Multicomponent Crystals of Chlorpropamide: Multiple Conformers, Multiple Z', and Proton Transfer at Play

Haripriya B.; Hasija Avantika; Cruz-Cabeza Aurora J.; Shruti Ipsha; Chopra Deepak

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Multicomponent Crystals of Chlorpropamide: Multiple Conformers, Multiple Z', and Proton Transfer at Play

机译：氯丙丙丙丙丙丙丙丙丙丙丙丙丙丙吡喃：多元化物，多Z'和质子转移

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A new organic salt and a cocrystal of the antidiabetic drug chlorpropamide (cpa) were obtained by mechanochemical liquid-assisted grinding (LAG) with several cocrystal formers. An organic salt was formed with 4-(dimethylamino)pyridine (cpa:DMAP) and a cocrystal was obtained with 4,4'-dipyridyl (cpa:BP). After extensive screening for polymorphism/stoichiomorphism, two polymorphs of the cpa:DMAP salt (Forms I and II) and one form of the cocrystal cpa:BP were discovered. cpa:DMAP-I crystallized with eight molecules in the asymmetric unit (Z' = 4, Z '' = 8), whereas cpa:DMAP-II crystallized with two molecules in the asymmetric unit (Z' = 1, Z '' = 2). The new forms were characterized via single-crystal X-ray diffraction and powder X-ray diffraction along with thermal methods of characterization. Additionally, the various conformers found in these multicomponent forms are analyzed and compared to the known polymorphs of cpa. Finally, we show that the stable polymorph of the salt cpa:DMAP-I has a drastically enhanced aqueous solubility and dissolution rate relative to the pure cpa, thus giving it an advantage for improved drug delivery.

机译：采用机械力化学液体辅助研磨法（LAG）和几种共晶形成剂获得了一种新的有机盐和抗糖尿病药物氯丙烷（cpa）的共晶。与4-（二甲氨基）吡啶（cpa:DMAP）形成有机盐，并与4,4'-联吡啶（cpa:BP）形成共晶体。在对多态性/化学同质性进行广泛筛选后，发现了cpa的两种多晶型：DMAP盐（形式I和II）和共晶cpa:BP的一种形式。cpa:DMAP-I在不对称单元中与八个分子结晶（Z'=4，Z'=8），而cpa:DMAP-II在不对称单元中与两个分子结晶（Z'=1，Z'=2）。通过单晶X射线衍射和粉末X射线衍射以及热表征方法对新形式进行了表征。此外，还对这些多组分形式中发现的各种构象进行了分析，并与已知的cpa多晶型进行了比较。最后，我们表明，与纯cpa相比，盐cpa:DMAP-I的稳定多晶型具有显著增强的水溶性和溶解速率，从而使其具有改善药物递送的优势。

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来源
《Crystal growth & design》 |2021年第6期|共10页
作者
Haripriya B.; Hasija Avantika; Cruz-Cabeza Aurora J.; Shruti Ipsha; Chopra Deepak;
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作者单位

Indian Inst Sci Educ &

Res Bhopal Dept Chem Crystallog &

Crystal Chem Lab Bhopal 462066 Madhya Pradesh India;

Indian Inst Sci Educ &

Res Bhopal Dept Chem Crystallog &

Crystal Chem Lab Bhopal 462066 Madhya Pradesh India;

Univ Manchester Dept Chem Engn &

Analyt Sci Manchester M13 9PL Lancs England;

Indian Inst Sci Educ &

Res Bhopal Dept Chem Crystallog &

Crystal Chem Lab Bhopal 462066 Madhya Pradesh India;

Indian Inst Sci Educ &

Res Bhopal Dept Chem Crystallog &

Crystal Chem Lab Bhopal 462066 Madhya Pradesh India;

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正文语种 eng
中图分类晶体学;
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Multicomponent Crystals of Chlorpropamide: Multiple Conformers, Multiple Z', and Proton Transfer at Play

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