I. Nizamov, R. Salikhov, I. D. Timushev, Yevgeniy N. Nikitin, I. Nizamov, V. Y. Yakimov, M. Shulaeva, O. K. Pozdeev, E. S. Batyeva, R. Cherkasov, A. S. Ponomareva
{"title":"Pyridinium salts of dithiophosphoric acids on the basis of nicotinic acids and their isomers, 3-hydroxypyridine, and 3-pyridinemethanol","authors":"I. Nizamov, R. Salikhov, I. D. Timushev, Yevgeniy N. Nikitin, I. Nizamov, V. Y. Yakimov, M. Shulaeva, O. K. Pozdeev, E. S. Batyeva, R. Cherkasov, A. S. Ponomareva","doi":"10.1080/10426507.2019.1673749","DOIUrl":null,"url":null,"abstract":"Abstract A new series of chiral carboxypyridinium dithiophosphates were synthesized by the reactions of nicotinic, isonicotinic, and picolinic acids with dithiophosphoric acid on the basis (1S)-endo-(–)-borneol in benzene or ethanol. 5,5-Dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane reacted with 3-hydroxypyridine or 3-pyridinemethanol in EtOH to afford the 3-hydroxypyridinium and 3-hydroxymethylpyridinium 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinanes which possessed antifungal activity against Candida albicans. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"80 1","pages":"226 - 230"},"PeriodicalIF":0.0000,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phosphorus Sulfur and Silicon and The Related Elements","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/10426507.2019.1673749","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
Abstract A new series of chiral carboxypyridinium dithiophosphates were synthesized by the reactions of nicotinic, isonicotinic, and picolinic acids with dithiophosphoric acid on the basis (1S)-endo-(–)-borneol in benzene or ethanol. 5,5-Dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane reacted with 3-hydroxypyridine or 3-pyridinemethanol in EtOH to afford the 3-hydroxypyridinium and 3-hydroxymethylpyridinium 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinanes which possessed antifungal activity against Candida albicans. Graphical Abstract