662
Views
22
CrossRef citations to date
0
Altmetric
Research Article

Understanding drug-excipient compatibility: Oxidation of compound A in a solid dosage form

, , &
Pages 556-564 | Accepted 14 Jul 2009, Published online: 11 Sep 2009

References

  • Crowley P. Excipients as stabilizers. Pharm Sci Tech Today 1999;2:237–243.
  • Hovorka S, Schoneich C. Oxidation degradation of pharmaceuticals: Theory, mechanisms and inhibition. J Pharm Sci 2001;90(3):253–269.
  • Baertschi S, Alsante K. Stress testing: The chemistry of drug degradation. Drugs Pharm Sci 2005;153:51–140.
  • Waterman KC, Adami RC, Alsante KM, Hong J, Landis MS, Lombardo F, Roberts CJ. Stabilization of pharmaceuticals to oxidative degradation. Pharm Dev Tech 2002;7:1–32.
  • Crowley P, Martini L. Drug-excipient interactions. Pharm Tech Eu 2001; March Issue.
  • Wu Y, Dali M, Gupta A, Raghavan K. Understanding drug-excipient compatibility: Oxidation of compound A in a solid dosage form. 2006 AAPS poster presentation, San Antonio, TX, USA.
  • Serajuddin A, Thakur A, Ghoshal R, Fakes M, Ranadive S, Morris K, Varia S. Selection of solid dosage form composition through drug-excipient compatibility testing. J Pharm Sci 1999;88(7):696–704.
  • Huang G, Wu Y, Dali M. Determination of reducing sugar and formaldehyde impurities in pharmaceutical excipients by HPLC with precolumn derivatization. 2006 HPLC Conference, poster presentation, San Francisco, CA, USA.
  • Ahlneck C, Zografi G. The molecular basis of moisture effects on the physical and chemical stability of drugs in the solid state. Int J Pharm 1990;62:87–95.
  • Ahlneck C, Alderborn G. Solid state stability of acetylsalicylic acid in binary mixtures with microcrystalline and microfine cellulose. Acta Pharm Suec 1988;25:41–52.
  • Callahan JC, Cleary GW, Elefant M, Kaplan G, Kensler T, Nash RA. Equilibrium moisture content of pharmaceutical excipients. Drug Dev Ind Pharm 1982;8:355.
  • Akers M. Antioxidants in pharmaceutical products. J Parenteral Sci Tech 1982;36:222–228.
  • Wirth DD, Baertschi SW, Johnson RA, Maple SR, Miller MS, Hallenbeck DK, Gregg SM. Maillard reaction of lactose and fluoxetine hydrochloride, a secondary amine. J Pharm Sci 1998;87:31–39.
  • George RC, Barbuch RJ, Huber EW, Regg BT. Investigation into the yellowing on aging of sabril tablet cores. Drug Dev Ind Pharmacy 1994;20:3023–3032.
  • Castello RA, Mattocks AM. Discoloration of tablets containing amines and lactose. J Pharm Sci 1962;45:2–5.
  • Paulsen H, Pfulghaupt KW. Glycosamines. In: Horton D, Pigman W, editors. The carbohydrates, chemistry and biochemistry. New York: Academic Press; 1980:1b:881–927
  • Hodge JE. The Amadori rearrangement. Adv Carbohydr Chem 1966;10:169–205.
  • Dubost DC, Kaufman MJ, Zimmerman JA, Bogusky MJ, Coddington AB, Pitzenberger SM. Characterization of a solid state reaction product from a lyophilized formulation of a cyclic heptapeptide. A novel example of an excipient-induced oxidation. Pharm Res 1996;13:1811–1814.
  • Knerr T, Lerche H, Pischetsrieder M, Severin T. Formation of a novel colored product during the maillard reaction of D-glucose. J Agric Food Chem 2001;49:1966–1970.
  • Hollingsworth RI. The chemical degradation of starch: Old reactions and new frontiers. Biotech Ann Rev 1996;2:281–290.
  • Lessen T, Zhao DC. Interactions between drug substances and excipients. 1. Fluorescence and HPLC studies of triazolophthalazine derivatives from Hydralazine hydrochloride and starch. J Pharm Sci 1996;85:326–329.
  • Ledl F, Beck J, Sengl M, Osiander H, Estendorfer S, Severin T, Huber B. Chemical pathways of the Maillard reaction. The Maillard reaction in aging, diabetes and nutrition. New York: Alan R. Liss, Inc; 1989:23–42.
  • Roberts RL, Lloyd RV. Free radical formation from secondary amines in the Maillard reaction. J Agric Food Chem 1997;45:2413–2418.
  • Mossine VV, Linetsky M, Glinsky GV, Ortwerth BJ, Feather MS. Superoxide free radical generation by amadori compounds: The role of acyclic forms and metal ions. Am Chem Soc 1999, tx980209e, published on web.
  • Namiki M, Hayashi T. A new mechanism of the Maillard reaction involving sugar fragmentation and free radical formation. Dep Food Sci Technol 1983;215:21–46.
  • Namiki M, Hayashi T.Formation of novel free radical products in an early stage of Maillard reaction. Progress Food Nutrit Sci 1981;5:81–91.
  • Hayashi T, Namiki M, On the mechanism of free radical formation during browning reaction of sugars with amino compounds. Agric Biolog Chem 1981;45(4):933–939.
  • Namiki M, Hayashi T, Kawakishi S.Free radicals developed in the amino-carbonyl reaction of sugars with amino acids. Agric Biolog Chem 1973;37(12):2935–2936.
  • Hartauer K, Gordon A, Baertschi S, Ross J, Luke W, Pearson N, Richard E, Tingle C, Tsang P, Wiens R.Influence of peroxide impurities in povidone and crospovidone on the stability of raloxifene hydrochloride in tablets: Identification and control of an oxidative degradation product. Pharmaceut Develop Technol 2000;5(3):303–310.
  • Smith S. Fundamentals of drug-excipient interactions. 42nd Annual International Industrial Pharmaceutical Research and Development Conference, June 5–9, 2000, Merrimac, Wisconsin, USA.
  • Wasylaschuk WR, Harmon PA, Wagner, Harman AB, Templeton AC, Xu H, Reed RA. Evaluation of hydroperoxides in common pharmaceutical excipients. J Pharm Sci 2007; 96(1): 106–116.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.