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Antiepileptic Drugs pp 485–498Cite as

Zonisamide

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Part of the book series: Handbook of Experimental Pharmacology ((HEP,volume 138))

Abstract

Zonisamide is a synthetic 1,2-benzisoxazole derivative (1,2-benzisoxazole-3-methanesulphonamide). The anticonvulsant properties of zonisamide were not predicted from its chemistry; rather they were discovered by routine screening of various 1,2-benzisoxazole derivatives. Its formula is C8H8N2O3S, and its molecular weight is 212. It has a pK a of 9.66, so that its water solubility is dependent on the pH. Below a pH of 8, it has a solubility of only 0.8mg/ml, but it has a marked increase in solubility as the pH increases into the alkaline range. Although zonisamide is quite soluble in acetone it is much less soluble in methanol, ethanol, ether and chloroform. Its synthesis was first accomplished in 1972 by Uno et al. (1976).

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Authors
  1. I. E. Leppik
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Editors and Affiliations

  1. Departments of Medicine, Royal Brisbane Hospital, University of Queensland, Clinical Sciences Building, Herston, Qld., 4029, Australia

    Mervyn J. Eadie AO, MD, PhD

  2. Australian Centre for Clinical Neuropharmacology, St. Vincent’s Hospital, Fitzroy, Victoria, 3065, Australia

    Frank J. E. Vajda M.D.

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© 1999 Springer-Verlag Berlin Heidelberg

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Leppik, I.E. (1999). Zonisamide. In: Eadie, M.J., Vajda, F.J.E. (eds) Antiepileptic Drugs. Handbook of Experimental Pharmacology, vol 138. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-60072-2_19

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  • DOI: https://doi.org/10.1007/978-3-642-60072-2_19

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-64244-9

  • Online ISBN: 978-3-642-60072-2

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