Abstract

There is much interest and focus on solid forms of famciclovir. However, in spite of the abundance of reported differences in oral bioavailability, compressibility, and other physical–chemical properties of the various crystal forms of this drug, very little precise structural analysis is available in the literature to date. The form used in the commercial formulation is the anhydrous form I. Patents and patent applications report three different anhydrous crystalline forms on the basis of unindexed powder diffraction patterns. Single-crystal and variable-temperature X-ray diffraction experiments using the commercially available anhydrous form of famciclovir were carried out and led not only to the crystal structure determination of the anhydrous form I, but also to discovery of a new crystal form of anhydrous famciclovir from powder data.

Highlights

  • The powder pattern derived from single-crystal data and the one from the initial data collection before the start of the variable temperature dependent study are very similar with regards to the relative reflection positions

  • The powder pattern of the untreated solid is identical to the anhydrous form I reported in a patent by Dolitzky et al [18] (Figure 3) and is referred as form I throughout this paper

  • This study showed how the combination of both cooling and heating cycles can influence the formation of different crystal forms

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Summary

Introduction

Herpes Simplex Virus (HSV), better known as the virus family responsible for cold sores (HSV-1) and genital herpes (HSV-2) is one of the most widely distributed type of viruses among animals and humans [1]. According to recent surveys seropositivity for HSV-1 and HSV-2 ranges from 50–80% to 4–24% of adults in Europe, respectively [1]. The presence of this type of virus in living organisms probably dates back millions of years, and one of its most notable features is that HSV infections are life-long [1]. Frequent bouts are possible and good, and effective medication is necessary

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