Solid-state studies of the triclinic (Z' = 2) antiprotozoal drug ternidazole.
The solid-state properties of antiprotozoal ternidazole (3-(2-methyl-5-nitroimidazol-1-yl)-propan-1-ol) have been studied. Crystals are triclinic in the temperature interval between 100 and 333 K (melting point) with two different molecular conformations present in the asymmetric unit (Z' = 2) and two of each conformer make up a tetramer held together by hydrogen bonding. Its melting enthalpy at 333 K is 25.65 (± 1.29) kJ · mol(-1). Linear plots were obtained for the melting temperature versus pressure (dP/dT = 5.67 (± 0.08) MPa · K(-1)] and the glass transition versus pressure [dP/dT = 7.73 (±1.76) MPa · K(-1)]. No crystalline polymorphism could be detected; thus, the single-crystal structure that has been found is most likely the stable one.
Laboratoire de Chimie Physique (former EA4066), Faculté de Pharmacie, Université Paris Descartes, 75006 Paris, France.
Nathalie
N
Mahé
Marc-Antoine
MA
Perrin
Maria
M
Barrio
Béatrice
B
Nicolaï
Ivo B
IB
Rietveld
Josep-Lluís
JL
Tamarit
René
R
Céolin
D000981:Antiprotozoal Agents / Q000737:chemistry*; D002152:Calorimetry, Differential Scanning; D003460:Crystallization; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D009593:Nitroimidazoles; D009950:Ornidazole / Q000031:analogs & derivatives* / Q000737:chemistry; D044367:Phase Transition; D020005:Propanols; D013499:Surface Properties; D013816:Thermodynamics; D014961:X-Ray Diffraction
D000981:Antiprotozoal Agents; D009593:Nitroimidazoles; D020005:Propanols; C560732:ternidazole; D009950:Ornidazole