3-(3-溴丙氧基)苯甲醛 | 144707-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(3-溴丙氧基)苯甲醛
• 英文名称: 3-(3-bromopropoxy)benzaldehyde
• CAS: 144707-69-7
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: AQVYBJOWJVFFBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-溴丙氧基)苯甲醛 在 samarium diiodide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 3.0h， 以85%的产率得到3-丙氧基苯甲醛
  参考文献：
  名称：

  Phenyl−Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide

  摘要：

  By mediation of samarium diiodide and hexamethylphosphoramide, benzaldehydes and acetophenones underwent self- and cross-couplings to give the products having linkages at the para-carbons of phenyl rings and the carbonyl groups. The phenyl- carbonyl coupling of 2,5-dimethoxybenzaldehyde generated a Sm(III)-enolate intermediate, which was trapped by alkyl halides in a stereospecific manner to give uncommon 1,4-dialkyl-2,5-cyclohexadiene-1-carboxaldehydes. The benzaldehydes bearing tethered carbonyl chains proceeded with intramolecular phenyl-carbonyl couplings to afford fused benzocycles.

  DOI：

  10.1021/jo9702498
• 作为产物：
  描述：

  3-氰基苯酚 在 二异丁基氢化铝 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-(3-溴丙氧基)苯甲醛
  参考文献：
  名称：

  Aryloxazolidinediones: identification of potent orally active PPAR dual α/γ agonists

  摘要：

  A series of novel aryloxazolidine-2,4-diones was synthesized. A structure-activity relationship study of these compounds led to the identification of potent, orally active PPAR dual alpha/gamma agonists. Based on the results of efficacy studies in the db/db mice model of type 2 diabetes and the desired pharmacokinetic parameters, compound 12 was selected for further profiling. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0960-894x(03)00785-6

文献信息

• Synthesis and photophysical properties of porphyrins containing viologen units for ultrafast molecular photonics
  作者：Robert Laudien、Iori Yoshida、Toshihiko Nagamura

  DOI：10.1039/b202991j

  日期：——

  Several 5,15-diarylporphyrin derivatives containing viologen units as an electron acceptor for ultrafast intramolecular electron transfer have been synthesized. The fluorescence of the porphyrin–viologen linked systems was appreciably quenched by the attached viologens. In accordance with this, the formation of a charge-separated state was observed upon excitation with a femtosecond (fs) laser at 400 nm. The rate of electron transfer and back transfer was controlled by the different length of alkyl chain spacers between porphyrin and viologen. Attempts to use these porphyrin molecules as a thin film component of ultrafast parallel data processing by guided wave mode geometry were limited by gradual deterioration upon repeated fs laser excitation.

  合成了几种含有紫精单元作为电子受体的5,15-二芳基卟啉衍生物，用于超快分子内电子转移。连接的紫精单元显著淬灭了卟啉-紫精体系的荧光。与此一致，在400 nm飞秒激光激发下观察到电荷分离态的形成。电子转移和逆转移的速率受控于卟啉和紫精之间不同长度的烷基链间隔物。试图将这些卟啉分子用作通过波导模式几何结构的薄膜组件，用于超快并行数据处理，但由于反复飞秒激光激发导致的逐渐退化而受到限制。
• [EN] NOVEL USES<br/>[FR] NOUVELLES UTILISATIONS DE COMPOSES DE PORPHYRINE
  申请人：DESTINY PHARMA LTD

  公开号：WO2006000765A1

  公开（公告）日：2006-01-05

  The invention provides the use of a compound of Formula (I), or metallated derivative thereof, in the preparation of a medicament for killing or attenuating the growth of microorganisms by a method which does not comprise exposing the compound to a photodynamic therapy light source or a sonodynamic therapy ultrasound source Formula (I) wherein X1, X2, X3, X4, Y1, Y2, Y3, Y4 and Z have meanings given in the description. Preferably, the microorganisms are selected from the group consisting off bacteria, mycoplasmas, yeasts, fungi and viruses.

