[1] B.C. Hancock, M. Parks, What is the true solubility advantage for amorphous pharmaceuticals? Pharm. Res. 17(2000) 397-404.[2] D. Mangin, F. Puel, S. Veesler, Polymorphism in processes of crystallization in solution:A practical review, Org. Process. Res. Dev. 13(2009) 1241-1253.[3] T. Henriet, I. Gana, C. Ghaddar, M. Barrio, Y. Cartigny, N. Yagoubi, B. Do, J.-L. Tamarit, I.B. Rietveld, Solid state stability and solubility of triethylenetetramine dihydrochloride, Int. J. Pharm. 511(2016) 312-321.[4] H. Al-Obaidi, M. Majumder, F. Bari, Amorphous and crystalline particulates:Challenges and perspectives in drug delivery, Curr. Pharm. Des. 23(2017) 350-361.[5] A. Burger, R. Ramberger, On the polymorphism of pharmaceuticals and other molecular crystals. I, Microchim. Acta 72(1979) 259-271.[6] L. Derdour, S. Pack, D. Skliar, C. Lai, S. Kiang, Crystallization from solutions containing multiple conformers:A new modeling approach for solubility and supersaturation, Chem. Eng. Sci. 66(2011) 88-102.[7] J. Caplette, T. Frigo, M. Jozwiakowski, H. Shea, M. Mirmehrabi, P. Müller, Characterization of new crystalline forms of hydroxyprogesterone caproate, Int. J. Pharm. 527(2017) 42-51.[8] A.R. Pallipurath, F. Civati, J. Sibik, C. Crowley, J.A. Zeitler, P. McArdle, A. Erxleben, A comprehensive spectroscopic study of the polymorphs of diflunisal and their phase transformations, Int. J. Pharm. 528(2017) 312-321.[9] X. Xiong, K. Xu, S. Li, P. Tang, Y. Xiao, H. Li, Solid-state amorphization of rebamipide and investigation on solubility and stability of the amorphous form, Drug Dev. Ind. Pharm. 43(2017) 283-292.[10] G. He, X. Chen, Y. Yin, W. Cai, W. Ke, Y. Kong, H. Zheng, Preparation and antibacterial properties of O-carboxymethyl chitosan/lincomycin hydrogels, J. Biomater. Sci. Polym. Ed. 27(2016) 370-384.[11] A. Maher, D.M. Croker, Å.C. Rasmuson, B.K. Hodnett, Solution mediated polymorphic transformation:form Ⅱ to form Ⅲ piracetam in ethanol, Cryst. Growth Des. 12(2012) 6151-6157.[12] S.A. Kulkarni, E. McGarrity, H. Meekes, J.H. ter Horst, Isonicotinamide selfassociation:The link between solvent and polymorph nucleation, Chem. Commun. 48(2012) 4983-4985.[13] H. Kitano, T. Tanaka, I. Hirasawa, Study of polymorphic control in an ethanol-water binary solvent, J. Cryst. Growth 469(2017) 54-58.[14] R. Paus, Y. Ji, Modeling and predicting the influence of variable factors on dissolution of crystalline pharmaceuticals, Chem. Eng. Sci. 145(2016) 10-20.[15] M. Jim, K.-J. Kim, Solubility of forms I and Ⅱ of clopidogrel hydrogen sulfate in formic acid, N-Methylpyrrolidone, and N,N-dimethylformamide, J. Chem. Eng. Data 57(2012) 598-602.[16] R. Bonfilio, J.S. Leal, O.M. Santos, G.R. Pereira, A.C. Doriguetto, M.B. de Araújo, Analysis of chlorthalidone polymorphs in raw materials and tablets and the effect of forms I and Ⅱ on the dissolution properties of drug products, J. Pharm. Biomed. Anal. 88(2014) 562-570.[17] D. Hirai, Y. Iwao, S.-I. Kimura, S. Noguchi, S. Itai, Mathematical model to analyze the dissolution behavior of metastable crystals or amorphous drug accompanied with a solid-liquid interface reaction, Int. J. Pharm. 522(2017) 58-65.[18] S. Katti, T. Seshadri, M. Viswamitra, Structure and conformation of didodium guanosine-5'-phosphate heptahydrate C10H13N5O8PNa2.7H2O, Curr. Sci. 49(1980) 533-535.[19] S. Katti, T. Seshadri, M. Viswamitra, Structure of disodium guanosine 5'-phosphate heptahydrate, Acta Crystallogr. B Struct. Crystallogr. Cryst. Chem. 37(1981) 1825-1832.[20] B.S. Liu, H. Sun, J.K. Wang, Q.X. Yin, Solubility of disodium 5'-guanylate heptahydrate in aqueous methanol mixtures, Food Chem. 128(2011) 218-221.