Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Shakeel, Faiyaz, Imran, Mohd, Haq, Nazrul, Alshehri, Sultan, Anwer, Md. Khalid
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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
_version_ 1783454885716426752
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
work_keys_str_mv AT shakeelfaiyaz synthesischaracterizationandsolubilitydeterminationof6phenylpyridazin32honeindifferentpharmaceuticalsolvents
AT imranmohd synthesischaracterizationandsolubilitydeterminationof6phenylpyridazin32honeindifferentpharmaceuticalsolvents
AT haqnazrul synthesischaracterizationandsolubilitydeterminationof6phenylpyridazin32honeindifferentpharmaceuticalsolvents
AT alshehrisultan synthesischaracterizationandsolubilitydeterminationof6phenylpyridazin32honeindifferentpharmaceuticalsolvents
AT anwermdkhalid synthesischaracterizationandsolubilitydeterminationof6phenylpyridazin32honeindifferentpharmaceuticalsolvents