Cargando…
TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents
To avoid problems associated with the storage and processing of newly developed potential medicines, there is a need to carry out thermal studies in the preclinical phase of drug development. The thermal behaviour and decomposition pathway of a whole novel class of patented potential molecular pharm...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9967103/ https://www.ncbi.nlm.nih.gov/pubmed/36838723 http://dx.doi.org/10.3390/molecules28041735 |
_version_ | 1784897181769007104 |
---|---|
author | Ostasz, Agnieszka Łyszczek, Renata Sztanke, Krzysztof Sztanke, Małgorzata |
author_facet | Ostasz, Agnieszka Łyszczek, Renata Sztanke, Krzysztof Sztanke, Małgorzata |
author_sort | Ostasz, Agnieszka |
collection | PubMed |
description | To avoid problems associated with the storage and processing of newly developed potential medicines, there is a need to carry out thermal studies in the preclinical phase of drug development. The thermal behaviour and decomposition pathway of a whole novel class of patented potential molecular pharmaceutics, i.e., ethyl 2-[4-oxo-8-(R-phenyl)-4,6,7,8-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl]acetates (1–6) were reported for the first time in inert and oxidative atmospheres. The experiments were conducted with the use of simultaneous thermogravimetry/differential scanning calorimetry (TG-DSC) and simultaneous thermogravimetry coupled with Fourier transform infrared spectroscopy (TG-FTIR). The decomposition pathways of compounds 1–6 were found to be different under oxidative and inert conditions. It was proven that the investigated molecules reveal higher thermal stability under a synthetic air atmosphere than under a nitrogen atmosphere, and their decomposition is preceded by the melting process. Among all the investigated compounds, only the meta-chloro derivative (4) was found to exhibit interesting polymorphic behaviour at a low heating rate (10 °C min(−1)). It was proven that the oxidative decomposition process of the studied molecules proceeds in three overlapping stages accompanied by strong exothermic effects. Additionally, it was concluded that the title compounds were stable up to a temperature of 195–216 °C in an atmosphere of synthetic air, and their thermal stability decreased in the order of R at the benzene ring: 4-CH(3) > 3,4-Cl(2) > 4-Cl > H > 2-OCH(3) > 3-Cl. |
format | Online Article Text |
id | pubmed-9967103 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-99671032023-02-26 TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents Ostasz, Agnieszka Łyszczek, Renata Sztanke, Krzysztof Sztanke, Małgorzata Molecules Article To avoid problems associated with the storage and processing of newly developed potential medicines, there is a need to carry out thermal studies in the preclinical phase of drug development. The thermal behaviour and decomposition pathway of a whole novel class of patented potential molecular pharmaceutics, i.e., ethyl 2-[4-oxo-8-(R-phenyl)-4,6,7,8-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-yl]acetates (1–6) were reported for the first time in inert and oxidative atmospheres. The experiments were conducted with the use of simultaneous thermogravimetry/differential scanning calorimetry (TG-DSC) and simultaneous thermogravimetry coupled with Fourier transform infrared spectroscopy (TG-FTIR). The decomposition pathways of compounds 1–6 were found to be different under oxidative and inert conditions. It was proven that the investigated molecules reveal higher thermal stability under a synthetic air atmosphere than under a nitrogen atmosphere, and their decomposition is preceded by the melting process. Among all the investigated compounds, only the meta-chloro derivative (4) was found to exhibit interesting polymorphic behaviour at a low heating rate (10 °C min(−1)). It was proven that the oxidative decomposition process of the studied molecules proceeds in three overlapping stages accompanied by strong exothermic effects. Additionally, it was concluded that the title compounds were stable up to a temperature of 195–216 °C in an atmosphere of synthetic air, and their thermal stability decreased in the order of R at the benzene ring: 4-CH(3) > 3,4-Cl(2) > 4-Cl > H > 2-OCH(3) > 3-Cl. MDPI 2023-02-11 /pmc/articles/PMC9967103/ /pubmed/36838723 http://dx.doi.org/10.3390/molecules28041735 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Ostasz, Agnieszka Łyszczek, Renata Sztanke, Krzysztof Sztanke, Małgorzata TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title | TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title_full | TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title_fullStr | TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title_full_unstemmed | TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title_short | TG-DSC and TG-FTIR Studies of Annelated Triazinylacetic Acid Ethyl Esters—Potential Anticancer Agents |
title_sort | tg-dsc and tg-ftir studies of annelated triazinylacetic acid ethyl esters—potential anticancer agents |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9967103/ https://www.ncbi.nlm.nih.gov/pubmed/36838723 http://dx.doi.org/10.3390/molecules28041735 |
work_keys_str_mv | AT ostaszagnieszka tgdscandtgftirstudiesofannelatedtriazinylaceticacidethylesterspotentialanticanceragents AT łyszczekrenata tgdscandtgftirstudiesofannelatedtriazinylaceticacidethylesterspotentialanticanceragents AT sztankekrzysztof tgdscandtgftirstudiesofannelatedtriazinylaceticacidethylesterspotentialanticanceragents AT sztankemałgorzata tgdscandtgftirstudiesofannelatedtriazinylaceticacidethylesterspotentialanticanceragents |