Novel crystalline forms of antidiabetic compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 209/10 (2006.01) A01N 43/38 (2006.01)

Patent

CA 2599710

Novel crystalline forms of two indole compounds connected to phenoxyalkylcarboxylic acid groups are selective PPAR gamma partial agonists that are useful in the treatment of type 2 diabetes, hyperglycemia, obesity, dyslipidemia, and the metabolic syndrome. The novel crystal forms include a crystalline free acid dihydrate and crystalline free acid anhydrate of one compound and several crystalline forms of the free acid and the sodium salt of the second compound. The invention also relates to pharmaceutical compositions comprising these novel crystal forms, processes to prepare the crystal forms and their pharmaceutical compositions, and uses of the crystal forms in the treatment of type 2 diabetes and other PPAR gamma modulated diseases.

La présente invention concerne de nouvelles formes cristallines de deux composés indole reliés à des groupes d'acide phénoxyalkylcarboxylique. Ces formes constituent des agonistes partiels de PPAR gamma sélectifs qui sont utilisés pour traiter le diabète de type 2, l'hyperglycémie, l'obésité, la dyslipidémie et le syndrome métabolique. Ces nouvelles formes cristallines comprennent un dihydrate d'acide libre cristallin et un anhydrate d'acide libre cristallin d'un composé et plusieurs formes cristallines de l'acide libre et du sel de sodium du second composé. Cette invention concerne également des compositions pharmaceutiques comprenant ces nouvelles formes cristallines, des procédés pour préparer lesdites formes cristallines et leurs compositions pharmaceutiques, ainsi que des utilisations de ces formes cristallines pour traiter le diabète de type 2 et d'autres maladies modulées par le PPAR gamma.

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