Excipient Compatibility

Developing Solid Oral Dosage Forms

Volumn , Issue , 2009, Pages 125-145

  Narang, Ajit S ^a   Rao, Venkatramana M ^a   Raghavan, Krishnaswamy S ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79960558205     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-444-53242-8.00006-0     Document Type: Chapter

References (88)

1. Hickey M.B., et al. Hydrates and solid-state reactivity: A survey of b-lactam antibiotics. Journal of Pharmaceutical Sciences 2007, 96(5):1090-1099.
2. Rowe R.C., et al. Handbook of Pharmaceutical Excipients 2003, APhA Publications.
3. Kontny M.J. Distribution of water in solid pharmaceutical systems. Drug Development and Industrial Pharmacy 1988, 14(14):1991-2027.
4. Patel N.K., et al. The effect of selected direct compression excipients on the stability of aspirin as a model hydrolyzable drug. Drug Dev. Ind. Pharm. 1988, 14(1):77-98.
5. Gore A.Y., Banker G.S. Surface chemistry of colloidal silica and a possible application to stabilize aspirin in solid matrixes. Journal of Pharmaceutical Sciences 1979, 68(2):197-202.
6. De Ritter E., Magid L., Osadca M., Rubin S.H. Effect of silica gel on stability and biological availability of ascorbic acid. Journal of Pharmaceutical Sciences 1970, 59(2):229-232.
7. Perrier P.R., Kesselring U.W. Quantitative assessment of the effect of some excipients on nitrazepam stability in binary powder mixtures. Journal of Pharmaceutical Sciences 1983, 72(9):1072-1074.
8. Fielden K.E., Newton J.M., O'Brien P., Rowe R.C. Thermal studies on the interaction of water and microcrystalline cellulose. Journal of Pharmacy and Pharmacology 1988, 40(10):674-678.
9. Ahlneck C., Alderborn G. Solid state stability of acetylsalicylic acid in binary mixtures with microcrystalline and microfine cellulose. Acta Pharmaceutica Suecica 1988, 25(1):41-52.
10. Yoshioka S., Aso Y., Terao T. Effect of water mobility on drug hydrolysis rates in gelatin gels. Pharmaceutical Research 1992, 9(5):607-612.
11. Aso Y., Sufang T., Yoshioka S., Kojima S. Amount of mobile water estimated from 2H spin-lattice relaxation time, and its effects on the stability of cephalothin in mixtures with pharmaceutical excipients. Drug Stability 1997, 1(4):237-242.
12. Burghart, W., Burghart, K. & Raneburger, J. (2004). Solid formulation of levothyroxine and/or liothyronine salts containing controlled amount of water for stability. US Patent No. WO Patent Application Number 2 004 096 177.
13. Hancock B.C., Zografi G. The relationship between the glass transition temperature and the water content of amorphous pharmaceutical solids. Pharmaceutical Research 1994, 11(4):471-477.
14. Tong P., Zografi G. Effects of water vapor absorption on the physical and chemical stability of amorphous sodium indomethacin. AAPS PharmSciTech 2004, 5(2). Article 26.
15. Chen J.G., et al. Degradation of a fluoropyridinyl drug in capsule formulation: degradant identification, proposed degradation mechanism, and formulation optimization. Pharmaceutical Development and Technology 2000, 5(4):561-570.
16. Glombitza B.W., Oelkrug D., Schmidt P.C. Surface acidity of solid pharmaceutical excipients. Part 1. Determination of the surface acidity. European Journal of Pharmaceutics and Biopharmaceutics 1994, 40(5):289-293.
17. Stanisz B. The influence of pharmaceutical excipients on quinapril hydrochloride stability. Acta Poloniae Pharmaceutica 2005, 62(3):189-193.
18. Crowley P., Martini L. Drug-excipient interactions. Pharmaceutical Technology Europe 2001, 13(3):26-28. 30-32, 34.
19. Wirth D.D., et al. Maillard reaction of lactose and fluoxetine hydrochloride, a secondary amine. Journal of Pharmaceutical Sciences 1998, 87(1):31-39.
20. Lessen T., Zhao D.C. Interactions between drug substances and excipients. 1. Fluorescence and HPLC studies of triazolophthalazine derivatives from hydralazine hydrochloride and starch. Journal of Pharmaceutical Sciences 1996, 85(3):326-329.
21. Janicki C.A., Almond H.R. Reaction of haloperidol with 5-(hydroxymethyl)-2-furfuraldehyde, an impurity in anhydrous lactose. Journal of Pharmaceutical Sciences 1974, 63(1):41-43.
