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Synthesis of quaternary ammonium bromides of 5‐[4‐(ω‐dialkylaminoalkoxy)phenyl‐methylene]‐1, 3, 3‐trimethyl‐2‐oxabicyclo [2.2.2]octan‐6‐ones as potential UV sunscreens
Author(s) -
MARIANI E.,
SCHE P.,
BARGAGNA A.,
LONGOBARDI M.,
DORATO S.
Publication year - 1994
Publication title -
international journal of cosmetic science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.532
H-Index - 62
eISSN - 1468-2494
pISSN - 0142-5463
DOI - 10.1111/j.1467-2494.1994.tb00095.x
Subject(s) - benzalkonium chloride , ammonium , chemistry , antimicrobial , alkyl , methylene , antibacterial activity , ammonium chloride , organic chemistry , medicinal chemistry , nuclear chemistry , bacteria , genetics , biology
Synopsis Materials and methods for the synthesis of eight quaternary ammonium bromides of 5‐[4‐(ω‐dialkylaminoalkoxy)phenylmethylene]‐1,3,‐trimethyl‐2‐oxabicyclo[2.2.2]octan‐6‐ones are illustrated. They were routinely prepared starting from cineole aminoethers by reaction with primary alkyl bromides and their physico‐chemical data are reported. These substances have been tested for UV filtering and/or microbiological activity. The substances have their UV absorption maxima at 315–322 nm. Tests on antimicrobial activity were performed using benzalkonium chloride as reference standard. All quaternary ammonium bromides were totally inactive against Escherichia coli (Gram —) and partially active on Staphylococcus aureus (Gram +). These preliminary findings seem to indicate that these new quaternary ammonium bromides could be considered as potential UV sunscreens.