aggregates
  申请人：Sullivan Alice

  公开号：US20100204183A1

  公开（公告）日：2010-08-12

  The invention relates to novel and known substituted phosphonates for use in ameliorating amyloid aggregates, particularly for use in the treatment of Alzheimer's disease.

  该发明涉及用于改善淀粉样蛋白聚集物的新型和已知的磷酸酯化合物，特别用于治疗阿尔茨海默病。
• Synthesis, Structural Characterization, Experimental, and Computational Spectrophotometric Studies of 8-Quinolinyloxymethyphosphonate Compounds
  作者：Siud Pui Man、David M. Benoit、Ester Buchaca、Fola Esan、Majid Motevalli、John Wilson、Alice Sullivan

  DOI：10.1021/ic052085g

  日期：2006.7.1

  situ. The coordination complex between 1 and zinc chloride 4 is described according to its single-crystal X-ray structure. The spectrophotometric features (absorption and emission) of 1, 2, 3, and 4 are reported along with the fluorescence response and affinity of 3 to some metal cations. The origin of the fluorescence from compounds 1 and 4 is investigated using density functional theory and the oscillator

  报道了二乙基-8-喹啉基氧基甲基膦酸酯1和8-喹啉基氧基甲基膦酸半氢碘化物的合成及其光谱和分析特征（NMR，红外，质谱和元素分析）。描述了2的单晶X射线结构。制备了磷酸二氢钠2和氢氧化钠的溶液，并就地使用。根据其单晶X射线结构描述了1与氯化锌4之间的配位络合物。报告了1、2、3和4的分光光度特征（吸收和发射），以及3对某些金属阳离子的荧光响应和亲和力。使用密度泛函理论研究了化合物1和4发出的荧光的起源，并计算了每个跃迁的振荡强度。
• Substituted phosphonate fluorescent sensors and use thereof
  申请人：Wilson Robert Howe John

  公开号：US20070049761A1

  公开（公告）日：2007-03-01

  The invention relates to new compounds of formula (1) wherein R is hydrogen or a linear or branched C 1-40 alkyl; where X is O, S, or NR 1 where R 1 is a hydrogen, a linear or branched C 1-40 alkyl, C 2-40 alkenyl or C 2-40 alkynyl group, an aryl, a heteroaryl or C 1-40 alkylaryl or alkylheteroaryl group and where one or both of C and D is OR 2 , SR 2 , NR 3 R 4 where R 2 , R 3 and R 4 are each independently hydrogen, a linear or branched C 1-40 alkyl, C 2-40 alkenyl or C 2-40 alkynyl group, an aryl or C 1-40 alkylaryl group or a linear or branched C 1-40 alkyl NR 5 R 6 chain where R 5 and R 6 are each independently hydrogen, a linear or branched C 1-40 alkyl; or an optionally complex metal ion M n+ /n wherein n is an integer from 1 to 8; or where one or both of C and D are amino acids or nucleic acids attached via either N, O or S; and wherein m is an integer from 1 to 8; and wherein either: I) A is a known aryl or heteroaryl fluorescent group and B is hydrogen, a linear or branched C 1-40 alkyl, C 2-40 alkenyl or C 2 4 alkynyl group, an aryl, a heteroaryl or C 1-40 alkylaryl or alkylheteroaryl group or phosphonate P(O)(OR 2 ) 2 ; II) B is a known aryl or heteroaryl fluorescent group and A is hydrogen, a linear or branched C 1-40 alkyl, C 2-40 alkenyl or C 2-40 alkynyl group, an aryl, a heteroaryl or C 1-40 alkylaryl or alkylheteroaryl group or a linear or branched C 1-40 alkyl NR 5 R 6 chain, or a linear or branched C 1-40 alkyl mono or di ester C 1-40 alkylphosphonate or a linear or branched C 1-40 alkylphosphonic acid; III) Both A and B are known aryl or heteroaryl fluorescent groups. The compounds are useful as fluorescent sensors for metal cations and have the advantages of excellent water solubility, selectivity and sensitivity to a variety of metal cations even in the presence of high concentrations of Ca +2 Na + and K + , good cell permeability, flexible and simple syntheses, ease of attachment to polymers and bio-polymers to aid the identification of both chemical and biological processes as well as for assaying physiological samples and for the attachment to surfaces such as glasses, ceramics and apatites.

  本发明涉及公式（1）的新化合物，其中R是氢或线性或支链C1-40烷基；其中X是O，S或NR1，其中R1是氢，线性或支链C1-40烷基，C2-40烯基或C2-40炔基，芳基，杂芳基或C1-40烷基芳基或烷基杂芳基；其中C和/或D中的一个或两个是OR2，SR2，NR3R4，其中R2，R3和R4各自独立地是氢，线性或支链C1-40烷基，C2-40烯基或C2-40炔基，芳基或C1-40烷基芳基或线性或支链C1-40烷基NR5R6链，其中R5和R6各自独立地是氢，线性或支链C1-40烷基；或者是一个可选的复杂金属离子Mn+/n，其中n是从1到8的整数；或者其中C和/或D中的一个或两个是通过N、O或S连接的氨基酸或核酸；其中m是从1到8的整数；并且其中：I）A是已知的芳基或杂芳基荧光基团，B是氢，线性或支链C1-40烷基，C2-40烯基或C24炔基，芳基，杂芳基或C1-40烷基芳基或烷基杂芳基或膦酸酯P（O）（OR2）2；II）B是已知的芳基或杂芳基荧光基团，A是氢，线性或支链C1-40烷基，C2-40烯基或C2-40炔基，芳基，杂芳基或C1-40烷基芳基或烷基杂芳基或线性或支链C1-40烷基NR5R6链，或线性或支链C1-40烷基单或二酯C1-40烷基膦酸盐或线性或支链C1-40烷基膦酸；III）A和B都是已知的芳基或杂芳基荧光基团。这些化合物可用作金属阳离子的荧光传感器，具有优异的水溶性，对各种金属阳离子的选择性和灵敏性，即使在高浓度的Ca+2，Na+和K+存在下也能够工作，具有良好的细胞渗透性，合成灵活简单，易于附着于聚合物和生物聚合物以帮助鉴定化学和生物过程以及用于测定生理样品和附着于玻璃、陶瓷和磷灰石等表面。
• Substituted phosphonates and their use decreasing amyloid aggregates
  申请人：QUEEN MARY & WESTFIELD COLLEGE

  公开号：EP2522394A2

  公开（公告）日：2012-11-14

  The invention relates to novel and known substituted phosphonates for use in ameliorating amyloid aggregates, particularly for use in the treatment of Alzheimer's disease.

  本发明涉及新型和已知的取代膦酸盐，用于改善淀粉样蛋白聚集，特别是用于治疗阿尔茨海默氏症。
• SUBSTITUTED PHOSPHONATE FLUORESCENT SENSORS AND USE THEREOF
  申请人：QUEEN MARY & WESTFIELD COLLEGE

  公开号：EP1625134A2

  公开（公告）日：2006-02-15