Abstract
Lamotrigine is an active pharmaceutical ingredient used as a treatment for epilepsy and psychiatric disorders. Single crystals of an ethano-late solvate, C9H7Cl2N5·C2H5OH, were produced by slow evaporation of a saturated solution from anhydrous ethanol. Within the crystal structure, the lamotrigine mol-ecules form dimers through N-H⋯N hydrogen bonds involving the amine N atoms in the ortho position of the triazine group. These dimers are linked into a tape motif through hydrogen bonds involving the amine N atoms in the para position. The ethanol and lamotrigine are present in a 1:1 ratio in the lattice with the ethyl group of the ethanol mol-ecule exhibiting disorder with an occupancy ratio of 0.516 (14):0.484 (14).
Highlights
Chemical contextAnticonvulsants are a group of drugs used principally in the treatment of epilepsy, which have been shown to aid in the treatment of psychiatric conditions such as bipolar disorder
In this work, the structure for the ethanolate (I), previously only obtained as a powder pattern (Garti et al, 2008), is defined
The central dihedral, C1—C6—C7—C8, sits at an angle of 63.5 (9), the flexibility of which allows for the inclusion of solvent molecules to form hydrogen-bonding networks
Summary
Anticonvulsants are a group of drugs used principally in the treatment of epilepsy, which have been shown to aid in the treatment of psychiatric conditions such as bipolar disorder. The drugs are effective when inside the body, many suffer from having low solubility and bioavailability. Prime examples of such drugs are carbamazepine (Uzunovicet al., 2010), phenytoin (Widanapathirana et al, 2015) and lamotrigine (Vaithianathan et al, 2015), which are all categorised as BCS (biopharmaceutical classification system) class II (low solubility, high permeability). The structures of lamotrigine co-crystals and solvates are stabilized due to the large number of hydrogen bonds that can form with the 1,2,4-triazine-3,5-diamine group. The structure for the ethanolate (I), previously only obtained as a powder pattern (Garti et al, 2008), is defined. 1.50 1.49 1.45 1.42 1.36 1.34 insight into the different hydrogen-bonding networks that can form in the lamotrigine crystal
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