Unsaturated cyclic ureas as new nontoxic biodegradable transdermal penetration enhancers I: Synthesis.
A new concept was implemented to reduce the toxicity of some new biodegradable transdermal penetration enhancers. These enhancers consist of 1-alkyl-4-imidazolin-2-one and a long-chain alkyl ester group at the N-3 position. The synthesis involves N-alkylation of the parent compound with soft alkylating agents which were prepared in high yields by an improved method. A phase transfer catalysis technique using KOH as the base, tetrabutylammonium bromide as the catalyst, and toluene as the solvent was found to be most effective in the N-alkylation step.
Wong
O
O
Department of Pharmaceutical Chemistry, University of Kansas, Lawrence 66045.
Huntington
J
J
Konishi
R
R
Rytting
J H
JH
Higuchi
T
T
D000277:Adjuvants, Pharmaceutic / Q000138:chemical synthesis*; D000279:Administration, Cutaneous; D000477:Alkylating Agents / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D012869:Skin Absorption / Q000187:drug effects*; D014508:Urea
D000277:Adjuvants, Pharmaceutic; D000477:Alkylating Agents; D014508:Urea