TY - DATA T1 - Investigations on the Desolvation Reaction of Pseudopolymorphic Forms of Hydrocortisone PY - 2009/02/04 AU - Viktor Suitchmezian AU - Inke Jess AU - Christian Näther UR - https://acs.figshare.com/articles/journal_contribution/Investigations_on_the_Desolvation_Reaction_of_Pseudopolymorphic_Forms_of_Hydrocortisone/2881009 DO - 10.1021/cg8002838.s001 L4 - https://ndownloader.figshare.com/files/4578904 KW - desolvation reaction KW - temperatures results KW - glucocorticoid hydrocortisone KW - formation KW - Pseudopolymorphic Forms KW - metastable form III KW - methanol solvate KW - Desolvation Reaction KW - desolvation reactions KW - Å3 KW - metastable form II KW - HydrocortisoneThe crystal structures KW - pseudopolymorphic forms KW - crystal structures KW - modification III KW - pseudopolymorphic modifications KW - reaction pathway N2 - The crystal structures of two pseudopolymorphic modifications of the glucocorticoid hydrocortisone were determined, in addition to the known structures of the 2-propanol (1), methanol (2) and pyridine (3) solvate reported recently. The chloroform solvate (4) and the N,N′-dimethylformamide solvate (5) crystallize in the monoclinic space group P21, with a = 12.5947 (8) Å, b = 12.4413 (5) Å, c = 14.9884 (11) Å, β =90.571 (9)°, V = 2348.5(2) Å3 for (4) and a = 13.4186 (10) Å, b = 6.0878 (3) Å, c = 14.6595 (11) Å, β = 104.711 (10)°, V = 1158.27(14) Å3 for 5. The crystal structures of 1, 3, and 5 are isotypic and are very similar to that of the thermodynamically metastable solvent free modification III of hydrocortisone. The removal of solvents from the pseudopolymorphic forms at elevated temperatures results in the formation of the thermodynamically most stable form I or the metastable form II of hydrocortisone. For the methanol solvate, the desolvation reaction indicates the formation of a new modification of this drug. In contrast, the removal of the solvent from the N,N′-dimethylformamide solvate (5) at room-temperature leads to the formation of the metastable form III of hydrocortisone. These results indicate a smooth reaction pathway for the desolvation reactions of the solvates into the solvent free modifications of hydrocortisone. ER -