4-{3-[Hydroxy(phenyl)methyl]-5-thioxo-4,5-dihydro-1<i>H</i>-1,2,4-triazol-4-yl}benzenesulfonamide

Akkurt, Mehmet; Çeli̇k, İsmail; Cihan, Gökçe; Çapan, Gültaze; Büyükgüngör, Orhan

doi:10.1107/s1600536810011402

Cited by 1 publication

(1 citation statement)

References 11 publications

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“…Regarding ctc -II (Figure a), this synthon is more anticipated, since, for example, it has been described in some solvates (such as BOKHIU, BOKHOA, BOKHUG, BOKJAO), a clathrate (WOPCIO), and some monocomponent structures (such as KUVFIR or NIGNEY).…”

Section: Results and Discussionmentioning

confidence: 99%

Co-crystal of Tramadol Hydrochloride–Celecoxib (ctc): A Novel API–API Co-crystal for the Treatment of Pain

Almansa

MercÃ

Tesson³

et al. 2017

Crystal Growth & Design

129

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We have identified a co-crystal of tramadol hydrochloride−celecoxib (ctc; E-58425/MR308), a novel active pharmaceutical ingredient (API)−API co-crystal formed by an intrinsic 1:1 molecular ratio of rac-tramadol•HCl and celecoxib, which displays favorable physicochemical and dissolution profiles. Adequate treatment of pain represents an unmet medical need that is often addressed via combination therapy. API−API co-crystals represent a new approach with potential to improve physicochemical properties, bioavailability, stability, or formulation capacity, which may translate into optimized pharmacokinetic profiles and clinical benefits compared with individual APIs or their combination. ctc showed a well-defined differential scanning calorimetry profile, and its single-crystal X-ray diffraction structure demonstrated a supramolecular 3D network in which the two active enantiomers of tramadol and celecoxib are linked via hydrogen bonding and chloride ions. Oversaturation studies indicated that the saturation effect for highly insoluble celecoxib occurred at a higher concentration in ctc than in celecoxib alone. Comparative intrinsic dissolution rate studies showed that the release of celecoxib was faster, and the release of tramadol was slower, from ctc than from the individual APIs, predicting an improved pharmacokinetic behavior for ctc. Together with findings from preclinical studies, these data support the clinical development of ctc for the treatment of pain.

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Section: Results and Discussionmentioning

confidence: 99%