Polymorphic Transformation of Indomethacin Under High Pressures**The previous affiliation when this study was done, Organic Synthesis Research Laboratory, Sumitomo Chemical Co., Ltd. 3-1-98, Kasugade-naka, Konohana-ku, Osaka 554-8558, Japan.
Tài liệu tham khảo
Haleblian, 1969, Pharmaceutical applications of polymorphism, J Pharm Sci, 58, 911, 10.1002/jps.2600580802
Bauer, 2001, Ritonavir: An extraordinary example of conformational polymorphism, Pharm Res, 18, 859, 10.1023/A:1011052932607
2002, Supercritical fluids: Molecular interactions, physical properties and new applications
Shekunov, 2000, Crystallization process in pharmaceutical technology and drug delivery design, J Cryst Growth, 211, 122, 10.1016/S0022-0248(99)00819-2
Boldyreva, 2003, High-pressure studies of the anisotropy of structural distortion of molecular crystals, J Mol Struct, 647, 159, 10.1016/S0022-2860(02)00520-3
Takano, 1997, Development of an optical liquid high pressure cell and its application to visual observation of pressure-driven crystal growth, J Cryst Growth, 171, 591, 10.1016/S0022-0248(96)00684-7
Nishiguchi, 1990, In-situ observation of crystal growth of p-xylene from p-, m-mixtures by application of very high pressure, J Cryst Growth, 99, 1142, 10.1016/S0022-0248(08)80097-8
Moritoki, 1991, High-pressure crystallization and growth behavior of organic compounds under pressure, KOBELCO Technol Rev, 12, 33
Narahara, 1990, 281
Moritoki, 1984, 377
Visuri, 1990, A new method for protein crystallization using high pressure, Biotechnology, 8, 547, 10.1038/nbt0690-547
Groß, 1991, Growth inhibition of lysozyme crystals at high hydrostatic pressure, FEBS Lett, 284, 87, 10.1016/0014-5793(91)80768-X
Sazaki, 1999, Solubility of tetragonal and orthorhombic lysozyme crystals under high pressure, J Cryst Growth, 196, 204, 10.1016/S0022-0248(98)00861-6
Takano, 1994, Corner rounding of crystals growing at high pressure, Jpn J Appl Phys, 33, L663, 10.1143/JJAP.33.L663
Maruyama, 1997, Optical study of roughening transition on ice Ih (100) planes under pressure, J Cryst Growth, 172, 521, 10.1016/S0022-0248(96)00769-5
Groß, 1993, A kinetic model explaining the effects of hydrostatic pressure on nucleation and growth of lysozyme crystals, Biophys Chem, 45, 245, 10.1016/0301-4622(93)80006-5
Schall, 1994, Lysozyme crystal growth reduced at high pressure, J Cryst Growth, 135, 548, 10.1016/0022-0248(94)90146-5
Suzuki, 1994, Crystal growth of hen egg white lysozyme under high pressure, Jpn J Appl Phys, 33, L1568, 10.1143/JJAP.33.L1568
Saikumar, 1995, Crystallization of lysozyme at high pressures, J Cryst Growth, 151, 173, 10.1016/0022-0248(95)00046-1
Takano, 1997, Effect of hydrostatic pressure on the crystallization of lysozyme based on in situ observations, J Cryst Growth, 171, 554, 10.1016/S0022-0248(96)00702-6
Nishioka, 1999, Pressure-dependence of the interfacial tension of a critical nucleus in the binary-ideal solution, J Cryst Growth, 200, 592, 10.1016/S0022-0248(98)01391-8
Nishiguchi, 1991, In-situ observation of nucleation and crystal growth of p-xylene from p- and m- mixtures under very high pressure, KOBELCO Technol Rev, 10, 58
Nagaoka, 1989, Effect of pressure on the solid-liquid phase equilibria of binary organic systems, Int J Thermophys, 10, 27, 10.1007/BF00500705
Pushin, 1925, The influence of pressure on the equilibrium of binary systems I, Z Physik Chem, 118, 276
Moritoki, 1984, 369
Bridgman, 1915, Polymorphic transformations of solids under pressure, Proc Am Acad Arts Sci, 51, 55, 10.2307/20025564
Maeda, 1999, Phase behavior of the discotic mesogen 5,10,15,20-tetrakis (4-n-dodecylphenyl) porphyrin under pressure, Liq Cryst, 26, 1067, 10.1080/026782999204426
