{"title":"1,2,4-三唑-5- 1基苯磺酰胺的合成、生物活性和晶体结构","authors":"Kemal Sancak , Gülşah Gül Kılınç , Filiz Durak , Hanifi Özşanlı , Ufuk Çoruh , Burak Barut","doi":"10.1016/j.molstruc.2025.142414","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, firstly the ring closed reaction of hydrazine carboxylates (2) with 3-(2 aminoethyl) benzene sulfonamide (1) in a thermally controlled reaction afforded 4-(2-(3-alkyl/alkylaryl/aryl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl) ethyl) (3a-g) sulfonamide derivative 1,2,4-triazol-5-one compounds. The synthesized compounds were characterized using FT-IR, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectra. In the second step, inhibition studies of acetylcholinesterase, butyrylcholinesterase α-glycosidase and tyrosinase were performed to determine the inhibitory properties of the compounds. In antimicrobial tests against 13 different microorganisms, it was determined that the compounds were selectively effective against the <em>Bacillius Cereus</em> pathogen. Antioxidant activity tests were performed in the part of the study, moderate radical scavenging properties were determined in all compounds except 3a and 3g. XRD analysis was performed to determine the structural parameters of the single crystal (3d) and to reveal the crystallographic structure information.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1339 ","pages":"Article 142414"},"PeriodicalIF":4.0000,"publicationDate":"2025-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, biological activities, and crystal structure of 1,2,4-triazole-5-one-based benzenesulfonamides\",\"authors\":\"Kemal Sancak , Gülşah Gül Kılınç , Filiz Durak , Hanifi Özşanlı , Ufuk Çoruh , Burak Barut\",\"doi\":\"10.1016/j.molstruc.2025.142414\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In this study, firstly the ring closed reaction of hydrazine carboxylates (2) with 3-(2 aminoethyl) benzene sulfonamide (1) in a thermally controlled reaction afforded 4-(2-(3-alkyl/alkylaryl/aryl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl) ethyl) (3a-g) sulfonamide derivative 1,2,4-triazol-5-one compounds. The synthesized compounds were characterized using FT-IR, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectra. In the second step, inhibition studies of acetylcholinesterase, butyrylcholinesterase α-glycosidase and tyrosinase were performed to determine the inhibitory properties of the compounds. In antimicrobial tests against 13 different microorganisms, it was determined that the compounds were selectively effective against the <em>Bacillius Cereus</em> pathogen. Antioxidant activity tests were performed in the part of the study, moderate radical scavenging properties were determined in all compounds except 3a and 3g. XRD analysis was performed to determine the structural parameters of the single crystal (3d) and to reveal the crystallographic structure information.</div></div>\",\"PeriodicalId\":16414,\"journal\":{\"name\":\"Journal of Molecular Structure\",\"volume\":\"1339 \",\"pages\":\"Article 142414\"},\"PeriodicalIF\":4.0000,\"publicationDate\":\"2025-04-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Molecular Structure\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0022286025010944\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Molecular Structure","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022286025010944","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Synthesis, biological activities, and crystal structure of 1,2,4-triazole-5-one-based benzenesulfonamides
In this study, firstly the ring closed reaction of hydrazine carboxylates (2) with 3-(2 aminoethyl) benzene sulfonamide (1) in a thermally controlled reaction afforded 4-(2-(3-alkyl/alkylaryl/aryl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl) ethyl) (3a-g) sulfonamide derivative 1,2,4-triazol-5-one compounds. The synthesized compounds were characterized using FT-IR, 1H-NMR and 13C-NMR spectra. In the second step, inhibition studies of acetylcholinesterase, butyrylcholinesterase α-glycosidase and tyrosinase were performed to determine the inhibitory properties of the compounds. In antimicrobial tests against 13 different microorganisms, it was determined that the compounds were selectively effective against the Bacillius Cereus pathogen. Antioxidant activity tests were performed in the part of the study, moderate radical scavenging properties were determined in all compounds except 3a and 3g. XRD analysis was performed to determine the structural parameters of the single crystal (3d) and to reveal the crystallographic structure information.
期刊介绍:
The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including:
• Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.)
• Chemical intermediates
• Molecules in excited states
• Biological molecules
• Polymers.
The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example:
• Infrared spectroscopy (mid, far, near)
• Raman spectroscopy and non-linear Raman methods (CARS, etc.)
• Electronic absorption spectroscopy
• Optical rotatory dispersion and circular dichroism
• Fluorescence and phosphorescence techniques
• Electron spectroscopies (PES, XPS), EXAFS, etc.
• Microwave spectroscopy
• Electron diffraction
• NMR and ESR spectroscopies
• Mössbauer spectroscopy
• X-ray crystallography
• Charge Density Analyses
• Computational Studies (supplementing experimental methods)
We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.