title: Stavudine.
abstract: The crystal structure of the title compound (systematic name: 2',3'-didehydro-2',3'-deoxythymidine), C10H12N2O4, consists of two molecules in the asymmetric unit bound together by hydrogen bonds. The conformational geometry differentiates this form of stavudine from its two previously published polymorphs. In addition, a different hydrogen-bonding scheme is observed compared with the previous two structures. This polymorph is the thermodynamically most stable form of the antiviral drug, as evidenced by differential scanning calorimetry (DSC) and IR data.
authors.affiliation: Department of Chemical and Biochemical Engineering, The University of Western Ontario, London, Ontario, Canada N6A 5B9.
authors.forename: Mahmoud
authors.initials: M
authors.lastname: Mirmehrabi
authors.forename: Sohrab
authors.initials: S
authors.lastname: Rohani
authors.forename: Michael C
authors.initials: MC
authors.lastname: Jennings
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004355:Drug Stability; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D018119:Stavudine / Q000737:chemistry* / Q000494:pharmacology; D013816:Thermodynamics
chemical_list: D019380:Anti-HIV Agents; D018119:Stavudine