2-(3-Azidopropoxy)benzaldehyde | 201350-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(3-Azidopropoxy)benzaldehyde
• CAS: 201350-64-3
• 化学式: C₁₀H₁₁N₃O₂
• 分子量: 205.216
• InChiKey: ZKCTUSWWWAGQIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-Azidopropoxy)benzaldehyde 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成
  参考文献：
  名称：

  Ratiometric sensing lysosomal pH in inflammatory macrophages by a BODIPY-rhodamine dyad with restrained FRET

  摘要：

  Inflammation, as the pathophysiological response of body to harmful stimuli, leads to changes in cellular microenvironment. To research pH changes in lysosomes of macrophages during inflammation, we designed a FRET (Forster resonance energy transfer) based probe, BDP-RhB. The probe showed good lysosome targeting ability, wide response range of pH from 8.0 to 4.0 with significant ratio (I-582/I-518) change from 0.6 to 3.4, and good reversibility and sustainability. By applying BDP-RhB, we found a decrease of lysosomal pH of macrophages during inflammation. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2019.10.025
• 作为产物：
  描述：

  2-(3-chloropropoxy)benzaldehyde 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以97%的产率得到2-(3-Azidopropoxy)benzaldehyde
  参考文献：
  名称：

  Ratiometric sensing lysosomal pH in inflammatory macrophages by a BODIPY-rhodamine dyad with restrained FRET

  摘要：

  Inflammation, as the pathophysiological response of body to harmful stimuli, leads to changes in cellular microenvironment. To research pH changes in lysosomes of macrophages during inflammation, we designed a FRET (Forster resonance energy transfer) based probe, BDP-RhB. The probe showed good lysosome targeting ability, wide response range of pH from 8.0 to 4.0 with significant ratio (I-582/I-518) change from 0.6 to 3.4, and good reversibility and sustainability. By applying BDP-RhB, we found a decrease of lysosomal pH of macrophages during inflammation. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2019.10.025

文献信息

• Iridium-Catalyzed C–H Amination/Cyclization for Medium to Large <i>N</i>-Heterocycle-Fused Dihydroquinazolinones
  作者：Tao Zhang、Xunqing Dong、Hitesh B. Jalani、Jiaqi Zou、Guigen Li、Hongjian Lu

  DOI：10.1021/acs.orglett.9b01167

  日期：2019.5.17

  A practical iridium-catalyzed cascade/stepwise synthesis of dihydroquinazolinones (DHQs) and bis-DHQs fused to medium to large N-heterocyclic rings is developed. The reaction undergoes benzamide-directed intermolecular C–H amination with an aldehyde-tethered alkyl azide, and then the newly installed amino group undergoes intramolecular cyclization with a remote aldehyde group present in azide and amidyl

  开发了一种实用的铱催化级联/逐步合成二氢喹唑啉酮（DHQs）和与中等至大的N-杂环稠合的bis-DHQs 。该反应通过与醛系的烷基叠氮化物进行苯甲酰胺定向的分子间C–H胺化反应，然后新安装的氨基与本质上或由磷酸催化的叠氮化物和苯甲酰胺的酰胺基中存在的较远的醛基一起进行分子内环化，有助于以非常有效的方式形成双环和/或三环。
• Acid-catalysed rearrangements between 3,4-dihydro-2H-1,5-benzooxazocine and -benzothiazocine and their macrocyclic (16-membered, 24-membered and 32-membered) oligomers
  作者：David C. R. Hockless、Leonard F. Lindoy、Gerhard F. Swiegers、S. Bruce Wild

  DOI：10.1039/a704255h

  日期：——

  tetraoxatetraaza tetraimine (32-membered) 9 macrocycles, as well as the diimine. The oligomers in [2H]chloroform differ in the 1H NMR chemical shifts of the protons on the central carbon atoms of the propane-1,3-diyl links, thereby allowing an investigation of the factors involved in the rearrangements between the macrocyclic oligomers. Thus, the rearrangements of the macrocyclic polyimines into equilibrium

  在乙醚中用三苯基膦处理2-（3-叠氮基丙氧基）苯甲醛，然后用硫氰酸镍（II）螯合产物，然后用氨水从络合物中释放出来，生成3,4-二氢的16元二聚体-2 H -1,5-苯并恶唑啉。二氧杂氮杂二亚胺大环化合物3在溶液中经历酸催化重排成平衡混合物，该平衡混合物包括三氧杂氮杂三亚胺（24元）8和四氧杂氮杂四亚胺（32元）9个大环以及二亚胺。[ 2 H]氯仿中的低聚物与1丙烷-1,3-二基键的中心碳原子上的质子的1 H NMR化学位移，从而可以研究大环低聚物之间重排所涉及的因素。因此，大环多亚胺重排成各种低聚物的平衡混合物的时间为t >> ½>> 7至10分钟，但每种情况下的平衡位置取决于溶液的亚胺当量浓度。3,4-二氢-2 H-1,5-苯并噻唑啉经历类似的重排。平衡归因于在痕量酸的存在下低聚物之间的容易的分子间转氨以及16元，24元和32元低聚物的热力学稳定性的相似性。报道了相应的大环苯并恶唑啉的
• Ratiometric sensing lysosomal pH in inflammatory macrophages by a BODIPY-rhodamine dyad with restrained FRET
  作者：Yu Yan、Xiaodong Zhang、Xinfu Zhang、Ning Li、Huizi Man、Lingcheng Chen、Yi Xiao

  DOI：10.1016/j.cclet.2019.10.025

  日期：2020.5

  Inflammation, as the pathophysiological response of body to harmful stimuli, leads to changes in cellular microenvironment. To research pH changes in lysosomes of macrophages during inflammation, we designed a FRET (Forster resonance energy transfer) based probe, BDP-RhB. The probe showed good lysosome targeting ability, wide response range of pH from 8.0 to 4.0 with significant ratio (I-582/I-518) change from 0.6 to 3.4, and good reversibility and sustainability. By applying BDP-RhB, we found a decrease of lysosomal pH of macrophages during inflammation. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.