Crystallization of mefenamic acid from dimethylformamide microemulsions: Obtaining thermodynamic control through 3D nanoconfinement

Crystals

Volumn 1, Issue 3, 2011, Pages 195-205

  Nicholson, Catherine E ^a   Cooper, Sharon J ^a  

^a DURHAM UNIVERSITY   (United Kingdom)

Author keywords

Crystallization; Mefenamic acid; Microemulsion; Polymorph; Thermodynamic control

Indexed keywords

EID: 84868684566     PISSN: None     EISSN: 20734352     Source Type: Journal    
DOI: 10.3390/cryst1030195     Document Type: Article

References (12)

1. Reguera, D.; Bowles, R.K.; Djikaev, Y.; Reiss, H. Phase transitions in systems small enough to be clusters. J. Chem. Phys. 2003, 118, 340-353.
2. Shirinyan, A.S.; Wautelet, M. On phase changes in nanosystems. Mater. Sci. Eng. C 2006, 26, 735-738.
3. Nicholson, C.E.; Chen, C.; Mendis, B.; Cooper, S.J. Stable Polymorphs Crystallized Directly under Thermodynamic Control in Three-Dimensional Nanoconfinement: A Generic Methodology. Cryst. Growth Des. 2011, 11, 363-366.
4. 2, mefenamic acid. Cryst. Struct. Commun. 1976, 5, 861-864.
5. Lee, E.H.; Byrn, S.R.; Carvajal, T.M. Additive-Induced Metastable Single Crystal of Mefenamic Acid. Pharm. Res. 2006, 23, 2375-2380.
6. Alvarez, A.J.; Singh, A.; Myerson, A.S. Polymorph Screening: Comparing a Semi-Automated Approach with a High Throughput Method. Cryst. Growth Des. 2009, 9, 4181-4188.
7. Aguiar, A.J.; Zelmer, J.E. Dissolution behaviour of polymorphs of chloramphenicol palmitate and mefenamic acid. J. Pharm. Sci. 1969, 58, 983-987.
8. Cesur, S.; Gokbel, S. Crystallization of mefenamic acid and polymorphs. Cryst. Res. Technol. 2008, 43, 720-728.
9. The faster growth rate of Form II in DMF is likely to be due to a specific DMF solvent-polymorph interaction, given that Form I can grow readily in other solvents such as acetone, dimethylsulfoxide and ethyl acetate, and that hydrogen bonded dimers are thought to be the dominant growth form in both polymorphs, see reference [5].
10. Romero, S.; Escalera, B.; Bustamante, P. Solubility behavior of polymorphs I and II of mefenamic acid in solvent mixtures. Int. J. Pharm. 1999, 178, 193-202.
11. Ray, S.; Moulik, S.P. Dynamics and Thermodynamics of Aerosol OT-Aided Nonaqueous Microemulsions. Langmuir 1994, 10, 2511-2515.
12. -1 less stable, and on the assumption that the glycine molecules had a Poisson distribution amongst the droplets.