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    Determining The Solubility of Aspirin

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    This document discusses determining the solubility of aspirin using sodium hydroxide. It notes that solubility measurements are important for pharmaceutical applications and outlines methods to improve the accuracy and precision of acid-base titration experiments for substances like aspirin through the use of sodium hydroxide solution and micellar systems. The document also reviews factors that influence solubility and challenges with solubility characterization.

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    Determining The Solubility of Aspirin

    Uploaded by

    anon_616439356
    135 views3 pages
    This document discusses determining the solubility of aspirin using sodium hydroxide. It notes that solubility measurements are important for pharmaceutical applications and outlines methods to improve the accuracy and precision of acid-base titration experiments for substances like aspirin through the use of sodium hydroxide solution and micellar systems. The document also reviews factors that influence solubility and challenges with solubility characterization.

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    Initial Research for a Solubility Experiment

    Original Title

    Determining the Solubility of Aspirin

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    This document discusses determining the solubility of aspirin using sodium hydroxide. It notes that solubility measurements are important for pharmaceutical applications and outlines methods to improve the accuracy and precision of acid-base titration experiments for substances like aspirin through the use of sodium hydroxide solution and micellar systems. The document also reviews factors that influence solubility and challenges with solubility characterization.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    135 views3 pages

    Determining The Solubility of Aspirin

    Uploaded by

    anon_616439356
    This document discusses determining the solubility of aspirin using sodium hydroxide. It notes that solubility measurements are important for pharmaceutical applications and outlines methods to improve the accuracy and precision of acid-base titration experiments for substances like aspirin through the use of sodium hydroxide solution and micellar systems. The document also reviews factors that influence solubility and challenges with solubility characterization.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
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    of 3

    Determining the Solubility of Aspirin Using Sodium Hydroxide

    The determination of solubility of a chemical compound is an essential step for

    pharmaceutical applications, and for such industry uses it is important to conduct the

    measurement in the most economically feasible way while not compromising accuracy.

    The solubility of molecules ranges for more than 15 orders of magnitude, but the range for

    medical drugs usually varies between 1 and >100 micrograms per milliliter, and molecules on

    the lower range of the solubility spectrum require special development consideration to

    remain effective for medical use. Unfortunately, solubility issues are often not recognized

    until the oral, solid dosage form is developed at which stage it is impractical to chemically

    change the active compound. (1) One equation for solubility, known as the Yalkowsky

    equation is shown below, where logP is the water partition coefficient, S is solubility, and mp

    is the melting point.

    log 𝑆 = 0.8 − log 𝑃 − 0.01(𝑚𝑝 − 25) (1)

    Source: Glomme et al. (2005)

    Changing the titration solvent from water to aqueous sodium hydroxide improves the

    solubility of the solute and also improves the accuracy of the titration curve, making the

    determination of a reliable equivalent volume of solution easier and improving on standard

    deviation. However, impurities in the aspirin can behave as acids and thus interfere with the

    legitimacy of the titration analysis. (2) Poor aqueous solubility is mainly caused by two

    factors: strong intermolecular interactions and lipophilicity, the ability to dissolve in non-

    polar solvents. Poor aqueous solubility can be overcome with formulation work, but that is

    expensive and simply altering the molecule is a preferable alternative. (3)

    Measurements of drug solubility in water do not always accurately correspond to their

    solubility in the gastrointestinal tract, thus not allowing for an accurate prediction of oral drug

    absorption. In order to improve such accuracy, biorelevant media is used, which is composed

    1
    to simulate the fluids present in the human gastrointestinal tract. (4) Some recent research

    suggests improving the accuracy and precision of acid-base titration with substances such as

    aspirin through the use of micellar systems and a microcomputer-controlled titrator, allowing

    for less tedious analysis. (5)

    2
    References

    1. Glomme A, März J, & Dressman JB (2005) Comparison of a Miniaturized Shake-

    Flask Solubility Method with Automated Potentiometric Acid/Base Titrations and

    Calculated Solubilities. Journal of Pharmaceutical Sciences 94(1):1-16.

    2. Nobuyasu Hanari TY, Nobuyasu Itoh, Naomi Fujiki, Yoshie Aoyagi, & Numata

    ATaM (2014) Evaluation of perfluorooctanoic acid purity based

    on potentiometric titration. Analytical Methods, Royal Society of Chemistry 6:3177-3182.

    3. Faller B & Ertl P (2007) Computational approaches to determine drug solubility.

    Advanced Drug Delivery Reviews 59(7):533-545.

    4. Dressman JB, Vertzoni M, Goumas K, & Reppas C (2007) Estimating drug solubility

    in the gastrointestinal tract. Advanced Drug Delivery Reviews 59(7):591-602.

    5. Gerakis AM, Koupparis MA, & Efstathiou CE (1993) Micellar acid—base

    potentiometric titrations of weak acidic and/or insoluble drugs. Journal of

    Pharmaceutical and Biomedical Analysis 11(1):33-41.

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