V. Berl et al., MECHANISM OF ALLERGIC CONTACT-DERMATITIS FROM PROPACETAMOL - SENSITIZATION TO ACTIVATED N,N-DIETHYLGLYCINE, Contact dermatitis, 38(4), 1998, pp. 185-188
In order to confirm the mechanism of skin sensitization to propacetamo
l, a pro-drug of acetaminophen, 3 patients with allergic contact derma
titis from propacetamol were patch tested with N,N-diethylglycine phen
yl ester, an activated form of N,N-diethylglycine. Positive patch test
s were observed in all the patients at 10% in pet., while 20 control p
atients remained negative. This strongly suggests that propacetamol is
acting as an activated form of N,N-diethylglycine, transferring this
part of the molecule to nucleophilic residues of proteins. This also e
xplains why reactions to acetaminophen have never been observed in pat
ients sensitized to propacetamol. (C) Munksgaard, 1998.