{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,1]],"date-time":"2025-12-01T11:17:26Z","timestamp":1764587846419,"version":"3.33.0"},"reference-count":29,"publisher":"International Union of Crystallography (IUCr)","issue":"4","license":[{"start":{"date-parts":[[2017,3,6]],"date-time":"2017-03-06T00:00:00Z","timestamp":1488758400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2017,3,6]],"date-time":"2017-03-06T00:00:00Z","timestamp":1488758400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Struct Chem","Acta Crystallogr C","Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst C Struct Chem","Acta Cryst Sect C","Acta Cryst Sect C Struct Chem","Acta Crystallogr Sect C","Acta Crystallogr Sect C Struct Chem","Acta Crystallogr Sect C Cryst Struct Commun"],"published-print":{"date-parts":[[2017,4,1]]},"abstract":"<jats:p>Apremilast (AP) {systematic name: (<jats:italic>S<\/jats:italic>)-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, C<jats:sub>22<\/jats:sub>H<jats:sub>24<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>7<\/jats:sub>S\u00b70.5C<jats:sub>4<\/jats:sub>H<jats:sub>8<\/jats:sub>O<jats:sub>2<\/jats:sub>, the AP toluene hemisolvate, C<jats:sub>22<\/jats:sub>H<jats:sub>24<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>7<\/jats:sub>S\u00b70.5C<jats:sub>7<\/jats:sub>H<jats:sub>8<\/jats:sub>, and the AP dichloromethane monosolvate, C<jats:sub>22<\/jats:sub>H<jats:sub>24<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>7<\/jats:sub>S\u00b7CH<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub>, 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 <jats:italic>in vitro<\/jats:italic> 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 f<jats:sub>2<\/jats:sub> in a comparison of their dissolution profiles.<\/jats:p>","DOI":"10.1107\/s2053229617002984","type":"journal-article","created":{"date-parts":[[2017,3,6]],"date-time":"2017-03-06T15:33:33Z","timestamp":1488814413000},"page":"305-313","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":11,"title":["The preparation, characterization, structure and dissolution analysis of apremilast solvatomorphs"],"prefix":"10.1107","volume":"73","author":[{"given":"Yun-Deng","family":"Wu","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiao-Lei","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xiao-Hong","family":"Liu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jian","family":"Xu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mei","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kun","family":"Shen","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Si-Han","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yong-Mei","family":"He","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yan","family":"Ma","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ai-Hua","family":"Zhang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2017,3,6]]},"reference":[{"key":"fm3048_bb1","doi-asserted-by":"crossref","first-page":"283","DOI":"10.1016\/j.molstruc.2009.09.044","volume":"938","author":"Barczy\u0144ski","year":"2009","journal-title":"J. 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