Abstract
AbstractThis study focused on investigating the effect of hydrophilic and hydrophobic substituents on the physicochemical properties for medical applications. In this study, to understand the effect of hydrophilic and hydrophobic substituents on physicochemical parameters such as lipophilicity and thermosensitivity, a series of cis‐tris nongeminal [N3P3(R1‐4)3(Ra‐f)3] cyclotriphosphazenes [R1‐4=diethylene glycol monomethyl ether (DEGME), triethylene glycol monomethyl ether (TEGME), methoxypolyethylene glycol (mPEG350), methoxypolyethylene glycol‐550 (mPEG550); (2–5) respectively; Ra‐f=pyrazole, 3,5‐dimethylpyrazole, imidazole, 2‐methyl imidazole, benzimidazole, 5,6‐dimethyl benzimidazole, [2(a–f), 3(a–f), 4(a–f), 5(a–f)] respectively] were synthesized and fully characterized by mass, 31P and 1H NMR spectroscopies. Solubility and thermosensitivity based on substituent dependent LCST (lower critical solution temperature) behaviour of all synthesized molecules are investigated. Each compound analysed by HPLC to determine the lipophilicity values (logPo/w) between n‐octanol and water. A good correlation (r=0.9975 and R2=0.9948) was observed between the experimentally determined logPo/w and estimated milogP values. The results showed that LCST values of the reported compounds were linearly correlated with their lipophilicity values.
Published Version
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