Using Terahertz Pulsed Spectroscopy to Quantify Pharmaceutical Polymorphism and Crystallinity

Journal of Pharmaceutical Sciences - Tập 94 - Trang 837-846 - 2005
Clare J. Strachan1, Philip F. Taday2, David A. Newnham2, Keith C. Gordon3, J.Axel Zeitler1, Michael Pepper2,4, Thomas Rades1
1School of Pharmacy, University of Otago, P.O. Box 56, Dunedin, New Zealand
2TeraView Limited, 302/304 Science Park, Milton Rd., Cambridge, CB4 0WG, United Kingdom
3Department of Chemistry, University of Otago, P.O. Box 56, Dunedin, New Zealand
4Cavendish Laboratory, University of Cambridge Madingley Road, Cambridge CB3 0HE, United Kingdom

Tài liệu tham khảo

Haleblian, 1969, Pharmaceutical applications of polymorphism, J Pharmaceut Sci, 58, 911, 10.1002/jps.2600580802 Brittain, 2000 Bernstein, 2002, 410 Singhal, 2004, Drug polymorphism and dosage form design: A practical perspective, Adv Drug Deliv Rev, 56, 335, 10.1016/j.addr.2003.10.008 Brittain, 1995 Bugay, 2001, Characterization of the solid state: spectroscopic techniques, Adv Drug Deliv Rev, 48, 43, 10.1016/S0169-409X(01)00101-6 Strachan, 2004, Quantitative analysis of polymorphic mixtures of carbamazepine by Raman spectroscopy and principal components analysis, J Raman Spectrosc, 35, 347, 10.1002/jrs.1140 Taylor, 2000, Evaluation of solid-state forms present in tablets by Raman spectroscopy, J Pharmaceut Sci, 89, 1342, 10.1002/1520-6017(200010)89:10<1342::AID-JPS12>3.0.CO;2-X Auer, 2003, Qualitative and quantitative study of polymorphic forms in drug formulations by near infrared FT-Raman spectroscopy, J Mol Struct, 661–662, 307, 10.1016/j.molstruc.2003.09.002 Brittain, 1997, Spectral methods for the characterization of polymorphs and solvates, J Pharmaceut Sci, 86, 405, 10.1021/js960238e Stephenson, 2001, Characterization of the solid state: Quantitative studies, Adv Drug Deliv Rev, 48, 67, 10.1016/S0169-409X(01)00099-0 Bianco, 1998, Near-infrared spectroscopy in the pharmaceutical industry, Analyst, 123, 135R, 10.1039/a802531b Beebe, 1998, 348 Chantry, 1971, 385 Taday, 2004, Applications of terahertz spectroscopy to pharmaceutical sciences, Philos Trans R Soc Lond A, 362, 351, 10.1098/rsta.2003.1321 Han, 2001, A direct comparison between terahertz time-domain spectroscopy and far-infrared Fourier transform spectroscopy, J Appl Phys, 89, 2357, 10.1063/1.1343522 Han, 2001, Free-space coherent broadband terahertz time-domain spectroscopy, Measure Sci Technol, 12, 1747, 10.1088/0957-0233/12/11/301 Ferguson, 2002, Materials for terahertz science and technology, Nat Mater, 1, 26, 10.1038/nmat708 Beard, 2002, Terahertz spectroscopy, J Phys Chem B, 106, 7146, 10.1021/jp020579i Taday, 2003, Using terahertz pulse spectroscopy to study the crystalline structure of a drug: A case study of the polymorphs of ranitidine hydrochloride, J Pharmaceut Sci, 92, 831, 10.1002/jps.10358 Woodward, 2003, Terahertz pulse imaging of ex vivo basal cell carcinoma, J Invest Dermatol, 120, 72, 10.1046/j.1523-1747.2003.12013.x Tribe, 2004, Hidden object detection: Security applications of terahertz technology, Proc SPIE, 5354, 168, 10.1117/12.543049 Kemp, 2003, Security applications of terahertz technology, Proc SPIE, 5070, 44, 10.1117/12.500491 Markelz, 2002, THz time domain spectroscopy of biomolecular conformational modes, Phys Med Biol, 47, 3797, 10.1088/0031-9155/47/21/318 Markelz, 2000, Pulsed terahertz spectroscopy of DNA, bovine serum albumin and collagen between 0.1 and 2.0 THz, Chem Phys Lett, 320, 42, 10.1016/S0009-2614(00)00227-X Taday, 2003, Terahertz pulse spectroscopy of biological materials: L-glutamic acid, J Biol Phys, 29, 109, 10.1023/A:1024424205309 Walther, 2000, Far-infrared vibrational spectra of all-trans, 9-cis and 13-cis retinal measured by THz time-domain spectroscopy, Chem Phys Lett, 332, 389, 10.1016/S0009-2614(00)01271-9 Walther, 2002, Collective vibrational modes in biological molecules investigated by terahertz time-domain spectroscopy, Biopolymers (Biospectroscopy), 67, 310, 10.1002/bip.10106 Walther, 2003, Noncovalent intermolecular forces in polycrystalline and amorphous saccharides in the