2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole | 99855-09-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole
• 英文别名: 2-(4-ethoxyphenyl)-2-oxazoline；2-<4-Aethoxyphenyl>-oxazolin；2-(4-ethoxy-phenyl)-4,5-dihydro-oxazole；2-(4-Aethoxy-phenyl)-4,5-dihydro-oxazol；2-(4-Ethoxyphenyl)-4,5-dihydro-oxazole；2-(4-ethoxyphenyl)-4,5-dihydro-1,3-oxazole
• CAS: 99855-09-1
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: OKEVVFOUWAWHQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole 、 cobalt(II) chloride hexahydrate 以 甲醇 为溶剂， 反应 4.0h， 以52%的产率得到
  参考文献：
  名称：

  Two complexes of Co(II) and Pd(II) formed in reaction with a mono-oxazoline derivative. Spectroscopic characterization and cytotoxic evaluation

  摘要：

  Two coordination compounds obtained from 2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole, L, [CoCl2(L)(2)] (1) and [OH-CH2-CH2-NH3](2)center dot[PdCl4] (2) were synthesized and characterized through elemental analysis, spectroscopic methods (FTIR, UV-Vis, H-1 NMR) and X-ray diffraction. Cytotoxicity tests on PBMC and HeLa cells were performed in order to evaluate the potential applications of these compounds in medicine. Also, compound (2) exhibits ligand assisted luminescent properties that were determined in solid state. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.02.043
• 作为产物：
  描述：

  1-(4-ethoxy-benzoyl)-aziridine 在 三氯化铝 作用下， 生成 2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole
  参考文献：
  名称：

  Notes - Isomerization of N-p-Ethoxybenzolethylenimine

  摘要：

  DOI：

  10.1021/jo01104a605

文献信息

• Alkyl Chain Length in Poly(2-oxazoline)-Based Amphiphilic Gradient Copolymers Regulates the Delivery of Hydrophobic Molecules: A Case of the Biodistribution and the Photodynamic Activity of the Photosensitizer Hypericin
  作者：Veronika Huntošová、Shubhashis Datta、Lenka Lenkavská、Mariana Máčajová、Boris Bilčík、Barbora Kundeková、Ivan Čavarga、Juraj Kronek、Annamária Jutková、Pavol Miškovský、Daniel Jancura

  DOI：10.1021/acs.biomac.1c00768

  日期：2021.10.11

  Self-assembled nanostructures of amphiphilic gradient copoly(2-oxazoline)s have recently attracted attention as promising delivery systems for the effective delivery of hydrophobic anticancer drugs. In this study, we have investigated the effects of increasing hydrophobic side chain length on the self-assembly of gradient copolymers composed of 2-ethyl-2-oxazoline as the hydrophilic comonomer and various 2-(4-alkyloxyphenyl)-2-oxazolines as hydrophobic comonomers. We show that the size of the formed polymeric nanoparticles depends on the structure of the copolymers. Moreover, the stability and properties of the polymeric assembly can be affected by the loading of hypericin, a promising compound for photodiagnostics and photodynamic therapy (PDT). We have found the limitation that allows rapid or late release of hypericin from polymeric nanoparticles. The nanoparticles entering the cells by endocytosis decreased the hypericin-induced PDT, and the contribution of the passive process (diffusion) increased the probability of a stronger photoeffect. A study of fluorescence pharmacokinetics and biodistribution revealed differences in the release of hypericin from nanoparticles toward the quail chorioallantoic membrane, a preclinical model for in vivo studies, depending on the composition of polymeric nanoparticles. Photodamage induced by PDT in vivo well correlated with the in vitro results. All formulations studied succeeded in targeting hypericin at cancer cells. In conclusion, we demonstrated the promising potential of poly(2-oxazoline)-based gradient copolymers for effective drug delivery and sequential drug release needed for successful photodiagnostics and PDT in cancer therapy.