  该发明提供了使用化合物Formula（I）或其金属化衍生物在制备药物时用于杀灭或减轻微生物生长的方法，该方法不包括将该化合物暴露于光动力疗法光源或声动力疗法超声源中。Formula（I）中X1、X2、X3、X4、Y1、Y2、Y3、Y4和Z的含义如描述中所给。优选微生物选自细菌、支原体、酵母菌、真菌和病毒。
• Tuning on and off chemical- and photo-activity of exfoliated MoSe₂ nanosheets through morphologically selective “soft” covalent functionalization with porphyrins
  作者：Matías Blanco、Marco Lunardon、Marco Bortoli、Dario Mosconi、Leonardo Girardi、Laura Orian、Stefano Agnoli、Gaetano Granozzi

  DOI：10.1039/d0ta03302b

  日期：——

  Thiol-terminated porphyrins are covalently attached to 2D-MoSe₂ edges. The HER activity is enhanced (or suppressed) by the presence (or absence) of hydroxyl groups in the porphyrin. The porphyrin/MoSe₂ hybrid forms a type II heterojunction with improved photoactivity.

  巯基末端的卟啉被共价连接到二维-MoSe2的边缘。存在（或不存在）卟啉中的羟基会增强（或抑制）HER活性。卟啉/MoSe2混合物形成了改善光活性的II型异质结。
• Design, synthesis, in-silico and biological evaluation of novel chalcone derivatives as multi-function agents for the treatment of Alzheimer's disease
  作者：Zhipei Sang、Keren Wang、Pengfei Zhang、Jian Shi、Wenmin Liu、Zhenghuai Tan

  DOI：10.1016/j.ejmech.2019.07.021

  日期：2019.10

  A series of novel chalcone derivatives was designed, synthesized and evaluated as multifunctional agents for the treatment of AD. Among of these synthesized compounds, compound TM-2 was a selective BuChE inhibitor (IC50 = 2.6 μM) and selective MAO-B inhibitor (IC50 = 5.3 μM), which were supported by docking study. Compound TM-2 also showed good antioxidant activity, and was a selective metal chelator

  设计，合成和评价了一系列新颖的查耳酮衍生物，将其作为治疗AD的多功能药物。在这些合成的化合物中，化合物TM-2是选择性BuChE抑制剂（IC 50  = 2.6μM）和选择性MAO-B抑制剂（IC 50  = 5.3μM），这受到对接研究的支持。化合物TM-2还显示出良好的抗氧化活性，并且是选择性的金属螯合剂以及神经保护剂。此外，化合物TM-2能抑制显著自诱导和Cu 2+诱导的阿β 1-42与70.2％和80.7％的抑制率聚合，分别与可能分解的Cu 2+诱导的阿β 1-42聚集（73.5％），进一步的TEM图像中观察到提供合理的解释。此外，化合物TM-2表现出良好的PAMPA-BBB渗透性，并符合Lipinski的5法则。此外，化合物TM-2在体内测定中对东pol碱诱导的记忆障碍表现出预认知作用。因此，化合物TM-2可能是治疗AD的有前景的多功能命中化合物，并且进一步的结构优化正在进行中。
• Chiroptical and catalytic properties of doubly binaphthyl-strapped chiral porphyrins
  作者：Chihiro Maeda、Kanae Ogawa、Kosuke Sadanaga、Kazuto Takaishi、Tadashi Ema

  DOI：10.1039/c8cc09114e

  日期：——

  Doubly (R)-binaphthyl-strapped porphyrins with methylene chains were synthesized. The CD spectra showed the positive Cotton effect around the Soret bands, and several porphyrins showed CPL. In addition, we found that the chiral porphyrins were applicable to kinetic resolution of epoxide with CO2.

  合成了具有亚甲基链的双（R）-联萘基卟啉。CD光谱显示Soret带周围有积极的Cotton效应，几种卟啉显示CPL。此外，我们发现手性卟啉适用于CO 2与环氧化物的动力学拆分。