22. Ahlneck C., Lundgren P. Methods for the evaluation of solid state stability and compatibility between drug and excipient. Acta Pharmaceutica Suecica 1985, 22(6):305-314.
23. Schildcrout S.A., Risley D.S., Kleemann R.L. Drug-excipient interactions of seproxetine maleate hemi-hydrate: isothermal stress methods. Drug Development and Industrial Pharmacy 1993, 19(10):1113-1130.
24. Thakur A.B., et al. Mechanism and kinetics of metal ion-mediated degradation of fosinopril sodium. Pharmaceutical Research 1993, 10(6):800-809.
25. Huang T., Garceau M.E., Gao P. Liquid chromatographic determination of residual hydrogen peroxide in pharmaceutical excipients using platinum and wired enzyme electrodes. Journal of Pharmaceutical and Biomedical Analysis 2003, 31(6):1203-1210.
26. Jansen P.J., Oren P.L., Kemp C.A., Maple S.R., Baertschi S.W. Characterization of impurities formed by interaction of duloxetine HCl with enteric polymers hydroxypropyl methylcellulose acetate succinate and hydroxypropyl methylcellulose phthalate. Journal of Pharmaceutical Sciences 1998, 87(1):81-85.
27. George R.C. Investigation into the yellowing on aging of Sabril tablet cores. Drug Development and Industrial Pharmacy 1994, 20(19):3023-3032.
28. Rivera S.L., Ghodbane S. In vitro adsorption-desorption of famotidine on microcrystalline cellulose. International Journal of Pharmaceutics 1994, 108(1):31-38.
29. del Barrio M.A., Hu J., Zhou P., Cauchon N. Simultaneous determination of formic acid and formaldehyde in pharmaceutical excipients using headspace GC/MS. Journal of Pharmaceutical and Biomedical Analysis 2006, 41(3):738-743.
30. Hartauer K.J., et al. Influence of peroxide impurities in povidone and crospovidone on the stability of raloxifene hydrochloride in tablets: Identification and control of an oxidative degradation product. Pharmaceutical Development and Technology 2000, 5(3):303-310.
31. D'Souza A.J., et al. Reaction of a peptide with polyvinylpyrrolidone in the solid state. Journal of Pharmaceutical Sciences 2003, 92(3):585-593.
32. Rohrs B.R., et al. Tablet dissolution affected by a moisture mediated solid-state interaction between drug and disintegrant. Pharmaceutical Research 1999, 16(12):1850-1856.
33. Claudius J.S., Neau S.H. The solution stability of vancomycin in the presence and absence of sodium carboxymethyl starch. International Journal of Pharmaceutics 1998, 168(1):41-48.
34. Senderoff R.I., Mahjour M., Radebaugh G.W. Characterization of adsorption behavior by solid dosage form excipients in formulation development. International Journal of Pharmaceutics 1982, 83(1-3):65-72.
35. Desai D.S., Rubitski B.A., Bergum J.S., Varia S.A. Effects of different types of lactose and disintegrant on dissolution stability of hydrochlorothiazide capsule formulations. International Journal of Pharmaceutics 1994, 110(3):257-265.
36. Al-Nimry S.S., Assaf S.M., Jalal I.M., Najib N.M. Adsorption of ketotifen onto some pharmaceutical excipients. International Journal of Pharmaceutics 1997, 149(1):115-121.
37. Botha S.A., Lotter A.P. Compatibility study between naproxen and tablet excipients using differential scanning calorimetry. Drug Development and Industrial Pharmacy 1990, 16:673-683.
38. Rowe R.C., Forse S.F. Pitting: A defect on film coated tablets. International Journal of Pharmaceutics 1983, 17(2-3):347-349.
39. Swaminathan V., Kildsig D.O. An examination of the moisture sorption characteristics of commercial magnesium stearate. AAPS PharmSciTech 2001, 2(4):28.
40. Kararli T.T., Needham T.E., Seul C.J., Finnegan P.M. Solid-state interaction of magnesium oxide and ibuprofen to form a salt. Pharmaceutical Research 1989, 6(9):804-808.
41. Ahlneck C., Waltersson J.-O., P.L. Difference in effect of powdered and granular magnesium stearate on the solid state stability of acetylsalicylic acid. Acta Pharmaceutica Technologica 1987, 33(1):21-26.
42. Eichman, M. L. (1999). Drug-resin complexes stabilized by chelating agents. US Patent Number 5 980 882.
43. Bax, R. P. (1998). Use of a combination of amoxycillin and clavulanate in the manufacture of a medicament for the treatment drug-resistant Streptococcus pneumoniae. US Patent Number 6 214 359.
