The Polymorphism and Transformation of (3aRS, 4RS, 7RS, 7aSR)-2-(Tricyclo[3.3.1.13,7]decan-1-yl)-4,5,6,7-tetrahydro-4,7-eposyisoindoline-1,3-dione (SU2162)—A Novel Anticancer Compound
Objective: To determine the transformation between two known crystal
forms of the title compound (C18H23NO3, Mr= 301.37). Methods: To recrystallize or heat the crystals and determine
the crystal form by testing the melting points. Results: Both the two known
crystal forms of the title compound can be changed by dissolving into different
organic solvents such as acetone and ethyl acetate. Crystal form Iwas not influenced by heating while crystal form IIcan be transformed to crystal form Ithrough melting method. Conclusion: Organic solvents have significant
influences on the two crystal forms of title compound. Crystal form Ishows a better thermal stability than crystal form II.
References
[1]
FDA, “FDA PAT Page.” http://www.fda.gov/cder/OPS/PAT.htm
[2]
L. X. Yu, R. A. Lionberger, A. S. Raw, et al., “Applications of Process Analytical Technology to Crystallization Processes,” Advanced Drug Delivery Reviews, Vol. 56, No. 3, 2004, pp. 349-369. http://dx.doi.org/10.1016/j.addr.2003.10.012
[3]
A. V. Trask, “An Overview of Pharmaceutical Cocrystals as Intellectual Property,” Molecular Pharmacology, Vol. 4, No. 3, 2007, pp. 301-309. http://dx.doi.org/10.1021/mp070001z
[4]
R. Siegel, D. Naishadham, A. Jemal, et al., “Cancer Statistics, 2013,” CA: A Cancer Journal for Clinicians, Vol. 63, No. 6, 2013, pp. 11-30. http://dx.doi.org/10.3322/caac.21166
[5]
Z.-Y. Tan, K. Liang, H. Zhang, et al., “Preparation of a Derivative of Cantharidin with Anticancer Activity,” China Patent No. 200710029736, 2008/
[6]
Z.-Y. Tan, L. Luo, E.-J. Zhu, et al., “Preparation and X-Ray Diffraction Analysis of a New Crystal Form of (3aRS, 4SR, 7RS, 7aSR)-2-(Tricyclo [3.3.1.13,7]decan-1-yl)-4,5,6,7-tetrahydro-4,7-eposyisoindoline-1,3-dione—A Novel Anticancer Compound,” Journal of Guangdong Pharmaceutical College, Vol. 26, No. 6, 2010, pp. 572- 575.
[7]
Z.-Y. Tan, E.-J. Zhu, L. Luo, et al., “A Method of Inhibiting Platelet Aggregation, Anti-Thrombosis Ferulic Acid Crystal and Preparation Method,” TMP: China Patent No. ZL201010562477.0, 2013.
[8]
Z.-Y. Tan, L. Luo, E.-J. Zhu, et al., “(3aRS, 4RS, 7RS, 7aSR)-2-(Tricyclo[3.3.1.13,7]decan-1-yl)-4,5,6,7-tetrahydro-4,7-eposyisoindoline-1,3-dione,” Acta Crystallographica, Vol. E66, 2010, Article ID: o1374.
