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. 2024 Sep 7;25(7):210.
doi: 10.1208/s12249-024-02926-3.

Torsemide Crystalline Salts with a Significant Spring-Parachute Effect

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Torsemide Crystalline Salts with a Significant Spring-Parachute Effect

Xuezhen Deng et al. AAPS PharmSciTech. .

Abstract

Torsemide is a long acting pyridine sulfonylurea diuretic. Torsemide hydrochloride is widely used now, there are only a few organic acid salts reported. Cocrystallization with organic acids is an effective way to improve its solubility. Here, we reported maleate and phthalate of torsemide, in which the organic acid lost a proton transferring to the pyridine of torsemide, and torsemide interacted with organic acid through N+ - H⋯O- hydrogen bond to form salts crystal. Surprisingly, maleate showed a clear "spring" pattern in apparent solubility, whereas phthalate had a "spring-parachute" effect. Both crystalline salts kept a higher solubility than torsemide without falling. The "spring-parachute" effect of crystalline salts promoted rapid dissolution of torsemide and kept a high concentration, thereby increasing its bioavailability.

Keywords: crystalline salt; spring-parachute; torsemide.

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References

    1. Brater DC. Benefits and risks of torasemide in congestive heart failure and essential hypertension. Drug Saf. 1996;14(2):104–20. https://doi.org/10.2165/00002018-199614020-00005 . - DOI - PubMed
    1. Fortuno A, Muniz P, Ravassa S, et al. Torasemide inhibits angiotensin II-induced vasoconstriction and intracellular calcium increase in the aorta of spontaneously hypertensive rats. Hypertension. 1999;34(1):138–43. https://doi.org/10.1161/01.HYP.34.1.138 . - DOI - PubMed
    1. Besche B, Blondel T, Guillot E, et al. Efficacy of oral torasemide in dogs with degenerative mitral valve disease and new onset congestive heart failure: The CARPODIEM study. J Vet Intern Med. 2020;34(5):1746–58. https://doi.org/10.1111/jvim.15864 . - DOI - PubMed - PMC
    1. Sherif NA, Morra ME, Thanh LV, et al. Torasemide versus furosemide in treatment of heart failure: A systematic review and meta-analysis of randomized controlled trials. J Eval Clin Prac. 2020;26(3):842–51. https://doi.org/10.1111/jep.13261 . - DOI
    1. Raw AS, Furness MS, Gill DS, et al. Regulatory considerations of pharmaceutical solid polymorphism in Abbreviated New Drug Applications (ANDAs). Adv Drug Deliv Rev. 2004;56(3):397–414. https://doi.org/10.1016/j.addr.2003.10.011 . - DOI - PubMed

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