A. R. Migranov, L. R. Yakupova, R. L. Safiullin, S. A. Grabovsky
{"title":"6-氨基-5-羟基-2,3-二甲基嘧啶-4(3H)- 1作为氧化抑制剂","authors":"A. R. Migranov, L. R. Yakupova, R. L. Safiullin, S. A. Grabovsky","doi":"10.1134/S0023158424602420","DOIUrl":null,"url":null,"abstract":"<p>The rate constant of the reaction of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one (<b>1</b>) with peroxyl radicals was measured in a model system of radical chain oxidation of 1,4-dioxane. Oxidation of 1,4-dioxane with atmospheric oxygen was carried out at a temperature of 333 K. Oxygen uptake was monitored using a universal differential manometric setup. It was found that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one slowed down the rate of 1,4-dioxane oxidation. The effective rate constant of the interaction of the peroxyl radical of 1,4-dioxane with 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one was found: <i>fk</i><sub>7</sub> = (6.2 ± 0.1) × 10<sup>5</sup> L mol<sup>–1</sup> s<sup>–1</sup>. The stoichiometric inhibition coefficient <i>f</i> = 1.3 ± 0.1 was calculated from the slope of the dependence of the induction period length on the concentration of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one. The experimental data indicated that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one has antioxidant properties. It was assumed that the hydroxyl group –OH located in the 5-position of the ring was the site attacked by the peroxyl radical.</p>","PeriodicalId":682,"journal":{"name":"Kinetics and Catalysis","volume":"66 3","pages":"280 - 285"},"PeriodicalIF":1.4000,"publicationDate":"2025-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"6-Amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one as an Oxidation Inhibitor\",\"authors\":\"A. R. Migranov, L. R. Yakupova, R. L. Safiullin, S. A. Grabovsky\",\"doi\":\"10.1134/S0023158424602420\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The rate constant of the reaction of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one (<b>1</b>) with peroxyl radicals was measured in a model system of radical chain oxidation of 1,4-dioxane. Oxidation of 1,4-dioxane with atmospheric oxygen was carried out at a temperature of 333 K. Oxygen uptake was monitored using a universal differential manometric setup. It was found that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one slowed down the rate of 1,4-dioxane oxidation. The effective rate constant of the interaction of the peroxyl radical of 1,4-dioxane with 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one was found: <i>fk</i><sub>7</sub> = (6.2 ± 0.1) × 10<sup>5</sup> L mol<sup>–1</sup> s<sup>–1</sup>. The stoichiometric inhibition coefficient <i>f</i> = 1.3 ± 0.1 was calculated from the slope of the dependence of the induction period length on the concentration of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one. The experimental data indicated that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3<i>H</i>)-one has antioxidant properties. It was assumed that the hydroxyl group –OH located in the 5-position of the ring was the site attacked by the peroxyl radical.</p>\",\"PeriodicalId\":682,\"journal\":{\"name\":\"Kinetics and Catalysis\",\"volume\":\"66 3\",\"pages\":\"280 - 285\"},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2025-09-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Kinetics and Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S0023158424602420\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Kinetics and Catalysis","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S0023158424602420","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
6-Amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one as an Oxidation Inhibitor
The rate constant of the reaction of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one (1) with peroxyl radicals was measured in a model system of radical chain oxidation of 1,4-dioxane. Oxidation of 1,4-dioxane with atmospheric oxygen was carried out at a temperature of 333 K. Oxygen uptake was monitored using a universal differential manometric setup. It was found that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one slowed down the rate of 1,4-dioxane oxidation. The effective rate constant of the interaction of the peroxyl radical of 1,4-dioxane with 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one was found: fk7 = (6.2 ± 0.1) × 105 L mol–1 s–1. The stoichiometric inhibition coefficient f = 1.3 ± 0.1 was calculated from the slope of the dependence of the induction period length on the concentration of 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one. The experimental data indicated that 6-amino-5-hydroxy-2,3-dimethylpyrimidin-4(3H)-one has antioxidant properties. It was assumed that the hydroxyl group –OH located in the 5-position of the ring was the site attacked by the peroxyl radical.
期刊介绍:
Kinetics and Catalysis Russian is a periodical that publishes theoretical and experimental works on homogeneous and heterogeneous kinetics and catalysis. Other topics include the mechanism and kinetics of noncatalytic processes in gaseous, liquid, and solid phases, quantum chemical calculations in kinetics and catalysis, methods of studying catalytic processes and catalysts, the chemistry of catalysts and adsorbent surfaces, the structure and physicochemical properties of catalysts, preparation and poisoning of catalysts, macrokinetics, and computer simulations in catalysis. The journal also publishes review articles on contemporary problems in kinetics and catalysis. The journal welcomes manuscripts from all countries in the English or Russian language.