Nicotine Refined: Crystal Engineering of (S)-Nicotinium Malate Salts
Nicotine Refined: Crystal Engineering of (S)-Nicotinium Malate Salts
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DOI：
10.1021/acs.cgd.1c01110
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发表时间：
2022-01-26
影响因子：
3.8
通讯作者：
Benedict, Jason B.
中科院分区：
文献类型：
--
作者：
Angevine, Devin J.;Camacho, Kristine Joy;Benedict, Jason B.
尼古丁是一种广泛消费的，但被认为是有毒的，用于娱乐用途的活性药物成分，已知会迅速恶化为不需要的和潜在有害的副产品。与盐形成剂一起结晶将不稳定的油转化为具有可调性质的固体。然而，先前报道的盐和共晶体对于人类消费不一定是安全的，其中几种含有重卤化的共形成物。当与苹果酸（一种公认为安全的（GRAS）化合物）组合时，所产生的四种结晶固体表现出高达122摄氏度的熔点，并且跨越了类似于30摄氏度的范围。尼古丁基材料还具有改善的降解性能。详细的晶体包装和热力学性质的分析提供了所观察到的性能的背景。
Nicotine, a widely consumed, yet considered toxic, active pharmaceutical ingredient for recreational use, is known to rapidly deteriorate into unwanted and potentially harmful side products. Crystallization with salt formers transforms the unstable oil into solids with tunable properties. However, previously reported salts and co-crystals are not necessarily safe for human consumption, with several containing heavily halogenated coformers. When combined with malic acid, a generally recognized as safe (GRAS) compound, the four resulting crystalline solids exhibited melting points as high as 122 degrees C and spanned a range of similar to 30 degrees C. The nicotine-based materials also possessed improved degradation properties. A detailed analysis of the crystal packing and thermodynamic properties provides context for the observed properties.