Characterization and crystal structure of two polymorphic forms of racemic thalidomide

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“…A physical parameter that is necessary for solubility analysis is the molar volume of liquid solute. The molar volume, V 2 , of thalidomide was determined from its molecular weight divided by its crystalline density (12). Because the crystalline densities of the N-alkyl analogs were not known, their molar volumes were estimated, starting with thalidomide's true molar volume, by summation and subtraction of functional-group molar volumes that distinguish the individual compounds from thalidomide (13).…”

Development of thalidomide-loaded biodegradable devices and evaluation of the effect on inhibition of inflammation and angiogenesis after subcutaneous application

“…3) show diffraction peaks characteristics of crystalline compounds and a background that reveals the presence of an amorphous phase, related to the polymer. Actually more than one crystalline THD phase may be noted, probably in the P21/n (a polymorph) and C2/c (b polymorph) space groups [16]. In the implant containing 75% (w/w) of THD there was also a second incipient crystalline phase of the drug, probably due to ITS b polymorph.…”

Crystal structure of the thalidomide analog (3aR*,7aS*)-2-(2,6-dioxopiperidin-3-yl)hexahydro-1H-isoindole-1,3(2H)-dione

“…As a result of this interest in thalidomide, the crystal structure of this molecule in both the racemic and enantiomerically pure forms have been determined multiple times (Lovell, 1970(Lovell, , 1971Reepmeyer et al, 1994;Allen & Trotter, 1971;Caira et al, 1994;Suzuki et al, 2010;Maeno et al, 2015). Two polymorphs of the racemic derivative have been determined crystallizing in the space groups P2 1 /n (Allen & Trotter, 1971;Suzuki et al, 2010;Maeno et al, 2015) and P2 1 /c (Lovell, 1970) or C2/c (Reepmeyer et al, 1994;Caira et al, 1994). The crystal packing in the C2/c structure is determined by intermolecular N-HÁ Á ÁO hydrogen bonding that is more extensive than that reported for the racemate of thalidomide crystallizing in space group P2 1 /n.…”