Allergic contact dermatitis due to p‐nitrobenzyl bromide

Pambor, M; Wiesner, M.

doi:10.1111/j.1600-0536.1990.tb04794.x

Cited by 3 publications

(6 citation statements)

References 3 publications

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“…Reactions to diaminodiphenylmethane (14), Solvent Red 23 and p-aminodiazobenzene (15) were attributed to cross-reactivity to PPDA. In contrast, 1 subject with a contact allergy to 4-nitrobenzyl bromide failed to cross react to a number of 1,4-substituted benzenes including PPDA (16). However,these and other similar studies generally fail to conduct the analytical confirmations of chemical purity necessary to support their conclusions.…”

Section: Discussionmentioning

confidence: 89%

Further investigation of the prohapten concept: reactions to benzene derivatives in man

Basketter

Lidén

1992

Contact Dermatitis

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p-Phenylenediamine (PPDA) is a strong contact sensitizer which is included in the standard patch test tray and which can also act as an indicator of allergy to related substances by virtue of cross-reactions. In a previous study, the pattern of cross-reactions between PPDA and related substances was investigated in the guinea pig to evaluate the prohapten concept. The results provided some support for this concept, but also indicated that a number of reactive intermediates might be behaving as haptens. This work has now been extended to an examination of the prohapten concept in man in PPDA-allergic subjects. These subjects were tested with 7 substituted benzenes, plus PPDA. Of these, the 1,4-substituted benzenes hydroquinone, Metol, PPDA and p-aminophenol are all capable theoretically of giving rise to benzoquinone by oxidation (after demethylation in the case of Metol). However, as had been the case in the guinea pig, only a limited degree of cross-reaction was observed. Only one of the subjects allergic to PPDA gave a clearly positive allergic reaction to benzoquinone. The data provided only limited support for the prohapten concept in terms of benzoquinone as the ultimate hapten for a range of 1,4-substituted benzenes. As indicated in the guinea pig, a range of reaction intermediates or indeed other oxidation products may be involved. So, for each molecule, the sensitizing activity and potential to give rise to cross-reactions may depend on the balance between routes of skin metabolism.

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Section: Discussionmentioning

confidence: 89%

Further investigation of the prohapten concept: reactions to benzene derivatives in man

Basketter

Lidén

1992

Contact Dermatitis

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“…Although rare, contact dermatitis caused by bromide products such as p ‐nitrobenzyl bromide has been reported ; however, the mechanisms involved have not been evaluated. Here, we found T cell involvement, mainly in the skin, of both CD4 and CD8 cells, with expression of the activation marker HLA‐DR, the memory marker CD45RO, and the homing receptor CLA, a pattern similar to that detected in delayed hypersensitivity reactions to drugs .…”

Section: Discussionmentioning

confidence: 99%

“…At T2, skin patch testing at 0.1% wt/wt in pet. was performed as previously described , with 4‐carboxybenzyl(triphenyl)phosphonium bromide (CAS no. 17814‐85‐6), N ‐bromosuccinimide (CAS no.…”

Section: Case Reportmentioning

confidence: 99%

Contact dermatitis caused by bromide compounds

Salas¹,

Doña²,

Fernandez³

et al. 2013

Contact Dermatitis

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“…These are highly reactive and hence used to produce novel pharmaceutical intermediates and products. PNBB is a potent contact irritant and sensitizer (1)(2)(3)(4)(5). Several cases of contact allergy to this chemical have been reported (1,2).…”

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confidence: 99%

“…PNBB is a potent contact irritant and sensitizer (1)(2)(3)(4)(5). Several cases of contact allergy to this chemical have been reported (1,2). When our patient presented, the supplier's material safety data sheet (MSDS) made no reference to its sensitizing potential.…”

mentioning

confidence: 99%