[21] R. Zhang, J. Ma, J. Li, Y. Jiang, M. Zheng, Effect of pH, temperature and solvent mole ratio on solubility of disodium 5'-guanylate in water + ethanol system, Fluid Phase Equilib. 303(2011) 35-39.[22] F. Zou, W. Zhuang, J. Wu, J. Zhou, P. Yang, Q. Liu, Y. Chen, H. Ying, Determination of metastable zone widths and the primary nucleation and growth mechanisms for the crystallization of disodium guanosine 5'-monophosphate from a water-ethanol system, Ind. Eng. Chem. Res. 54(2015) 137-145.[23] F. Zou, Q. Chen, P. Yang, J. Zhou, J. Wu, W. Zhuang, H. Ying, Solution-mediated polymorphic transformation:From amorphous to crystals of disodium guanosine 5'-monophosphate in ethanol, Ind. Eng. Chem. Res. 56(2017) 8274-8282.[24] Y. Mo, L. Dang, H. Wei, Solubility of α-form and β-form of L-glutamic acid in different aqueous solvent mixtures, Fluid Phase Equilib. 300(2011) 105-109.[25] F. Zou, W. Zhuang, J. Wu, J. Zhou, Q. Liu, Y. Chen, J. Xie, C. Zhu, T. Guo, H. Ying, Experimental measurement and modelling of solubility of inosine-5'-monophosphate disodium in pure and mixed solvents, J. Chem. Thermodyn. 77(2014) 14-22.[26] F. Zou, W. Zhuang, Q. Chen, P. Yang, C. Lin, P. Jiao, J. Zhou, J. Wu, H. Ying, Solvent effects on nucleation of disodium guanosine 5'-monophosphate in anti-solvent/water mixtures, CrystEngComm 18(2016) 6653-6663.[27] A.-T. Nguyen, J. Kang, W.-S. Kim, Noncommon ion effect on phase transformation of guanosine 5-monophosphate disodium in antisolvent crystallization, Ind. Eng. Chem. Res. 54(2015) 5784-5792.[28] H. Kamio, H. Nakamachi, Water of crystallization in disodium 5'-inosinate and disodium 5'-guanylate and their mixed crystal formation, Yakugaku zasshi, J. Pharm. Soc. Jpn. 87(1967) 1436-1441.[29] B. Li, Y. Wu, J. Zhu, K. Chen, B. Wu, L. Ji, Determination and correlation of solubility and mixing properties of isonicotinamide (form Ⅱ) in some pure solvents, Thermochim. Acta 627(2016) 55-60.[30] Y. Liu, Z.-P. Zhao, J. Cui, G. Ren, Solubility of amorphous clopidogrel hydrogen sulfate in different pure solvents, J. Chem. Eng. Data 60(2015) 2442-2446.[31] I. Montes, C.Q. Lai, D. Sanabria, Like dissolves like:A classroom demonstration and a guided-inquiry experiment for organic chemistry, J. Chem. Educ. 80(2003) 447-449.[32] H. Tajmir Riahi, T. Theophanides, A Fourier transform infrared study of the electrophilic attack at the N7-site of guanosine-5'-monophosphate, Can. J. Chem. 62(1984) 266-272.[33] J. Kang, N.A. Tuan, J.-M. Kim, S.-M. Chang, W.-S. Kim, Study of phase transformation of guanosine 5'-monophosphate in drowning-out crystallization, Appl. Biochem. Biotechnol. 160(2010) 561-573.[34] A.-T. Nguyen, J. Kang, W.-S. Kim, Influence of salt additives on phase transformation of guanosine 5-monophosphate disodium in anti-solvent crystallization, J. Cryst. Growth 373(2013) 82-87.[35] G. Kaptay, The Gibbs equation versus the kelvin and the Gibbs-Thomson equations to describe nucleation and equilibrium of nano-materials, J. Nanosci. Nanotechnol. 12(2012) 2625-2633.[36] C.A. Hunter, J.F. McCabe, A. Spitaleri, Solvent effects of the structures of prenucleation aggregates of carbamazepine, Cryst. Eng. Comm. 14(2012) 7115-7117.[37] K. Fucke, G.J. McIntyre, M.H. Lemée-Cailleau, C. Wilkinson, A.J. Edwards, J.A. Howard, J.W. Steed, Insights into the crystallisation process from anhydrous, hydrated and solvated crystal forms of diatrizoic acid, Chem. Eur. J. 21(2015) 1036-1047.[38] L. Yang, Q. Yin, B. Hou, Y. Wang, Y. Bao, J. Wang, H. Hao, Solubility and thermodynamic stability of the enantiotropic polymorphs of 2, 3, 5-trimethyl-1, 4-diacetoxybenzene, Ind. Eng. Chem. Res. 52(2013) 2477-2485. |