Ibrahim, 1977, Polymorphism of phenylbutazone: Properties and compressional behavior of crystals, J Pharm Sci, 66, 669, 10.1002/jps.2600660515
Matsumoto, 1991, Effects of temperature and pressure during compression on polymorphic transformation and crushing strength of chlorpropamide tablets, J Pharm Pharmacol, 43, 74, 10.1111/j.2042-7158.1991.tb06635.x
Otsuka, 1993, Effects of environmental temperature and compression energy on polymorphic transformation during tabletting, Drug Dev Ind Pharm, 19, 2241, 10.3109/03639049309047191
Kaneniwa, 1985, Physicochemical characterization of indomethacin polymorphs and the transformation kinetics in ethanol, Chem Pharm Bull, 33, 3447, 10.1248/cpb.33.3447
Tada, 2000, Crystallization of medicine, 109
Ostwald, 1987, Studien über die Bildung und Umwandlung fester Körper, Z Phys Chem, 22, 289
Otsuka, 1988, A kinetic study of the crystallization process of noncrystalline indomethacin under isothermal conditions, Chem Pharm Bull, 36, 4026, 10.1248/cpb.36.4026
Okumura, 2005, A novel standard sample powder preparation method for quantitative analysis of polymorphs, J Pharm Sci, 94, 1013, 10.1002/jps.20320
Ruland, 1961, X-ray determination of crystallinity and diffuse disorder scattering, Acta Cryst, 14, 1180, 10.1107/S0365110X61003429
Chen, 2002, Reactivity differences of indomethacin solid forms with ammonia gas, J Am Chem Soc, 124, 15012, 10.1021/ja017662o
Kistenmacher, 1972, Crystal and molecular structure of an antiinflammatory agent, indomethacin, 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid, J Am Chem Soc, 94, 1340, 10.1021/ja00759a047
Sun, 1998, COMPASS: An ab initio forcefield optimized for condensed-phase applications—overview with details on alkane and benzene compounds, J Phys Chem B, 102, 7338, 10.1021/jp980939v
Otsuka, 2001, Determination of indomethacin polymorphic contents by chemometric near-infrared spectroscopy and conventional powder X-ray diffractometry, Analyst, 126, 1578, 10.1039/b103498g
Otsuka, 2000
Sako, 1997, Decomposition of dioxins in fly ash with supercritical water oxidation, J Chem Engineer Japan, 30, 744, 10.1252/jcej.30.744
Yoshioka, 1994, Crystallization of indomethacin from the amorphous state below and above its glass transition temperature, J Pharm Sci, 83, 1700, 10.1002/jps.2600831211
Galdecki, 1976, Crystal and molecular structure of the γ-form of 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid. A comparison of results based on photographic data with previous results obtained by means of a single crystal diffractometer, Rocz Chem, 50, 1139
Katrusiak, 1991, High-pressure X-ray diffraction studies on organic crystals, Cryst Res Technol, 26, 523, 10.1002/crat.2170260502
Boldyreva, 2000, Anisotropic crystal structure distortion of the monoclinic polymorph of acetaminophen at high hydrostatic pressures, Acta Cryst, B56, 299, 10.1107/S0108768199013634
Borka, 1974, The polymorphism of indomethacine: New modifications, their melting behavior and solubility, Acta Pharm Suecica, 11, 295
Threlfall, 2003, Structural and thermodynamic explanations of Ostwald's rule, Org Process Res Dev, 7, 1017, 10.1021/op030026l
Hancock, 2000, What is the true solubility advantage for amorphous pharmaceuticals?, Pharm Res, 17, 397, 10.1023/A:1007516718048
Imaizumi, 1980, Stability and several physical properties of amorphous and crystalline forms of indomethacin, Chem Pharm Bull, 28, 2565, 10.1248/cpb.28.2565
Fukuoka, 1986, Some physicochemical properties of grassy indomethacin, Chem Pharm Bull, 34, 4314, 10.1248/cpb.34.4314