Institut für Pharma Technology

Dauerhafte URI für die Sammlunghttps://irf.fhnw.ch/handle/11654/25

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  • Publikation
    Synergistic Computational Modeling Approaches as Team Players in the Game of Solubility Predictions
    (Elsevier, 17.11.2020) Kuentz, Martin
    Several approaches to predict and model drug solubility have been used in the drug discovery and development processes during the last decades. Each of these approaches have their own benefits and place, and are typically used as standalone approaches rather than in concert. The synergistic effects of these are often overlooked, partly due to the need of computational experts to perform the modeling and simulations as well as analyzing the data obtained. Here we provide our views on how these different approaches can be used to retrieve more information on drug solubility, ranging from multivariate data analysis over thermodynamic cycle modeling to molecular dynamics simulations. We are discussing aqueous solubility as well as solubility in more complex mixed solvents and media with colloidal structures present. We conclude that the field of computational pharmaceutics is in its early days but with a bright future ahead. However, education of computational formulators with broad knowledge of modeling and simulation approaches is imperative if computational pharmaceutics is to reach its full potential.
    01A - Beitrag in wissenschaftlicher Zeitschrift
  • Publikation
    Solubility of 5-aminosalicylic acid in {N-methyl-2-pyrrolidone + ethanol} mixtures at T = (293.2 to 313.2) K
    (Elsevier, 28.02.2020) Moradi, Milad; Kuentz, Martin
    The solubility determination of 5-aminosalicylic acid (mesalazine) in the N-methyl-2-pyrrolidone (NMP)/ethanol mixtures was carried out at T = (293.2 to 313.2) K. The solubility data were represented by the Jouyban-Acree, NRTL and UNIQUAC models. Apparent thermodynamic quantities for mesalazine dissolved in NMP/ethanol mixtures were determined. To discuss solute-solvent interactions in the present system, the activity coefficient values for mesalazine were computed. The results revealed that the solubility increases by addition of NMP and reaches a maximum value at neat NMP which is consistent with the minimum values of both Gibbs free energy of dissolution and mesalazine activity coefficient observed at neat NMP. Moreover, this drug is preferentially solvated by ethanol in ethanol-rich mixtures but preferential solvation by NMP in NMP-rich mixtures is observed.
    01A - Beitrag in wissenschaftlicher Zeitschrift
  • Publikation
    Can we estimate the critical micelle concentration of amphiphilic drug bases from molecular connectivity indices?
    (Informa, 2017) Saal, Wiebke; Wyttenbach, Nicole; Alsenz, Jochem; Kuentz, Martin
    Self-aggregation of drugs is since many years an important topic in the pharmaceutical sciences. Drugs can aggregate similar to surfactants and thereby exhibit a critical micelle concentration (CMC). The present work focused on amphiphilic drug bases and it was aimed to predict log(CMC) based on chemical structure alone. A dataset of 35 compounds was gathered mostly form the literature and complemented with own measurements based on ultrasonic resonator technology. The hydrophilic–lipophilic balance (HLB) values of the protonated bases were calculated and provided a range of 22.9–27.4. Based on a hypothesis from surfactant sciences, it was tried to predict log(CMC) with connectivity and shape indices as well as molecular dipole moment. A fairly good model was obtained using the Randix index (RI), 3 D Wiener number (WN) and molecular dipole moment (DM) (R2 = 0.824). Interestingly, a simple linear regression of log(CMC) with the Randic index alone, resulted in an acceptable model (R2 = 0.755). The present work should help with early identification of drug bases that exhibit surfactant-like behavior and an estimation of log(CMC) values is proposed. An improved understanding of drug aggregation and prediction of log(CMC) helps to better cope with physical consequences like, for example, “anomalous” drug solubility in drug discovery and development.
    01A - Beitrag in wissenschaftlicher Zeitschrift