β-CD etodolac inclusion complex 1:1 | 1179324-46-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: β-CD etodolac inclusion complex 1:1
• 英文别名: β-cyclodextrin 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indolyl-acetic acid inclusion complex 1:1
• CAS: 1179324-46-9
• 化学式: C₁₇H₂₁NO₃*C₄₂H₇₀O₃₅
• 分子量: 1422.36
• InChiKey: RDQOSRMNLQQRKX-ZQOBQRRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -11.85
• 重原子数：
  98.0
• 可旋转键数：
  11.0
• 环数：
  18.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  616.37
• 氢给体数：
  23.0
• 氢受体数：
  37.0

反应信息

• 作为产物：
  描述：

  β-环糊精 、 依托度酸 以 水 为溶剂， 反应 48.25h， 生成 β-CD etodolac inclusion complex 1:1
  参考文献：
  名称：

  Host–guest system of etodolac in native and modified β-cyclodextrins: preparation and physicochemical characterization

  摘要：

  依托度酸是一种几乎不溶解的候选药物，具有一定的毒性作用，生物利用度有限。长期使用会造成胃肠道损伤，增加溃疡并发症的风险。本研究的方法是利用β-、甲基-β-和羟丙基-β-环糊精的络合现象来改善药物的理化性质，从而提高依托度酸的水溶性和溶解速率，努力提高口服生物利用率。在某些情况下，这种方法可用于提高药物溶解度，改善感官特性，并通过减少口服后的药物刺激，最大限度地提高胃肠道耐受性。差示紫外测量和连续变化图显示，与羟丙基-β-环糊精形成了等摩尔络合物，与β-环糊精及其甲基衍生物形成了 1:2 的络合物。应用差示扫描量热法（DSC）、X 射线和傅立叶变换红外测量法证明了包合物的形成并确定了复合物的特征。这些结果证明了依托度酸的增溶主要与包涵复合物的形成有关，其次才是环糊精聚集体。了解了影响依托度酸性能的因素后，我们就可以说，通过对药物进行分子封装，以及对母体β-环糊精进行适当的羟基化或甲基化等改性，就能克服依托度酸存在的问题，促进安全高效地给药。

  DOI：

  10.1007/s10847-012-0223-8

文献信息

• Enhancing the dissolution of hydrophobic guests using solid state inclusion complexation: characterization and in vitro evaluation
  作者：V. R. Sinha、Amita、Renu Chadha、Honey Goel

  DOI：10.1007/s10847-009-9655-1

  日期：2010.4

  The objectives of the present investigation were to prepare and characterize solid inclusion complexes of Etodolac (ETD) with β-cyclodextrin (β-CD) in order to study the effect of complexation on the dissolution rate of ETD, a hydrophobic guest molecule. Phase solubility curve was classified as a typical AL-type for the cyclodextrins (CD’s), showing that soluble complex was formed. The inclusion complexes in the molar ratio of 1:1 and 1:2 (β-CD–ETD) were prepared by various methods such as kneading, co-evaporation and in molar ratio of 1:1 by spray dried technique respectively. The molecular behaviors of ETD in all samples were characterized by nuclear magnetic resonance (NMR) spectroscopy, fourier-transform infrared (FTIR) spectroscopy, differential scanning calorimetry (DSC) and powder X-ray diffraction (PXRD) studies and Scanning Electron microscopy (SEM) analysis. The results of these studies indicated that complexes prepared by kneading, co-evaporation and spray drying techniques showed inclusion of the ETD molecule into the CD’s cavities. The highest improvement in in vitro dissolution profiles was observed in complexes prepared with spray dried technique. Mean in vitro dissolution time indicated significant difference between the release profiles of ETD from complexes and physical mixtures and from pure ETD.

  本研究旨在制备和表征依托度酸（ETD）与β-环糊精（β-CD）的固态包合物，以研究络合作用对疏水性客体分子依托度酸溶解速率的影响。环糊精（CD）的相溶解度曲线属于典型的 AL 型，表明形成了可溶性络合物。摩尔比为 1:1 和 1:2 的包合物（β-CD-ETD）分别采用捏合、共蒸发等不同方法制备，摩尔比为 1:1 的包合物则采用喷雾干燥技术制备。通过核磁共振（NMR）光谱、傅立叶变换红外（FTIR）光谱、差示扫描量热法（DSC）、粉末 X 射线衍射（PXRD）研究和扫描电子显微镜（SEM）分析，对所有样品中 ETD 的分子行为进行了表征。这些研究结果表明，通过捏合、共蒸发和喷雾干燥技术制备的复合物显示出 ETD 分子包含在 CD 的空腔中。在采用喷雾干燥技术制备的复合物中，体外溶解曲线的改善幅度最大。平均体外溶解时间表明，复合物和物理混合物中的 ETD 释放曲线与纯 ETD 释放曲线之间存在显著差异。
• Etodolac:β-cyclodextrin inclusion complex as a novel fluorescent chemosensor probe for Ba²⁺
  作者：K. Sivakumar、M. Parameswari、T. Stalin

  DOI：10.1080/07328303.2016.1149713

  日期：2016.2.12

  The inclusion complex of etodolac (ETD) with beta-CD was investigated by UV-visible and fluorescence spectroscopy. The chemosensory ability of ETD:beta-CD complex for various metal cations was investigated thoroughly, and we found that the emission of the complex showed a drastic increase in the intensity for Ba2+. Competitive experiments of ETD:beta-CD complex with Ba2+ showed that no significant variation was found in the fluorescence intensity of the ETD:beta-CD/Ba2+ complex upon adding other cations, such as Na+, Ag+, Hg2+, Cd2+, Al3+, Cr3+, Fe3+, Se4+, and Ti4+. The linearity range, limit of detection (LOD), and limit of quantitation (LOQ) were determined from the selectivity and sensitivity studies.