diethyl 4-azidobenzylphosphonate | 17982-63-7

• 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: diethyl 4-azidobenzylphosphonate
• 英文别名: 1-azido-4-(diethoxyphosphorylmethyl)benzene
• CAS: 17982-63-7
• 化学式: C₁₁H₁₆N₃O₃P
• 分子量: 269.24
• InChiKey: MFDWEAUNNXXPFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 4-azidobenzylphosphonate 在 三乙烯二胺 、 copper(ll) sulfate pentahydrate 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 paraffin oil 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  JP6041751

  摘要：

  公开号：
• 作为产物：
  描述：

  4-溴苄基亚磷酸二乙酯 在 copper(l) iodide 、 sodium azide 、 sodium ascorbate 、 N,N'-二甲基乙二胺 作用下， 以 乙醇 、 水 为溶剂， 以36.1%的产率得到diethyl 4-azidobenzylphosphonate
  参考文献：
  名称：

  A novel click-chemistry approach to flame retardant polyurethanes

  摘要：

  The low thermo-oxidative properties of PU foams somewhat limits their practical application, particularly as heat sensitive materials. The introduction of a covalently linked flame retardant organophosphonate ester into the PU foam was achieved using the CuAAC 'click' reaction of an alkyne-polyol and azidoalkylmonophosphonate. These functionalised materials were prepared in four steps: first, a number of azidoalkyl monophosphonate compounds were formed via nucleophilic substitution of bromoalkylphosphonates with NaN3; next, polyols bearing terminal alkyne groups were prepared by anionic ring opening copolymerization between propylene oxide and glycidyl propargyl ether; followed by 'clicking' the azidoalkylphosphonate to the polyol and finally, synthesis of the PU foam with 2.4 wt% of "click-polyol". The functionalised PU foam demonstrated a well-formed polyhedral cell structure and an increase in the fire resistance, according to the SEM and thermogravimetric analysis, respectively. Even after thermal treatment at 400 degrees C, the new PU foam material displayed enhanced flame resistant properties by forming a char layer on the surface of the polymer, whilst maintaining its polyhedral structure. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.06.003

文献信息

• Modular Synthesis of Elongated Phosphonate Bipyridines
  作者：Markus Braumüller、Dieter Sorsche、Markus Wunderlin、Sven Rau

  DOI：10.1002/ejoc.201500641

  日期：2015.9

  of charge carrier recombination and dye aggregation. Furthermore the photophysical studies of the free ligands reveal a pronounced effect of the aryl substitution. The solid-state structures of L1 and L2 are reported within this contribution, enabling the determination of distances between bipyridine nitrogen donor and anchoring group.

  描述了一系列 bpy-R2 衍生物 L1-L3（bpy = 2,2'-联吡啶，R 代表 bpy 4-和 4'-位取代）的合成和光物理性质。R 包括膦酸酯基团作为有效膦酸酯锚定基团的前体，其能够固定在过渡金属氧化物半导体表面上，用于染料敏化太阳能电池 (DSSC) 或染料敏化光电合成电池 (DSPEC) 等应用。配体 L1-L3 的不同之处在于 bpy 核心和锚定基团之间共轭连接单元的长度。亚苯基和三唑部分用作接头延伸的构建单元。由此产生的半导体和生色团之间距离的可调性代表了提高电池效率的可行途径，因为它将允许调整电荷载流子重组和染料聚集。此外，自由配体的光物理研究揭示了芳基取代的显着影响。L1 和 L2 的固态结构在此贡献中报告，从而能够确定联吡啶氮供体和锚定基团之间的距离。
• Compositions for manipulating the lifespan and stress response of cells and organisms
  申请人：Sinclair A. David

  公开号：US20050096256A1

  公开（公告）日：2005-05-05

  Provided herein are methods and compositions for modulating the activity of sirtuin deacetylase protein family members; p53 activity; apoptosis; lifespan and sensitivity to stress of cells and organisms. Exemplary methods comprise contacting a cell with an activating compound, such as a flavone, stilbene, flavanone, isoflavone, catechin, chalcone, tannin or anthocyanidin; or an inhibitory compound, such as a sphingolipid, e.g., sphingosine.

  本文提供了调节sirtuin脱乙酰化酶蛋白家族成员、p53活性、细胞和生物的凋亡、寿命和对压力的敏感性的方法和组合物。示例方法包括将激活化合物（如黄酮类、stilbene、黄烷酮、异黄酮、儿茶素、查尔酮、单宁或花青素）或抑制化合物（如鞘脂类，例如鞘氨醇）与细胞接触。
• Sirtuin related therapeutics and diagnostics for neurodegenerative diseases
  申请人：Sinclair A. David

  公开号：US20060025337A1

  公开（公告）日：2006-02-02

  Provided herein are methods and compositions for modulating the activity of sirtuin deacetylase protein family members; p53 activity; apoptosis; lifespan and sensitivity to stress of cells and organisms. Exemplary methods comprise contacting a cell with an activating compound, such as a flavone, stilbene, flavanone, isoflavone, catechin, chalcone, tannin or anthocyanidin; or an inhibitory compound, such as a sphingolipid, e.g., sphingosine. Also disclosed herein are methods for treating, preventing or diagnosing a disease associated with neuronal cell death, e.g., a neurodegenerative disease.

  本文提供了调节sirtuin去乙酰化酶蛋白家族成员、p53活性、细胞和生物的凋亡、寿命和对压力的敏感性的方法和组合物。举例来说，方法包括使用激活化合物（如黄酮类、苯乙烯类、黄酮酮类、异黄酮类、儿茶素、查尔酮、单宁或花青素）或抑制化合物（如鞘脂类，例如鞘氨醇）与细胞接触。本文还公开了治疗、预防或诊断与神经元细胞死亡相关的疾病（例如神经退行性疾病）的方法。
• Methods and compositions for treating flushing and drug induced weight gain
  申请人：Sinclair David

  公开号：US20060276416A1

  公开（公告）日：2006-12-07

  Provided herein are methods and compositions for treating and/or preventing flushing and/or weight gain. Methods may comprise modulating the activity or level of a sirtuin, such as SIRT1 or Sir2. Exemplary embodiments include methods and compositions for counteracting drug-induced weight gain and/or drug-induced flushing by administering a sirtuin-activating compound.

  本文提供了用于治疗和/或预防面部潮红和/或体重增加的方法和组合物。方法可以包括调节sirtuin的活性或水平，例如SIRT1或Sir2。示例实施方式包括通过给予sirtuin激活化合物来抵消药物引起的体重增加和/或药物引起的面部潮红的方法和组合物。
• Novel compositions for preventing and treating neurodegenerative and blood coagulation disorders
  申请人：Milburn Michael

  公开号：US20060276393A1

  公开（公告）日：2006-12-07

  Provided herein are methods and compositions for treating or preventing neurodegenerative disorders or blood coagulation disorders. Methods may comprise modulating the activity or level of a sirtuin, such as SIRT1 or Sir2. Exemplary methods comprise contacting a cell with a sirtuin activating compound, such as a flavone, stilbene, flavanone, isoflavone, catechin, chalcone, tannin or anthocyanidin; or an inhibitory compound, such as nicotinamide.

  本文提供了治疗或预防神经退行性疾病或血液凝固疾病的方法和组合物。方法可以包括调节sirtuin的活性或水平，例如SIRT1或Sir2。示例方法包括使用sirtuin激活化合物（例如黄酮，苯乙烯，黄烷酮，异黄酮，儿茶素，查尔酮，单宁或花青素）或抑制化合物（例如烟酰胺）与细胞接触。