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Relationships between structural and thermal properties of anhydrous and solvated crystalline forms of brodimoprim

✍ Scribed by Mino R. Caira; Giampiero Bettinetti; Milena Sorrenti; Laura Catenacci

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
458 KB
Volume
96
Category
Article
ISSN
0022-3549

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✦ Synopsis

The isolation and physicochemical characterization of four crystalline modifications of brodimoprim (5-[(4-bromo-3,5-dimethoxyphenyl)methyl]-2,4-pyrimidinediamine, hereinafter BMP), a structural analog of trimethoprim (TMP), are reported. These phases include an unsolvated form of BMP, a hemihydrate (BMPÁ0.5H 2 O), a 1:1 solvate containing isopropanol (BMPÁC 3 H 7 OH(iso)), and a hemichloroformate (BMPÁ0.5CHCl 3 ). Unsolvated BMP was isolated both by recrystallization from a range of common solvents as well as by thermal decomposition of the above solvates and no evidence for polymorphism was found. PXRD data indicated that the three solvates crystallize in different arrangements. Data from thermal analysis (thermogravimetry (TGA), hot stage microscopy (HSM), differential scanning calorimetry (DSC)) of the solvates containing water and iso-propanol were interpreted on the basis of their singlecrystal X-ray structures which revealed that the modes of solvent inclusion in BMPÁ0.5H 2 O and BMPÁC 3 H 7 OH(iso) may be described as 'isolated site' and 'lattice channel' type inclusions, respectively.

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