Journal of Pharmaceutical Sciences 2000-06-01

Identification of a yellow impurity in aged samples of aqueous butamben suspension: evidence for the oxidative degradation of poly(ethylene glycol).

E J Ginsburg, D A Stephens, P R West, A M Buko, D H Robinson, L C Li, A R Bommireddi

Index: J. Pharm. Sci. 89(6) , 766-70, (2000)

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Abstract

Butamben (butyl p-aminobenzoate) has been formulated to provide long-acting treatment for chronic pain. The suspension, which contains poly(ethylene glycol) and polysorbate 80, was found to yellow under ambient conditions if not adequately protected from oxygen. The impurity responsible for the color was isolated and identified on the basis of nuclear magnetic resonance spectroscopy and mass spectrometry. The compound is an oxalamidine, which is formally the condensation product of oxalic acid with four equivalents of butamben, and may be formed by the reaction of butamben with an oxidation product of poly(ethylene glycol).Copyright 2000 Wiley-Liss, Inc. and the American Pharmaceutical Association J Pharm Sci 89:766-770, 2000.

Related Compounds

  • butamben

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