C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/314
C07D 233/64 (2006.01) C07D 233/54 (2006.01)
Patent
CA 1096387
ABSTRACT OF THE DISCLOSURE A process is provided for the production of a substantially crystallographically pure polymorphic form of cimetidine having the struc- tural formula Image Such cimetidine is characterized by an infra red spectrum (1% KBr disc) having very strong, broad peaks at 1400 and 1385 cm-1, a strong, sharp peak at 1205 cm-1 and a medium-sharp peak at 1155 cm01 and having no peak at 1180 cm-1. The process includes dissolving cimetidine in a hot, non- aqueous solvent, e.g., acetonitrile, acetone, methylisobutylketone, toluene or a lower alkanol. The resultant solution is cooled with sufficient agitation to ensure efficient heat transfer to yield a suspension of cimetidine A in the solvent. The suspension is now characterized by good handling properties. Finally, the cimetidine A is separated off. Such- cimetidine A is more easily obtainable in a crystallographically pure state. It is also slightly more water soluble than either of the other forms, and preferably has a rate of dissolution at 25°C. from the flat sur- face of a standard compressed disc of at least 0.20 mg/min/cm2. A further advantage is that such cimetidine A is rather more easy to handle, parti- cularly in large scale operations, such as centrifugation.
287087
Bavin Patrick M.g.
Sly James C.p.
Tovey Geoffrey D.
Ward Richard J.
Marcus & Associates
Smith Kline & French Laboratories Limited
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