far infrared, Chem Phys, 288, 261, 10.1016/S0301-0104(03)00031-4 Grzesiak, 2003, Comparison of the four anhydrous polymorphs of carbamazepine and the crystal structure form I, J Pharmaceut Sci, 92, 2260, 10.1002/jps.10455 Kiang, 2003, Structure determination of enalapril maleate form II from high resolution X-ray powder diffraction data, J Pharmaceut Sci, 92, 1844, 10.1002/jps.10430 Précigoux, 1986, N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanyl-L-prolinium-hydrogen maleate (1/1), enalapril (MK-421), Acta Crystallogr, C42, 1022 Kirstenmacher, 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 Andronis, 2000, Crystal nucleation polymorphs from the amorphous state, J Non-Crystalline Solids, 271, 236, 10.1016/S0022-3093(00)00107-1 Rades, 1996, Thermal behaviour and solubility of fenoprofen calcium, Pharmazie, 51, 846 Strachan, 2004, Using terahertz pulsed spectroscopy to study crystallinity of pharmaceutical materials, Chem Phys Lett, 390, 20, 10.1016/j.cplett.2004.03.117 Lefebvre, 1986, Polymorphic transitions of carbamazepine during grinding and compression, Drug Dev Indust Pharmacy, 12, 1913, 10.3109/03639048609042617 McMahon, 1996, Characterization of dihydrates prepared carbamazepine polymorphs, J Pharmaceut Sci, 85, 1064, 10.1021/js960117e Ip, 1987, Enalapril maleate, 10.1016/S0099-5428(08)60557-2 Patterson, 2002, Physical stability and solubility of the thermotropic mesophase of fenoprofen calcium as pure drug and in a tablet formulation, Int J Pharmaceut, 247, 147, 10.1016/S0378-5173(02)00402-7 Fattinger, 1989, Terahertz beams, Appl Phys Lett, 54, 490, 10.1063/1.100958 Wallace, 2004, Terahertz pulsed imaging of basal cell carcinoma ex vivo and in vivo, Br J Dermatol, 151, 424, 10.1111/j.1365-2133.2004.06129.x Fitzgerald, 2005, Non-destructive analysis of tablet coating thicknesses using terahertz pulsed imaging, J Pharmaceut Sci, 94, 177, 10.1002/jps.20225 Wallace, 2004, Terahertz pulsed imaging and spectroscopy for biomedical and pharmaceutical applications, Faraday Discuss, 126, 255, 10.1039/b309357n Martens, 2003, Light scattering and light absorbance separated by extended multiplicative signal correction. Application to near-infrared transmission analysis of powder mixtures, Anal Chem, 75, 394, 10.1021/ac020194w ICH, 1996, ICH topic Q2B, validation of analytical procedures: Methodology Ip, 1986, High resolution spectroscopic evidence and solution calorimetry studies on the polymorphs of enalapril maleate, Int J Pharmaceut, 28, 183, 10.1016/0378-5173(86)90244-9 Taylor, 1997, Spectroscopic characterization of interactions between PVP and indomethacin in amorphous molecular dispersions, Pharm Res, 14, 1691, 10.1023/A:1012167410376 Six, 2001, Investigation of thermal properties of glassy itraconazole: Identification of a monotropic mesophase, Thermochim Acta, 376, 175, 10.1016/S0040-6031(01)00563-9 Pratiwi, 2002, 116 Taylor, 1998, The quantitative analysis of crystallinity using FT-Raman spectroscopy, Pharm Res, 15, 755, 10.1023/A:1011979221685 Giron, 1999, Thermal analysis, microcalorimetry and combined techniques for the study of the polymorphic behaviour of a purine derivative, J Thermal Anal Calorimet, 57, 61, 10.1023/A:1010145125531 Dong, 2002, Neotame anhydrate polymorphs II: Quantitation and relative physical stability, Pharm Res, 19, 1259, 10.1023/A:1020334305038 Patel, 2000, Quantitative analysis of polymorphs in binary and multi-component powder mixtures by near-infrared reflectance spectroscopy, Int J Pharmaceut, 206, 63, 10.1016/S0378-5173(00)00530-5 Patel, 2001, Low-level determination of polymorph composition in physical mixtures by near-infrared reflectance spectroscopy, J Pharmaceut Sci, 90, 360, 10.1002/1520-6017(200103)90:3<360::AID-JPS11>3.0.CO;2-U Tanninen, 1992, X-ray powder diffraction profile fitting in quantitative determination of two polymorphs from their powder mixture, Int J Pharmaceut, 81, 169, 10.1016/0378-5173(92)90008-P Laasonen, 2003, Development and validation of a near-infrared method for the quantiation of caffeine in intact single tablets, Anal Chem, 75, 754, 10.1021/ac026262w