Stavudine.
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.
Mirmehrabi
Mahmoud
M
Department of Chemical and Biochemical Engineering, The University of Western Ontario, London, Ontario, Canada N6A 5B9.
Rohani
Sohrab
S
Jennings
Michael C
MC
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
D019380:Anti-HIV Agents; D018119:Stavudine