(7-diethylaminocoumarin-4-yl)methyl phosphate | 402789-43-9

• 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: (7-diethylaminocoumarin-4-yl)methyl phosphate
• 英文别名: (7-(diethylamino)-2-oxo-2H-chromen-4-yl)methyl dihydrogen phosphate；[7-(Diethylamino)-2-oxochromen-4-yl]methyl dihydrogen phosphate
• CAS: 402789-43-9
• 化学式: C₁₄H₁₈NO₆P
• 分子量: 327.274
• InChiKey: AZKCYQDQOYTSIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5'-胞苷酸 、 (7-diethylaminocoumarin-4-yl)methyl phosphate 在 三辛胺 、 N,N'-羰基二咪唑 作用下， 以 甲苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 264.0h， 以34%的产率得到P²-(7-diethylaminocoumarin-4-yl)methyl cytidine 5'-diphosphate
  参考文献：
  名称：

  Rapid photolytic release of cytidine 5′-diphosphate from a coumarin derivative: a new tool for the investigation of ribonucleotide reductases

  摘要：

  In order to study the range-range radical transfer in the Escherichia coli ribonucleotide reductase (RNR), caged cytidine 5'-diphospliate (CDP) 1 was synthesized, which contains the photolabile (7-diethylaminocoumarin-4-yl)methyl moiety. The caged CDP 1 triggers the release of CDP when irradiated at wavelengths between 365 and 436 nm. The rate constant of the formation of alcohol 2 and cytidine 5'-diphosphate 3 is 2 x 10(8) s(-1) and the quantum efficiency for the disappearance of caged CDP 1 is 2.9%. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00254-1
• 作为产物：
  描述：

  (7-diethylaminocoumarin-4-yl)methyl di-tert-butyl phosphate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以95%的产率得到(7-diethylaminocoumarin-4-yl)methyl phosphate
  参考文献：
  名称：

  Rapid photolytic release of cytidine 5′-diphosphate from a coumarin derivative: a new tool for the investigation of ribonucleotide reductases

  摘要：

  In order to study the range-range radical transfer in the Escherichia coli ribonucleotide reductase (RNR), caged cytidine 5'-diphospliate (CDP) 1 was synthesized, which contains the photolabile (7-diethylaminocoumarin-4-yl)methyl moiety. The caged CDP 1 triggers the release of CDP when irradiated at wavelengths between 365 and 436 nm. The rate constant of the formation of alcohol 2 and cytidine 5'-diphosphate 3 is 2 x 10(8) s(-1) and the quantum efficiency for the disappearance of caged CDP 1 is 2.9%. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00254-1

文献信息

• Caged Ceramide-1-Phosphate Derivatives
  申请人：Bittman Robert

  公开号：US20120238018A1

  公开（公告）日：2012-09-20

  The invention relates to novel caged ceramide 1-phosphate (C1P) and the method of using them for delivering C 1 P intracellularly in vitro and in vivo, for research and therapeutic purposes.

  本发明涉及一种新型笼状鞘氨醇1-磷酸酯（C1P）及其在体外和体内内向细胞内输送C1P的方法，用于研究和治疗目的。
• Design and Validation of the First Family of Photo-Activatable Ligands for Melatonin Receptors
  作者：Gloria Somalo-Barranco、Carme Serra、David Lyons、Hugh D. Piggins、Ralf Jockers、Amadeu Llebaria

  DOI：10.1021/acs.jmedchem.2c00717

  日期：2022.8.25
• US9359389B2
  申请人：——

  公开号：US9359389B2

  公开（公告）日：2016-06-07
• [EN] CAGED CERAMIDE-1-PHOSPHATE DERIVATIVES<br/>[FR] DÉRIVÉS DE CÉRAMIDE-1-PHOSPHATE BLOQUÉ
  申请人：UNIV CITY NEW YORK RES FOUND

  公开号：WO2011056599A2

  公开（公告）日：2011-05-12

  The invention relates to novel caged ceramide 1-phosphate (C1P) and the method of using them for delivering C1P intracellularly in vitro and in vivo, for research and therapeutic purposes.