44. Crowley P.J. Excipients as stabilizers. Pharmaceutical Science & Technology Today 1999, 2(6):237-243.
45. Wyttenbach N., Birringer C., Alsenz J., Kuentz M. Drug-excipient compatibility testing using a high-throughput approach and statistical design. Pharmaceutical Development and Technology 2005, 10(4):499-505.
46. Plackett R.L., Burman J.P. The design of optimum multifactorial experiments. Biometrika 1946, 33:305-325.
47. Durig T., Fassihi A.R. Identification of stabilizing and destabilizing effects of excipient-drug interactions in solid-dosage form design. International Journal of Pharmaceutics 1993, 97:161-170.
48. Cotton M.L., Lamarche P., Motola S., Vadas E.B. L-649 923-The selection of an appropriate salt form and preparation of a stable oral formulation. International Journal of Pharmaceutics 1994, 109(3):237-249.
49. Landin M., et al. Chemical stability of acetylsalicylic acid in tablets prepared with different particle size fractions of a commercial brand of dicalcium phosphate dihydrate. International Journal of Pharmaceutics 1995, 123(1):143-144.
50. Hancock B.C., Zografi G. Characteristics and significance of the amorphous state in pharmaceutical systems. Journal of Pharmaceutical Sciences 1997, 86(1):1-12.
51. Puttipipatkhachorn S., Yonemochi E., Oguchi T., Yamamoto K., Nakai Y. Effect of grinding on dehydration of crystal water of theophylline. Chemical & Pharmaceutical Bulletin 1990, 38(8):2233-2236.
52. Takahashi Y., Nakashima K., Nakagawa H., Sugimoto I. Effects of grinding and drying on the solid-state stability of ampicillin trihydrate. Chemical & Pharmaceutical Bulletin 1984, 32(12):4963-4970.
53. Nakagawa H., Takahashi Y., Sugimoto I. The effects of grinding and drying on the solid state stability of sodium prasterone sulfate. Chemical & Pharmaceutical Bulletin 1982, 30(1):242-248.
54. Serajuddin A.T., Thakur A.B., Ghoshal R.N., Fakes M.G., Ranadive S.A., Morris K.R., Varia S.A. Selection of solid dosage form composition through drug-excipient compatibility testing. Journal of Pharmaceutical Sciences 1999, 88(7):696-704.
55. van Dooren A.A. Design for drug-excipient interaction studies. Drug Development and Industrial Pharmacy 1983, 9(1&2):43-55.
56. Sims J.L., et al. A new approach to accelerated drug-excipient compatibility testing. Pharmaceutical Development and Technology 2003, 8(2):119-126.
57. Waltersson J.O., Lundgren P. The effect of mechanical comminution on drug stability. Acta Pharmaceutica Suecica 1985, 22(5):291-300.
58. Badawy S.I., Williams R.C., Gilbert D.L. Chemical stability of an ester prodrug of a glycoprotein IIb/IIIa receptor antagonist in solid dosage forms. Journal of Pharmaceutical Sciences 1999, 88(4):428-433.
59. Guo Y., Byrn S.R., Zografi G. Physical characteristics and chemical degradation of amorphous quinapril hydrochloride. Journal of Pharmaceutical Sciences 2000, 89(1):128-143.
60. Hong J., Lee E., Carter J.C., Masse J.A., Oksanen D.A. Antioxidant-accelerated oxidative degradation: A case study of transition metal ion catalyzed oxidation in formulation. Pharmaceutical development and technology 2004, 9(2):171-179.
61. Katsumoto, K., Ching, T.Y., Theard, L.P. & Current, S.P. (1997). Multi-component oxygen scavenger system useful in film packaging. US Patent No.
62. Huang T., Gao P., Hageman M.J. Rapid screening of antioxidants in pharmaceutical formulation development using cyclic voltammetry-potential and limitations. Current Drug Discovery Technologies 2004, 1(2):173-179.
63. Castello R.A., Mattocks A.M. Discoloration of tablets containing amines and lactose. Journal of Pharmaceutical Sciences 1962, 51:106-108.
64. Cavatur R., Vemuri N.M., Chrzan Z. Use of isothermal microcalorimetry in pharmaceutical preformulation studies. Part III. Evaluation of excipient compatibility of a new chemical entity. Journal of Thermal Analysis and Calorimetry 2004, 78:63-72.
65. Giron D. Applications of thermal analysis and coupled techniques in pharmaceutical industry. Journal of Thermal Analysis and Calorimetry 2002, 68:335-357.
