Details

Autor(en) / Beteiligte

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

Titel

The preparation, characterization, structure and dissolution analysis of apremilast solvatomorphs

Ist Teil von

• Acta crystallographica. Section C, Crystal structure communications, 2017-04, Vol.73 (4), p.305-313

Ort / Verlag

5 Abbey Square, Chester, Cheshire CH1 2HU, England: International Union of Crystallography

Erscheinungsjahr

2017

Quelle

Wiley Online Library Journals Frontfile Complete

Beschreibungen/Notizen

• Apremilast (AP) {systematic name: (S)‐2‐[1‐(3‐ethoxy‐4‐methoxyphenyl)‐2‐(methylsulfonyl)ethyl]‐4‐acetamidoisoindoline‐1,3‐dione} is an inhibitor of phosphodieasterase‐4 (PDE4) and is indicated for the treatment of adult patients with active psoriatic arthritis. The ability of AP to form solvates has been investigated and three solvatomorphs of AP, namely, the AP ethyl acetate hemisolvate, C22H24N2O7S·0.5C4H8O2, the AP toluene hemisolvate, C22H24N2O7S·0.5C7H8, and the AP dichloromethane monosolvate, C22H24N2O7S·CH2Cl2, were obtained. The three AP solvatomorphs were characterized by X‐ray powder diffraction, thermogravimetric analysis and differential scanning calorimetry. Single‐crystal X‐ray diffraction was used to analyze the structures, crystal symmetry, packing modes, stoichiometry and hydrogen‐bonding interactions of the solvatomorphs. In addition, dissolution analyses were performed to study the dissolution rates of different AP solvatomorph tablets in vitro and to make comparisons with commercial apremilast tablets (produced by Celgene); all three solvatomorphs showed similar dissolution rates and similar values of the similarity factor f2 in a comparison of their dissolution profiles. The ability of apremilast (AP) to form solvates has been investigated and three solvatomorphs of AP, namely, with ethyl acetate, toluene and dichloromethane, were obtained. The three AP solvatomorphs were characterized and dissolution analyses were performed to study the dissolution rates of different AP solvatomorph tablets in vitro and to make comparisons with commercial apremilast tablets.