tetraethyl 1,4-bis(phosphonomethyl)-2-iodobenzene | 1176244-38-4

• 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: tetraethyl 1,4-bis(phosphonomethyl)-2-iodobenzene
• CAS: 1176244-38-4
• 化学式: C₁₆H₂₇IO₆P₂
• 分子量: 504.239
• InChiKey: JLZYRZJALKKOMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  25.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tetraethyl 1,4-bis(phosphonomethyl)-2-iodobenzene 在 吡啶 、 sodium methylate 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 180.0h， 生成 (E,E)-2,5-bis(4’-acetoxy-3’-carbomethoxystyryl)-1-iodobenzene
  参考文献：
  名称：

  Tritium-labeled (E,E)-2,5-bis(4′-hydroxy-3′-carboxystyryl)benzene as a probe for β-amyloid fibrils

  摘要：

  Accumulation of A beta in the brains of Alzheimer disease (AD) patients reflects an imbalance between A beta production and clearance from their brains. Alternative cleavage of amyloid precursor protein (APP) by processing proteases generates soluble APP fragments including the neurotoxic amyloid A beta 40 and A beta 42 peptides that assemble into fibrils and form plaques. Plaque-buildup occurs over an extended time-frame, and the early detection and modulation of plaque formation are areas of active research. Radiolabeled probes for the detection of amyloid plaques and fibrils in living subjects are important for noninvasive evaluation of AD diagnosis, progression, and differentiation of AD from other neurode-generative diseases and age-related cognitive decline. Tritium-labeled (E, E)-1-[H-3]-2,5-bis(4'-hydroxy-3'-carbomethoxystyryl)benzene possesses an improved level of chemical stability relative to a previously reported radioiodinated analog for radiometric quantification of A beta plaque and tau pathology in brain tissue and in vitro studies with synthetic A beta and tau fibrils. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.075
• 作为产物：
  描述：

  1,4-二甲基-2-碘苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 tetraethyl 1,4-bis(phosphonomethyl)-2-iodobenzene
  参考文献：
  名称：

  Tritium-labeled (E,E)-2,5-bis(4′-hydroxy-3′-carboxystyryl)benzene as a probe for β-amyloid fibrils

  摘要：

  Accumulation of A beta in the brains of Alzheimer disease (AD) patients reflects an imbalance between A beta production and clearance from their brains. Alternative cleavage of amyloid precursor protein (APP) by processing proteases generates soluble APP fragments including the neurotoxic amyloid A beta 40 and A beta 42 peptides that assemble into fibrils and form plaques. Plaque-buildup occurs over an extended time-frame, and the early detection and modulation of plaque formation are areas of active research. Radiolabeled probes for the detection of amyloid plaques and fibrils in living subjects are important for noninvasive evaluation of AD diagnosis, progression, and differentiation of AD from other neurode-generative diseases and age-related cognitive decline. Tritium-labeled (E, E)-1-[H-3]-2,5-bis(4'-hydroxy-3'-carbomethoxystyryl)benzene possesses an improved level of chemical stability relative to a previously reported radioiodinated analog for radiometric quantification of A beta plaque and tau pathology in brain tissue and in vitro studies with synthetic A beta and tau fibrils. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.075

文献信息

• Heavy atom enhanced generation of singlet oxygen in novel indenofluorene-based two-photon absorbing chromophores for photodynamic therapy
  作者：Changquan Tang、Ping Hu、En Ma、Mingdong Huang、Qingdong Zheng

  DOI：10.1016/j.dyepig.2015.01.019

  日期：2015.6

  donor-acceptor-donor (D-A-D) motif. At the same time, upon excitation at 430 nm, 2.2–4.1 times of enhancement in the singlet oxygen generation yield was observed for the photosensitizers with the heavy atoms incorporated. The photosensitizers with heavy atoms also show increased singlet oxygen generation efficiencies upon two-photon excitation at 808 nm, compared to those photosensitizers without heavy

  一系列基于茚并芴-双光子吸收发色团（的FL0，FL-2BrN，FL-1IN，FL-2IN，和FL-2IS已针对光动力疗法（PDT）进行了设计和合成。确定了这些生色团的双光子吸收（TPA）特性，并建立了它们的结构-性质关系。通过将吸电子卤素原子（如Br，I）掺入发色团的π共轭骨架中，由于形成了供体-受体-供体（DAD）基序，TPA截面值提高到了2707 GM。 。同时，在430 nm激发下，掺入重原子的光敏剂的单线态氧产生产率提高了2.2-4.1倍。与那些没有重原子的光敏剂相比，具有重原子的光敏剂在808 nm的双光子激发下还表现出更高的单线态氧产生效率。的光细胞毒性FL-2IN通过双光子激发（808 nm）对抗癌细胞表明，茚并芴基发色团是双光子PDT的有效单线态氧供体。
• Hyperbranched: A Universal Conjugated Polymer Platform
  作者：Juan Tolosa、Chris Kub、Uwe H. F. Bunz

  DOI：10.1002/anie.200900980

  日期：2009.6.8

  monomer containing two iodine and one alkyne group forms a hyperbranched conjugated polymer that is studded with iodine end groups (see picture: I purple). These iodine groups are a perfect handle for convenient, efficient, and high‐yielding post‐functionalization to access hyperbranched, fluorescent poly(phenyleneethynylene)s.

  肢体伸出：含有两个碘和一个炔基的合适AB 2单体的Sonogashira偶联形成了一个高支化的共轭聚合物，上面缀有碘端基（参见图片：I紫色）。这些碘基团是方便，高效，高产的后官能化处理以接入超支化荧光聚苯撑乙炔的理想选择。