  自组装的两亲梯度共聚(2-噁唑啉)纳米结构最近因其作为有效传递疏水性抗癌药物的潜在传递系统而受到关注。在本研究中，我们调查了增加疏水侧链长度对由2-乙基-2-噁唑啉作为亲水共聚单体和各种2-(4-烷基氧基苯基)-2-噁唑啉作为疏水共聚单体构成的梯度共聚物自组装的影响。我们表明，形成的聚合物纳米粒子的大小取决于共聚物的结构。此外，聚合物组装的稳定性和特性会受到负载的超敏素的影响，超敏素是用于光诊断和光动力疗法(PDT)的前景化合物。我们发现了一个限制，使超敏素能够从聚合物纳米粒子中快速或延迟释放。通过内吞作用进入细胞的纳米粒子降低了超敏素诱导的PDT效果，而被动过程（扩散）的贡献则增加了更强光效应的概率。荧光药代动力学和生物分布的研究揭示了超敏素从纳米粒子释放到鹌鹑卵黄膜（一个用于体内研究的临床前模型）中存在差异，这取决于聚合物纳米粒子的成分。体内PDT诱导的光损伤与体外结果良好相关。所有研究的制剂在靶向癌细胞方面均成功实现了超敏素的传递。总之，我们展示了基于聚(2-噁唑啉)的梯度共聚物在有效药物传递和顺序药物释放方面的前景潜力，这些都是成功实施癌症治疗中光诊断和PDT所需的。
• Cu(II) immobilized on Fe$_{3}$O$_{4}$@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate--salicylaldehyde Schiff base: a magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines
  作者：Zeinab ZAREI、Batool AKHLAGHINIA

  DOI：10.3906/kim-1704-53

  日期：——

  Herein we synthesized Cu(II) immobilized on Fe$_3}$O$_4}$ @Agarose functionalized with ethanolamine phosphate salicylaldehyde Schiff base (Fe$_3}$O$_4}$ @Agarose/SAEPH$_2}$ /Cu(II)) as a new and cost-effective nanomagnetic catalyst. The nanomagnetic catalyst was characterized by FT-IR, XRD, VSM, SEM-EDX, TEM, TGA, and ICP techniques and it was found that the particles were about 9-25 nm in size

  本文中，我们合成了固定在Fe $ _ 3} $ O $ _ 4} $ @用乙醇胺磷酸酯水杨醛席夫碱（Fe $ _ 3} $ O $ _ 4} $ @ Agarose / SAEPH $ _ 2} $ / Cu（II））作为一种新型且具成本效益的纳米磁性催化剂。用FT-IR，XRD，VSM，SEM-EDX，TEM，TGA和ICP技术对纳米磁性催化剂进行了表征，发现该催化剂的粒径为9-25 nm，球形的Fe $ _ 琼脂糖中空孔结构中的3} $ O $ _ 4} $颗粒。制备的纳米磁性催化剂显示出优异的制备2-取代的咪唑啉，恶唑啉和噻唑啉的活性。与某些市售铜源相比，该催化剂易于制备并且显示出更高的催化活性。更重要的是，
• Notes - Isomerization of N-p-Ethoxybenzolethylenimine
  作者：Harold Heine、Zoe Proctor

  DOI：10.1021/jo01104a605

  日期：1958.10
• Two complexes of Co(II) and Pd(II) formed in reaction with a mono-oxazoline derivative. Spectroscopic characterization and cytotoxic evaluation
  作者：Maria-Gabriela Alexandru、Tanja Cirkovic Velickovic、Maja Krstic、Madalina-Marina Hrubaru、Constantin Draghici

  DOI：10.1016/j.molstruc.2013.02.043

  日期：2013.6

  Two coordination compounds obtained from 2-(4-ethoxyphenyl)-4,5-dihydro-1H-oxazole, L, [CoCl2(L)(2)] (1) and [OH-CH2-CH2-NH3](2)center dot[PdCl4] (2) were synthesized and characterized through elemental analysis, spectroscopic methods (FTIR, UV-Vis, H-1 NMR) and X-ray diffraction. Cytotoxicity tests on PBMC and HeLa cells were performed in order to evaluate the potential applications of these compounds in medicine. Also, compound (2) exhibits ligand assisted luminescent properties that were determined in solid state. (C) 2013 Elsevier B.V. All rights reserved.