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Structure-activity relationships in allergic contact dermatitis induced by methacrylates. Studies of the influence of side-chain length of methacrylates.

Authors
  • Kanazawa, Y
  • Yoshida, T
  • Kojima, K
Type
Published Article
Journal
Contact dermatitis
Publication Date
Jan 01, 1999
Volume
40
Issue
1
Pages
19–23
Identifiers
PMID: 9928800
Source
Medline
License
Unknown

Abstract

Some methacrylates are known to be strong contact sensitizers. To determine the effect of side-chain length on sensitizing potential, we examined 11 derivatives with linear side chains from C1 to C18 in an experimental sensitization test in guinea pigs. The results showed an increase in the sensitizing potential with increasing length of the alkyl side chain from C1 to C12. The C12 derivative, lauryl methacrylate, showed the strongest sensitizing potential. Further elongation of the alkyl side chain of methacrylates resulted in a decrease in the potential. With respect to the side-chain-length-dependent sensitizing potential, the present results correspond well with the findings obtained with other compounds like primin, catechols, phenols, hydroquinones, and gallates.

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