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Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents
The current research work proposed the solubility data and solution thermodynamic properties of the cardiovascular agent 6-phenylpyridazin-3(2H)-one [PPD] in twelve pharmaceutical solvents at “T = 298.2 K to 318.2 K” and “p = 0.1 MPa”. The measured solubilities of PPD were regressed well with “van’t...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6767300/ https://www.ncbi.nlm.nih.gov/pubmed/31546846 http://dx.doi.org/10.3390/molecules24183404 |
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author | Shakeel, Faiyaz Imran, Mohd Haq, Nazrul Alshehri, Sultan Anwer, Md. Khalid |
author_facet | Shakeel, Faiyaz Imran, Mohd Haq, Nazrul Alshehri, Sultan Anwer, Md. Khalid |
author_sort | Shakeel, Faiyaz |
collection | PubMed |
description | The current research work proposed the solubility data and solution thermodynamic properties of the cardiovascular agent 6-phenylpyridazin-3(2H)-one [PPD] in twelve pharmaceutical solvents at “T = 298.2 K to 318.2 K” and “p = 0.1 MPa”. The measured solubilities of PPD were regressed well with “van’t Hoff and Apelblat models”. The solid phases of pure and equilibrated PPD were characterized using differential scanning calorimetry and powder X-ray differactometry, and the results suggested no transformation of PPD into solvates/hydrates/polymorphs after equilibrium. The solubilities of PPD in a mole fraction at “T = 318.2 K” were noted at a maximum in dimethyl sulfoxide (DMSO, 4.73 × 10(−1)), followed by polyethylene glycol-400 (PEG-400, 4.12 × 10(−1)), Transcutol(®) (3.46 × 10(−1)), ethyl acetate (EA, 81 × 10(−2)), 2-butanol (2.18 × 10(−2)), 1-butanol (2.11 × 10(−2)), propylene glycol (PG, 1.50 × 10(−2)), isopropyl alcohol (IPA, 1.44 × 10(−2)), ethylene glycol (EG, 1.27 × 10(−2)), ethanol (8.22 × 10(−3)), methanol (5.18 × 10(−3)) and water (1.26 × 10(−5)). Similar tendencies were also noted at other studied temperatures. The results of the “apparent thermodynamic analysis” showed an endothermic and entropy-driven dissolution of PPD in all pharmaceutical solvents. The results of the activity coefficients suggested a maximum interaction at the molecular level in PPD-DMSO, PPD-PEG-400 and PPD-Transcutol, compared with other combination of the solute and solvents. |
format | Online Article Text |
id | pubmed-6767300 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-67673002019-10-02 Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents Shakeel, Faiyaz Imran, Mohd Haq, Nazrul Alshehri, Sultan Anwer, Md. Khalid Molecules Article The current research work proposed the solubility data and solution thermodynamic properties of the cardiovascular agent 6-phenylpyridazin-3(2H)-one [PPD] in twelve pharmaceutical solvents at “T = 298.2 K to 318.2 K” and “p = 0.1 MPa”. The measured solubilities of PPD were regressed well with “van’t Hoff and Apelblat models”. The solid phases of pure and equilibrated PPD were characterized using differential scanning calorimetry and powder X-ray differactometry, and the results suggested no transformation of PPD into solvates/hydrates/polymorphs after equilibrium. The solubilities of PPD in a mole fraction at “T = 318.2 K” were noted at a maximum in dimethyl sulfoxide (DMSO, 4.73 × 10(−1)), followed by polyethylene glycol-400 (PEG-400, 4.12 × 10(−1)), Transcutol(®) (3.46 × 10(−1)), ethyl acetate (EA, 81 × 10(−2)), 2-butanol (2.18 × 10(−2)), 1-butanol (2.11 × 10(−2)), propylene glycol (PG, 1.50 × 10(−2)), isopropyl alcohol (IPA, 1.44 × 10(−2)), ethylene glycol (EG, 1.27 × 10(−2)), ethanol (8.22 × 10(−3)), methanol (5.18 × 10(−3)) and water (1.26 × 10(−5)). Similar tendencies were also noted at other studied temperatures. The results of the “apparent thermodynamic analysis” showed an endothermic and entropy-driven dissolution of PPD in all pharmaceutical solvents. The results of the activity coefficients suggested a maximum interaction at the molecular level in PPD-DMSO, PPD-PEG-400 and PPD-Transcutol, compared with other combination of the solute and solvents. MDPI 2019-09-19 /pmc/articles/PMC6767300/ /pubmed/31546846 http://dx.doi.org/10.3390/molecules24183404 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Shakeel, Faiyaz Imran, Mohd Haq, Nazrul Alshehri, Sultan Anwer, Md. Khalid Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title | Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title_full | Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title_fullStr | Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title_full_unstemmed | Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title_short | Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2H)-one in Different Pharmaceutical Solvents |
title_sort | synthesis, characterization and solubility determination of 6-phenyl-pyridazin-3(2h)-one in different pharmaceutical solvents |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6767300/ https://www.ncbi.nlm.nih.gov/pubmed/31546846 http://dx.doi.org/10.3390/molecules24183404 |
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