Synthesis, powder diffraction pattern, crystal structure determination of the pharmaceutical co-crystal of levetiracetam and 3,5-dinitrosalicylic acid

IF 0.3 4区材料科学 Q4 MATERIALS SCIENCE, CHARACTERIZATION & TESTING

Powder Diffraction Pub Date : 2023-10-16 DOI:10.1017/s0885715623000374

Lingling Shi, Zhengguo Chen, Hany Kafafy, Zhaoxia Zhang, Guocheng Zhu, Juming Yao, Guoqing Zhang

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引用次数: 0

Abstract

( S )-α-Ethyl-2-oxo-1-pyrrolidineacetamide (trade name levetiracetam), a derivative of piracetam, is used clinically as an add-on treatment for partial-onset seizures. In this study, we report the solid-state structure of a new drug co-crystal produced from levetiracetam and 3,5-dinitrosalicylic acid through cooling crystallization. This compound was further characterized by infrared spectroscopy, powder X-ray diffraction, and single-crystal X-ray diffraction. The new co-crystals show a 1:1 stoichiometry and crystallize in the monoclinic system, space group P 2 1 , with cell parameters: a = 9.7709(3) Å, b = 6.2202(2) Å, c = 14.7280(4) Å, α = 90°, β = 96.0340(10)°, γ = 90°, V = 890.16(5) Å 3 , and Z = 2. It is identified that hydrogen bonds are the main interactions between levetiracetam and 3,5-dinitrosalicylic acid, and the contribution of each hydrogen bond in maintaining the stability of the crystal structure was also quantified using Hirshfeld surface analysis.

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左乙拉西坦与3,5-二硝基水杨酸药用共晶的合成、粉末衍射模式及晶体结构测定

(S)-α-乙基-2-氧-1-吡咯烷乙酰胺(商品名左乙拉西坦)是吡拉西坦的衍生物，临床上用作部分发作性癫痫的附加治疗。本文报道了以左乙拉西坦和3,5-二硝基水杨酸为原料，通过冷却结晶法制备的新型药物共晶的固态结构。通过红外光谱、粉末x射线衍射和单晶x射线衍射对该化合物进行了进一步的表征。新共晶呈1:1的化学配比，在单斜晶系p21空间群中结晶，晶胞参数为:a = 9.7709(3) Å， b = 6.2202(2) Å， c = 14.7280(4) Å， α = 90°，β = 96.0340(10)°，γ = 90°，V = 890.16(5) Å 3, Z = 2。发现氢键是左乙乙胺与3,5-二硝基水杨酸之间的主要相互作用，并利用Hirshfeld表面分析定量了每个氢键对维持晶体结构稳定性的贡献。

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来源期刊

$Powder Diffraction$

Powder Diffraction 工程技术-材料科学：表征与测试

CiteScore

0.90

自引率

0.00%

发文量

审稿时长

>12 weeks

期刊介绍： Powder Diffraction is a quarterly journal publishing articles, both experimental and theoretical, on the use of powder diffraction and related techniques for the characterization of crystalline materials. It is published by Cambridge University Press (CUP) for the International Centre for Diffraction Data (ICDD).