Identification of conjugated metabolites of pyrazolone drugs in human urine by pyrolysis-mass spectrometry

Schiebel, Hans‐Martin; Gries, O.; Schüppel, R.; Schulze, P.

doi:10.1016/0165-2370(87)80017-7

Cited by 4 publications

(4 citation statements)

References 10 publications

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“…For dipirone, different metabolites have been identified, although no direct IgE recognition of these structures has yet been shown [11,12]. In our experience, sensitivity was found to be 41%, though higher sensitivity has been reported in other studies [13 ].…”

Section: Drugs Involved Pirazolonesmentioning

confidence: 77%

Selective immediate hypersensitivity reactions to NSAIDs

Canto

Andreu²,

Fernández³

et al. 2009

Current Opinion in Allergy &Amp; Clinical Immunology

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Section: Drugs Involved Pirazolonesmentioning

confidence: 77%

Selective immediate hypersensitivity reactions to NSAIDs

Canto

Andreu²,

Fernández³

et al. 2009

Current Opinion in Allergy &Amp; Clinical Immunology

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“…Longer rates of negativization have also been found with neuromuscular blocking agents in BAT, in which data showed that the sensitivity of the methods was about 85% when the patients were evaluated within 3 years of the reaction but decreased dramatically to 47% if the evaluation was performed after 4 years [20]. This may be due to the fact that the response to betalactams is more consistent and long-lasting than that to other drugs [22,28,30].…”

Section: Discussionmentioning

confidence: 98%

“…Concerning IgE antibodies in humans, their in vitro presence has only been clearly demonstrated with propiphenazone [10]. Concerning dipyrone, different metabolites formed either by alkaline hydrolysis [27] or by reaction of biotransformations [28] have been identified, although the IgE recognition of these structures has not been demonstrated.…”

Section: Discussionmentioning

confidence: 99%

Immunogloblin E‐mediated immediate allergic reactions to dipyrone: value of basophil activation test in the identification of patients

Gómez¹,

Blanca‐López

Torres

et al. 2009

Clin Experimental Allergy

108

126

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“…Experimental evidence indicates that several pyrazolone structures can be recognised by a given antibody, indicating cross-reactivity 13 . Focusing on metamizole, different metabolites formed either by alkaline hydrolysis 29 or by biotransformation 30 31 32 have been identified, although IgE recognition of these structures has not previously been demonstrated. In this study we have found that the metabolite MAA was recognised by 50% of the positive cases tested, and in fact elicited more positive cases than native metamizole (37.5%) (with all positive cases to metamizole also being positive to MAA).…”

Section: Discussionmentioning

confidence: 99%

Pyrazolones metabolites are relevant for identifying selective anaphylaxis to metamizole

Ariza

García‐Martín

Salas

et al. 2016

Sci Rep

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Non-steroidal anti-inflammatory drugs (NSAIDs) are the most common cause of hypersensitivity reactions, with pyrazolones the most frequent drugs inducing selective reactions. Immediate selective hypersensitivity to pyrazolones is thought to be mediated by specific-IgE. Sensitivity of in vitro diagnostic tests is low and this may be due to the incomplete characterization of the structures involved. Here we investigated whether main metabolites of metamizole (dipyrone) in human could be involved in the immune response using the basophil activation test (BAT). We studied subjects with confirmed selective immediate hypersensitivity to metamizole and performed BAT with metamizole and its metabolites: 4-methylamino-antipyrine (MAA), 4-aminoantipyrine (AA), 4-acetylamino-antipyrine (AAA) and 4-formylamino-antipyrine (FAA). BAT results showed an increase of positive results from 37.5% to 62.5% using metamizole plus metabolites as compared with the BAT carried out only with the parent drug, demonstrating that metamizole metabolites have a role in the reaction and can induce specific basophil activation in patients with immediate hypersensitivity to this drug. Our findings indicate that pyrazolone metabolites are useful for improving the in vitro diagnosis of allergic reactions to metamizole.

show abstract

Identification of conjugated metabolites of pyrazolone drugs in human urine by pyrolysis-mass spectrometry

Cited by 4 publications

References 10 publications

Selective immediate hypersensitivity reactions to NSAIDs

Selective immediate hypersensitivity reactions to NSAIDs

Immunogloblin E‐mediated immediate allergic reactions to dipyrone: value of basophil activation test in the identification of patients

Pyrazolones metabolites are relevant for identifying selective anaphylaxis to metamizole

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