Characterization of solid-state forms of celecoxib

This study deals with the generation and characterization of various solid-state forms of celecoxib, a selective cyclooxygenase-2 (COX-2) inhibitor. The drug was subjected to polymorphic screen using different solvents to explore the possibility of existence of different solid forms. N, N-Dimethyl a...

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Bibliographic Details
Published in:European journal of pharmaceutical sciences 2003-11, Vol.20 (3), p.305-317
Main Authors: Chawla, Garima, Gupta, Piyush, Thilagavathi, R, Chakraborti, Asit K, Bansal, Arvind K
Format: Article
Language:English
Subjects:
Amorphous
Biological and medical sciences
Bones, joints and connective tissue. Antiinflammatory agents
Celecoxib
Chemistry, Pharmaceutical
Medical sciences
Pharmacology. Drug treatments
Polymorph
Pseudopolymorphs
Pyrazoles
Solid-state characterization
Sulfonamides - analysis
Sulfonamides - chemistry
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Summary:This study deals with the generation and characterization of various solid-state forms of celecoxib, a selective cyclooxygenase-2 (COX-2) inhibitor. The drug was subjected to polymorphic screen using different solvents to explore the possibility of existence of different solid forms. N, N-Dimethyl acetamide (DMA) and N, N-dimethyl formamide (DMF) yielded solvates in 1:1 stoichiometric ratio. Quench cooling of the melt resulted in amorphous form of the drug. All these solid-state forms were characterized by thermoanalytical (DSC, TGA, HSM), crystallographic (XRD), microscopic (polarized, SEM), spectroscopic (FTIR), and elemental analysis techniques. Solubility and van’t Hoff studies were carried out for their thermodynamic interpretation. Influence of morphology of different solid-state forms on flow behavior was also investigated. Molecular modeling studies were used to elucidate the interaction between solute and solvent molecules in the solvate.
ISSN:0928-0987
1879-0720
DOI:10.1016/S0928-0987(03)00201-X