{"title":"2,5-二丁基硫-2,3-二氢-2-甲酰基- 4h -吡喃硫代氨基脲及其铜配合物的合成与表征","authors":"E. Verochkina, N. V. Vchislo, L. Larina, E. Titov","doi":"10.21285/2227-2925-2022-12-1-167-172","DOIUrl":null,"url":null,"abstract":"Previously unknown derivatives of thiosemicarbazide were obtained in high yields by the condensation reaction of 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran with 4-phenylthiosemicarbazide or thiosemicarbazide when boiling in EtOH. The reaction products are represented by colored oils. Cu(II) complexes based on 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran carbazones were synthesized by their interaction with copper (II) chloride. All these complexes are soluble in dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) and, according to elemental analysis, have a 1:1 metal-ligand stoichiometry. The obtained compounds were studied using IR and 1H, 13C, 15N NMR spectroscopy, as well as elemental analysis. The obtained copper-containing complexes with thiosemicarbazones are of particular interest due to their pronounced biological activity. The thiosemicarbazone 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran compound was subjected to primary screening for acute toxicity. The obtained results showed that, when taken intragastricaly, the studied compound can be characterized as a substance with a low risk of acute toxicity. According to the DL50 parameter, the compound belongs to the V hazard class (DL50>2000 mg/kg).","PeriodicalId":20601,"journal":{"name":"PROCEEDINGS OF UNIVERSITIES APPLIED CHEMISTRY AND BIOTECHNOLOGY","volume":"6 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2022-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and characterization of 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran thiosemicarbazones and their copper complexes\",\"authors\":\"E. Verochkina, N. V. Vchislo, L. Larina, E. Titov\",\"doi\":\"10.21285/2227-2925-2022-12-1-167-172\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Previously unknown derivatives of thiosemicarbazide were obtained in high yields by the condensation reaction of 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran with 4-phenylthiosemicarbazide or thiosemicarbazide when boiling in EtOH. The reaction products are represented by colored oils. Cu(II) complexes based on 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran carbazones were synthesized by their interaction with copper (II) chloride. All these complexes are soluble in dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) and, according to elemental analysis, have a 1:1 metal-ligand stoichiometry. The obtained compounds were studied using IR and 1H, 13C, 15N NMR spectroscopy, as well as elemental analysis. The obtained copper-containing complexes with thiosemicarbazones are of particular interest due to their pronounced biological activity. The thiosemicarbazone 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran compound was subjected to primary screening for acute toxicity. The obtained results showed that, when taken intragastricaly, the studied compound can be characterized as a substance with a low risk of acute toxicity. According to the DL50 parameter, the compound belongs to the V hazard class (DL50>2000 mg/kg).\",\"PeriodicalId\":20601,\"journal\":{\"name\":\"PROCEEDINGS OF UNIVERSITIES APPLIED CHEMISTRY AND BIOTECHNOLOGY\",\"volume\":\"6 1\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2022-04-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"PROCEEDINGS OF UNIVERSITIES APPLIED CHEMISTRY AND BIOTECHNOLOGY\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.21285/2227-2925-2022-12-1-167-172\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"PROCEEDINGS OF UNIVERSITIES APPLIED CHEMISTRY AND BIOTECHNOLOGY","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.21285/2227-2925-2022-12-1-167-172","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Synthesis and characterization of 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran thiosemicarbazones and their copper complexes
Previously unknown derivatives of thiosemicarbazide were obtained in high yields by the condensation reaction of 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran with 4-phenylthiosemicarbazide or thiosemicarbazide when boiling in EtOH. The reaction products are represented by colored oils. Cu(II) complexes based on 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran carbazones were synthesized by their interaction with copper (II) chloride. All these complexes are soluble in dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) and, according to elemental analysis, have a 1:1 metal-ligand stoichiometry. The obtained compounds were studied using IR and 1H, 13C, 15N NMR spectroscopy, as well as elemental analysis. The obtained copper-containing complexes with thiosemicarbazones are of particular interest due to their pronounced biological activity. The thiosemicarbazone 2,5-dibutylthio-2,3-dihydro-2-formyl-4H-pyran compound was subjected to primary screening for acute toxicity. The obtained results showed that, when taken intragastricaly, the studied compound can be characterized as a substance with a low risk of acute toxicity. According to the DL50 parameter, the compound belongs to the V hazard class (DL50>2000 mg/kg).