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阿普斯特乙醇半溶剂合物半水合物溶剂变体的晶体结构

Crystal structure of an apremilast ethanol hemisolvate hemihydrate solvatomorph.

作者信息

Wu Yun-Deng, Liu Xiao-Hong, Xu Jian, Zhang Si-Han, Shen Kun, Sun Ling, He Yong-Mei, Ma Yan, Zhang Ai-Hua

机构信息

SpringPharma Tech Co. Ltd, Weidi Road 9, 210046 Nanjing, People's Republic of China.

JiangSu Center for Safety Evaluation of Drugs, Majia Street 26, 210009 Nanjing, People's Republic of China.

出版信息

Acta Crystallogr E Crystallogr Commun. 2017 May 9;73(Pt 6):821-824. doi: 10.1107/S2056989017006661. eCollection 2017 Jun 1.

DOI:10.1107/S2056989017006661
PMID:28638635
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5458300/
Abstract

The title compound, CHNOS·0.5CHOH·0.5HO {systematic name: ()-4-acetamido-2-[1-(3-eth-oxy-4-meth-oxy-phen-yl)-2-(methyl-sulfon-yl)eth-yl]iso-indo-line-1,3-dione ethanol hemisolvate hemihydrate}, is a novel solvatomorph of apremilast (AP), which is an inhibitor of phosphodiesterase 4 (PDE4) and is indicated for the treatment of adult patients with active psoriatic arthritis. The asymmetric unit contains one mol-ecule of AP and disordered mol-ecules of ethanol and water, both with half occupancy. The dihedral angle between the planes of the phenyl ring and the iso-indole ring is 67.9 (2)°. Extensive intra- and inter-molecular hydrogen bonds help to stabilize the mol-ecular conformation and sustain the crystal packing.

摘要

标题化合物CHNOS·0.5CHOH·0.5HO {系统名称：()-4-乙酰氨基-2-[1-(3-乙氧基-4-甲氧基苯基)-2-(甲基磺酰基)乙基]异吲哚啉-1,3-二酮乙醇半溶剂化物半水合物}是阿普司特(AP)的一种新型溶剂变体，阿普司特是一种磷酸二酯酶4 (PDE4)抑制剂，用于治疗活动性银屑病关节炎成年患者。不对称单元包含一个AP分子以及占有率均为一半的无序乙醇分子和水分子。苯环平面与异吲哚环平面之间的二面角为67.9 (2)°。广泛的分子内和分子间氢键有助于稳定分子构象并维持晶体堆积。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/4e2e3991a0b0/e-73-00821-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/38034babd399/e-73-00821-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/9213309545f0/e-73-00821-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/c10e951fa277/e-73-00821-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/4e2e3991a0b0/e-73-00821-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/38034babd399/e-73-00821-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/9213309545f0/e-73-00821-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/c10e951fa277/e-73-00821-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/62da/5458300/4e2e3991a0b0/e-73-00821-fig4.jpg

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The preparation, characterization, structure and dissolution analysis of apremilast solvatomorphs.阿普斯特溶剂化物的制备、表征、结构及溶出度分析
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