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Primidone

  • Chapter
Antiepileptic Drugs

Part of the book series: Handbook of Experimental Pharmacology ((HEP,volume 74))

Abstract

Primidone — 5-ethyldihydro-5-phenyl-4,6(lH,5H)-pyrimidinedione — is the 2-deoxy analogue of phenobarbital. It can be synthesized by electrolytic reduction of phenobarbital or by catalytic desulfuration of thiophenobarbital. The synthesis of 14C- and 1D-labeled primidone and its metabolite phenylethylmalondiamide has been described (Alvin and Bush 1975). Primidone has a molecular weight of 218.25 and a melting point of 281°–282 °C. It is a white, crystalline powder, is odorless, and has a slightly bitter taste. Primidone has no characteristic UV spectrum and no acidic properties. It is poorly soluble in water (0.6 g/liter at 37 °C), slightly more soluble in ethanol (5.88 g/liter), but nearly insoluble in most organic solvents. Low particle size is important for the rate of absorption of primidone formulations. A series of primidone analogues, substituted in the 1- and 3-positions, has been synthesized, but these compounds lacked the anticonvulsant activity of the parent drug (Buchi et al. 1966).

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Authors
  1. H.-H. Frey
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  1. Laboratorium für Pharmakologie und Toxikologie Fachbereich Veterinärmedizin, Freie Universität Berlin, Koserstraße 20, D-1000, Berlin 33, Germany

    Hans-Hasso Frey

  2. Abteilung für Neurologie, Klinikum Charlottenburg, Spandauer Damm 130, D-1000, Berlin 19, Germany

    Dieter Janz

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Frey, HH. (1985). Primidone. In: Frey, HH., Janz, D. (eds) Antiepileptic Drugs. Handbook of Experimental Pharmacology, vol 74. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-69518-6_15

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  • DOI: https://doi.org/10.1007/978-3-642-69518-6_15

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