66. Schmitt E., Peck K., Sun Y., Geoffroy J. Rapid, practical, and predictive excipient compatibility screening using isothermal microcalorimetry. Thermochim Acta 2001, 380:175-183.
67. Selzer T., Radau M., Kreuter J. The use of isothermal heat conduction microcalorimetry to evaluate drug stability in tablets. International Journal of Pharmaceutics 1999, 184(2):199-206.
68. Selzer T., Radau M., Kreuter J. Use of isothermal heat conduction microcalorimetry to evaluate stability and excipient compatibility of a solid drug. International Journal of Pharmaceutics 1998, 171(2):227-241.
69. Airaksinen S., et al. Excipient selection can significantly affect solid-state phase transformation in formulation during wet granulation. AAPS PharmSciTech 2005, 6(2):E311-eE322.
70. Antipas, A.S. & Landis, M.S. (2005) In: Drugs and the Pharmaceutical Sciences. Taylor and Francis Group, LLC. pp. 419-458.
71. Carstensen J.T., Osadca M., Rubin S.H. Degradation mechanisms for water-soluble drugs in solid dosage forms. Journal of Pharmaceutical Sciences 1969, 58(5):549-553.
72. Tardif R. Reliability of accelerated storage tests to predict stability of vitamins (A, B-1, C) in tablets. Journal of Pharmaceutical Sciences 1965, 54:281-284.
73. Blaug S.M., Wesolowski J.W. The stability of acetylsalicylic acid in suspension. Journal of the American Pharmaceutical Association 1959, 48:691-694.
74. Konishi M., Hirai K., Mori Y. Kinetics and mechanism of the equilibrium reaction of triazolam in aqueous solution. Journal of Pharmaceutical Sciences 1982, 71(12):1328-1334.
75. Devani M.B., Shishoo C.J., Doshi K.J., Patel H.B. Kinetic studies of the interaction between isoniazid and reducing sugars. Journal of Pharmaceutical Sciences 1985, 74(4):427-432.
76. Mauger J.W., Paruta A.N., Gerraughty R.J. Consecutive first-order kinetic consideration of hydrocortisone hemisuccinate. Journal of Pharmaceutical Sciences 1969, 58(5):574-578.
77. Yoshioka S., Aso Y., Shibazaki T., Uchiyama M. Stability of pilocarpine ophthalmic formulations. Chemical & Pharmaceutical Bulletin 1986, 34(10):4280-4286.
78. Yoshioka S., Stella V.J. Stability of Drugs and Dosage Forms 2000, Kluwer Academic, New York.
79. Yoshioka S., Shibazaki T., Eijima A. Stability of solid dosage forms. II. Hydrolysis of meclofenoxate hydrochloride in commercial tablets. Chemical & Pharmaceutical Bulletin 1983, 31:2513-2517.
80. Yoshioka S., Uchiyama M. Kinetics and mechanism of the solid-state decomposition of propantheline bromide. Journal of Pharmaceutical Sciences 1986, 75(1):92-96.
81. Hasegawa J., Hanano M., Awazu S. Decomposition of acetylsalicylic acid and its derivatives in solid state. Chemical & Pharmaceutical Bulletin 1975, 23:86-97.
82. Carstensen J.T., Attarchi F. Decomposition of aspirin in the solid state in the presence of limited amounts of moisture II: Kinetics and salting-in of aspirin in aqueous acetic acid solutions. Journal of Pharmaceutical Sciences 1988, 77(4):314-317.
83. Yoshioka S., Ogata H., Shibazaki T., Ejima A. Stability of sulpyrine. V. Oxidation with molecular oxygen in the solid state. Chemical & Pharmaceutical Bulletin 1979, 27:2363-2371.
84. Kornblum S.S., Sciarrone B.J. Decarboxylation of P-Aminosalicylic acid in the solid state. Journal of Pharmaceutical Sciences 1964, 53:935-941.
85. Zhou D., et al. Model-free treatment of the dehydration kinetics of nedocromil sodium trihydrate. Journal of Pharmaceutical Sciences 2003, 92(7):1367-1376.
86. Vyazovkin S., Wight C.A. Kinetics in solids. Annual review of physical chemistry 1997, 48:125-149.
87. Khawam A., Flanagan D.R. Basics and applications of solid-state kinetics: a pharmaceutical perspective. Journal of Pharmaceutical Sciences 2006, 95(3):472-498.
88. Khawam A., Flanagan D.R. Complementary use of model-free and modelistic methods in the analysis of solid-state kinetics. The Journal of Physical Chemistry 2005, B 109(20):10073-10080.