54069-33-9Relevant academic research and scientific papers
Regioselective N-methylation of methylthio-substituted pyrimidinones and 1,2,4-triazinone with methanol over H-Y zeolite
Heravi, Majid M.,Oskooi, Hossian A.,Mafi, Morteza
, p. 1725 - 1730 (1997)
Liquid-phase methylation of 2-methylthio-4-pyrimidone (4), 6-methyl-2-methylthio-4-pyrimidone (5) and 6-methyl-3-methylthio-1,2,4-triazine-5-one (6) with MeOH over HY-Zeolite selectively gave 1-methyl-2-methylthio-4-pyrimidone (7),1,6-dimethyl-2-methylthio-4-pyrimidone (9) and 2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one (11), respectively.
The behavior of 6-methyl-2-thiouracil towards wittig-horner reagents
Yakout, El-Sayed M.A.,Giurgius, Dalal B.,Boulos
, p. 177 - 187 (1999)
6-Methyl-2-thiouracil (1) reacts with Wittig-Horner (2a-e) reagents to give the new products 3,4,6,7 and 9 along with the alkylated derivatives 5,8 and 10. When 1 was treated with 2e and/or 2f, the alkylated compound 10 is the sole reaction prduct. Possible reaction mechanism are considered and the structural assignments are based on compatible analytical and spectroscopic results.
Antithyroid drugs and their analogues protect against peroxynitritemediated protein tyrosine nitration-a mechanistic study
Bhabak, Krishna P.,Mugesh, Govindasamy
experimental part, p. 1175 - 1185 (2010/06/19)
In this paper, the effect of some commonly used antithyroid drugs and their analogues on peroxynitritemediated nitration of proteins is described. The nitration of tyrosine residues in bovine serum albumin (BSA) and cytochrome c was studied by Western blot analysis. These studies reveal that the antithyroid drugs methimazole (MMI), 6-n-propyl-2-thiouracil (PTU), and 6-methyl-2- thiouracil (MTU), which contain thione moieties, significantly reduce the tyrosine nitration of both BSA and cytochrome c. While MMI exhibits good peroxynitrite (PN) scavenging activity, the thiouracil com-pounds PTU and MTU are slightly less effective than MMI. The S- and Semethylated compounds show a weak inhibitory effect in the nitration of tyrosine, indicating that the presence of a thione or selone moiety is important for an efficient inhibition. Similarly, the replacement of N-H moiety in MMI by N-methyl or N-m-methoxybenzyl substituents dramatically reduces the antioxidant activity of the parent com-pound. Theoretical studies indicate that the substitution of N-H moiety by NMe significantly increases the energy required for the oxidation of sulfur center by PN. However, such substitution in the selenium analogue of MMI increases the activity of parent compound. This is due to the facile oxidation of the selone moiety to the corresponding selenenic and seleninic acids. Unlike N,N'-disubstituted thiones, the corresponding selones efficiently scavenge PN, as they predominantly exist in their zwitterionic forms in which the selenium atom carries a large negative charge.
Polyfunctional derivatives of isocytosine. Effect of hydration on prototropic tautomerism of 2-(2-hydroxyethyl)amino-6-methylpyrimidin-4(3H)-one
Erkin,Krutikov
, p. 639 - 644 (2008/02/01)
Hydration of 2-(2-hydroxyethyl)amino-6-methylpyrimidin-4(3H)-one forms an equilibrium mixture of 4-oxo-3,4-dihydro and 4-hydroxy tautomers. The intermediate in mutual transitions of these tautomers has a zwitter ionic structure. The equilibrium shifts to the 4-oxo-3,4-dihydro form as the polarity of the medium decreases. 2005 Pleiades Publishing, Inc.
