Hydrogen bonded dimers vs.one-dimensional chains in 2-thiooxoimidazolidin-4-one (thiohydantoin) drug derivativesElectronic supplementary information (ESI) available: CIF and platon.lst (CALC ALL) files are included for all X-ray structures. Hirshfeld surfaces and fingerprint plots calculated for the X-ray structures found in the CSD. CCDC reference numbers 756015–756021. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/b924683e

Autor: Sushil Jha, Jon D. Silversides, Ross W. Boyle, Stephen J. Archibald
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Zdroj: CrystEngComm; Jun2010, Vol. 12 Issue 6, p1730-1739, 10p
Abstrakt: Hydantoins have been known as medicinally active compounds since the 1940s and thiohydantoin derivatives are currently undergoing clinical trials as potent androgen receptor antagonist drugs. Control of solid state properties including the formation of drug polymorphs is important to the pharmaceutical industry, and frequently results from different H-bonded motifs. N–H thiohydantoins show formation of H-bonded arrays in the solid state. Two novel and five known thiohydantoin derivatives were synthesised viareaction of alkyl isothiocyanates with amino acid methyl esters. X-Ray crystallographic data were obtained for all seven compounds showing that four of the structures contain hydrogen bonded dimeric units linked viaN–HS interactions and three of the structures have N–HO linked H-bonded chains. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index