agomelatine 1:1 cocrystal with acetic acid | 1259393-46-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: agomelatine 1:1 cocrystal with acetic acid
• 英文别名: acetic acid;N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
• CAS: 1259393-46-8
• 化学式: C₂H₄O₂*C₁₅H₁₇NO₂
• 分子量: 303.358
• InChiKey: NMDWMKXXZLWOFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  溶剂黄146 、 阿戈美拉汀 反应 480.0h， 生成 agomelatine 1:1 cocrystal with acetic acid
  参考文献：
  名称：

  Polymorphism of Cocrystals: The Promiscuous Behavior of Agomelatine

  摘要：

  传统观点认为，与单组分晶体相比，共晶体的多态性是一种不太常见的现象。然而，由于近年来对共晶体的研究有了长足的发展，剑桥结构数据库（Cambridge Structural Database）中已解决的多态共晶体结构的数量有所增加，这有助于更好地理解多组分晶体中是否存在这种影响较小的现象。在本文中，我们描述了阿戈美拉汀（agomelatine）的共晶体图谱，这是一种特别杂乱的药物，能够与多达九种不同的共形体共晶体。有趣的是，其中两种共聚物在筛选过程中产生了多态共晶，这使阿戈美拉汀成为一个新的例子，质疑了多态性对共晶影响较小的传统观点，并强调了多态性研究在共晶筛选中的重要性。根据单晶/实验室 X 射线粉末衍射数据，我们确定了新形式的晶体结构，从而完成了这项工作。

  DOI：

  10.1021/acs.cgd.5b01628

文献信息

• Structures of Polymorphic Agomelatine and Its Cocrystals with Acetic Acid and Ethylene Glycol
  作者：Sai-Li Zheng、Jia-Mei Chen、Wei-Xiong Zhang、Tong-Bu Lu

  DOI：10.1021/cg101234p

  日期：2011.2.2

  Two polymorphic structures of Form II and Form III of agomelatine were determined by single and powder X-ray diffraction, respectively, in which the agomelatine molecules are linked through the intermolecular hydrogen bonding interactions to form a one-dimensional (1D) chain, and the ID chains are further packed through interchain pi center dot center dot center dot pi and C-H center dot center dot center dot pi interactions to generate the three-dimensional (3D) structures. Two agomelatine cocrystals with acetic acid (1) and ethylene glycol (2) were synthesized, and their structures were determined by single and powder X-ray diffraction, respectively, in which the acetic acid molecules in 1 alternately link the agomelatine molecules to form I D right-handed and left-handed helical chains, while the alternately linking of agomelatine molecules by ethylene glycol molecules in 2 generates the homochiral right-handed helical chains. After the formation of cocrystals of 1 and 2, the melting points dramatically decrease, and the solubility is approximately twice as large as that of Form II.