pterostilbene-glutaric acid cocrystal | 1304126-72-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: pterostilbene-glutaric acid cocrystal
• 英文别名: 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol;pentanedioic acid
• CAS: 1304126-72-4
• 化学式: C₅H₈O₄*C₁₆H₁₆O₃
• 分子量: 388.417
• InChiKey: DMYXOXWDOXNFOR-BJILWQEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  戊二酸 、 紫檀芪 以 甲苯 为溶剂， 以83%的产率得到pterostilbene-glutaric acid cocrystal
  参考文献：
  名称：

  Improving the Poor Aqueous Solubility of Nutraceutical Compound Pterostilbene through Cocrystal Formation

  摘要：

  Pterostilbene is a nutraceutical compound being investigated for its ability to form cocrystals with pharmaceutically acceptable cofonners to improve its poor aqueous solubility. Cocrystals of a 2:1 and 1:1 stoichiometric molar ratio of pterostilbene with piperazine or glutaric acid were synthesized on a multigram scale and fully characterized including single-crystal X-ray diffraction. Furthermore, both cocrystals were evaluated for physical stability with respect to humidity and temperature as well as kinetic solubility. Each cocrystal displayed remarkable stability, showing no evidence of dissociation across a range of durations, temperatures, and relative humidities. The aqueous concentration of pterostilbene measured over five hours from dissolution of the pterostilbene-piperazine cocrystal was six times higher than the solubility of the single component pterostilbene. Although:X-ray powder diffraction results indicate partial transformation of the pterostilbene-piperazine cocrystal to pterostilbene after 5 h, this increase in concentration was sustained throughout the dissolution experiment. Within 5 min of slurrying the pterostilliene-glutaric acid cocrystal in water, precipitation of pterostilbene was observed; thus no dissolution data under these conditions were obtained.

  DOI：

  10.1021/cg1016092