Synthesis, Characterization and Solubility Determination of 6-Phenyl-pyridazin-3(2<i>H</i>)-one in Different Pharmaceutical Solvents

The current research work proposed the solubility data and solution thermodynamic properties of the cardiovascular agent 6-phenylpyridazin-3(2<i>H</i>)-one [PPD] in twelve pharmaceutical solvents at &#8220;<i>T</i> = 298.2 K to 318.2 K&#8221; and &#8220;<i>p...

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Bibliographic Details
Main Authors: Faiyaz Shakeel, Mohd Imran, Nazrul Haq, Sultan Alshehri, Md. Khalid Anwer
Format: Article
Language:English
Published: MDPI AG 2019-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/18/3404
Description
Summary:The current research work proposed the solubility data and solution thermodynamic properties of the cardiovascular agent 6-phenylpyridazin-3(2<i>H</i>)-one [PPD] in twelve pharmaceutical solvents at &#8220;<i>T</i> = 298.2 K to 318.2 K&#8221; and &#8220;<i>p</i> = 0.1 MPa&#8221;. The measured solubilities of PPD were regressed well with &#8220;van&#8217;t Hoff and Apelblat models&#8221;. 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 &#8220;<i>T</i> = 318.2 K&#8221; were noted at a maximum in dimethyl sulfoxide (DMSO, 4.73 &#215; 10<sup>&#8722;1</sup>), followed by polyethylene glycol-400 (PEG-400, 4.12 &#215; 10<sup>&#8722;1</sup>), Transcutol<sup>&#174;</sup> (3.46 &#215; 10<sup>&#8722;1</sup>), ethyl acetate (EA, 81 &#215; 10<sup>&#8722;2</sup>), 2-butanol (2.18 &#215; 10<sup>&#8722;2</sup>), 1-butanol (2.11 &#215; 10<sup>&#8722;2</sup>), propylene glycol (PG, 1.50 &#215; 10<sup>&#8722;2</sup>), isopropyl alcohol (IPA, 1.44 &#215; 10<sup>&#8722;2</sup>), ethylene glycol (EG, 1.27 &#215; 10<sup>&#8722;2</sup>), ethanol (8.22 &#215; 10<sup>&#8722;3</sup>), methanol (5.18 &#215; 10<sup>&#8722;3</sup>) and water (1.26 &#215; 10<sup>&#8722;5</sup>). Similar tendencies were also noted at other studied temperatures. The results of the &#8220;apparent thermodynamic analysis&#8221; 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.
ISSN:1420-3049