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Evidence for the Degradation of Maleate Moiety in Chlorpheniramine Maleate Solution Using a Stability-Indicating HPLC Method

S Yamato, M Nakajima, N Kawakami, K Shimada, E Tachikawa, S Ohta, H Zenda

Chem Pharm Bull (Tokyo). 2000 Aug;48(8):1205-7.

PMID: 10959588

Abstract:

The degradation phenomenon of maleate moiety of chlorpheniramine maleate in solution has been demonstrated by means of a peculiar ion-pair HPLC method developed by the authors, which permits the simultaneous determination of chlorpheniramine and maleate. A commercial cough drug containing chlorpheniramine maleate was dissolved in water with m-hydroxybenzoic acid as an internal standard, and then kept for several days at room temperature. It was recognized that the maleate content in the drug solution had gradually decreased, whereas chlorpheniramine content had not decreased. A simple solution of maleic acid was also kept for several days at room temperature, and it was also recognized that the maleate content in the solution preserved at the same concentration as the solution of the commercial cough drug had gradually decreased, and the percent of remaining maleate reached zero. The degraded peaks on HPLC chromatogram were not detected at all by UV detector, and the disappearance of maleate was ascertained by GC-MS. No detectable example of maleate of chlorpheniramine maleate in a commercial cough syrup has suggested that maleate moiety of chlorpheniramine maleate decomposed to carbon dioxide.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP1219806457 Chlorpheniramine-D6 maleate solution Chlorpheniramine-D6 maleate solution 1219806-45-7 Price
AP136765474 (±)-Norpropoxyphene-d5 maleate solution (±)-Norpropoxyphene-d5 maleate solution 136765-47-4 Price
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