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Novel pharmaceutical salts of Albendazole


Albendazole (ABZ) is a safe and effective antihelmintic drug of the benzimidazole group in BCS Class-II (Biopharmaceutics Classification System) with low solubility (9 mg/L) and high permeability (log P 2.54). Novel salts and salt hydrates of ABZ are reported with benzene and p-toluene sulfonic acid (BSA, PTSA), as well as carboxylic acids such as oxalic (OA), maleic (MLE), L-Tartaric acid (LTA), 2,6-dihydroxybenzoic acid 2,6-DHBA), and 2,4,6-trihydroxybenzoic acid (2,4,6-THBA). The products ABZ−BSA, ABZ−BSA-H, ABZ−PTSA, ABZ−PTSA-H, ABZ–OA-H and ABZ–2,6-DHBA were confirmed by single crystal X-ray structure. In the hydrate structures (designated as -H) the water molecule acts as a bridge in the hydrogen bonding network. Salt formation in ABZ−MLE, ABZ−LTA, ABZ−2,4,6-THBA was confirmed by 15N ss-NMR based on the chemical shift change of ca. 50 ppm. The sulfonate salt hydrates exhibit 2D isostructurality and position disorder of the thiopropyl group in the drug crystal structure was not observed in the salts. Crystal lattice energies were calculated for MLE, LTA, 2,4,6-THBA complexes of ABZ to confirm as molecular salts. Cocrystals of ABZ with hydroxybenzene carboxylic acids are novel salts in the benzimidazole drugs class.

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Publication details

The article was received on 05 Aug 2018, accepted on 10 Sep 2018 and first published on 11 Sep 2018

Article type: Paper
DOI: 10.1039/C8CE01311J
Citation: CrystEngComm, 2018, Accepted Manuscript
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    Novel pharmaceutical salts of Albendazole

    G. Bolla and A. Nangia, CrystEngComm, 2018, Accepted Manuscript , DOI: 10.1039/C8CE01311J

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