22384-57-2Relevant articles and documents
Synthesis and structures of Se analogues of the antithyroid drug 6-n-propyl-2-thiouracil and its alkyl derivatives: Formation of dimeric Se-Se compounds and deselenation reactions of charge-transfer adducts of diiodine
Antoniadis, Constantinos D.,Hadjikakou, Sotiris K.,Hadjiliadis, Nick,Papakyriakou, Athanasios,Baril, Martin,Butler, Ian S.
, p. 6888 - 6897 (2006)
Four selenium analogues of the antithyroid drug 6-n-propyl-2-thiouracil (PTU), of formulae RSeU, (R = methyl (Me) (1), ethyl (Et) (2), n-propyl (nPr) (3), and isopropyl (iPr) 4), have been synthesized. Reaction of 1-4 with diiodine in a 1:1 molar ratio in dichloromethane results in the formation of [(RSeU)I2] (R = methyl (5), ethyl (6), n-propyl (7) and isopropyl (8)). All compounds have been characterized by elemental analysis, FT-Raman, FT-IR, UV/Vis, 1H-, 13C-, 77Se-1D and -2D NMR spectroscopy, and ESI-MS spectrometric techniques. Recrystallization of 4 from dichloromethane afforded (4-CH2Cl2). Crystals of [(nPrSeU)I2] (7), a charge-transfer complex, were obtained from chloroform solutions, while crystallization of 6 and 7 from acetone afforded the diselenides [N-(6-Et-4-pyrimidone)(6-EtSeU)2] (9·2H 2O) and [N-(6-nPr-4-pyrimidone)(6-nPrSeU)2] (10) as oxidation products. Recrystallization of 7 from methanol/ acetonitrile solutions led to deselenation with the formation of 6-n-propyl2-uracil (nPrU) (11). [(nPrSeU)I2] (7) was found to be a charge-transfer complex with a Se-I bond. These results are discussed in relation to the mechanism of action of antithyroid drugs.
Facile synthesis of some new functionalized 2-selenoxopyrimidines
Fouda, Ahmed M.,Assiri, Mohammed A.,Ali, Tarik E.
, p. 324 - 330 (2020)
Some new functionalized 2-selenoxodihydropyrimidines 1–6 were synthesized in good yields via a simple one-pot reaction. The simple method depended on the reaction of selenourea with some nitrile active methylene compounds under basic-catalyzed conditions.
