Transkarbams as transdermal permeation enhancers: effects of ester position and ammonium carbamate formation.
Transkarbam 12, an ammonium carbamate formed by the reaction of dodecyl 6-aminohexanoate with carbon dioxide, is a highly active, broad-spectrum, nontoxic, and nonirritant transdermal permeation enhancer. It probably acts by a dual mechanism: a part of its activity is associated with the carbamic acid salt and/or its decomposition in the acidic stratum corneum. The ammonium ester thereby released is an active enhancer species as well, and its activity highly depends on the position of the ester group.
Novotný
Michal
M
Centre for New Antivirals and Antineoplastics, Charles University in Prague, Faculty of Pharmacy, Heyrovského 1203, 50005 Hradec Králové, Czech Republic.
Hrabálek
Alexandr
A
Janůsová
Barbora
B
Novotný
Jakub
J
Vávrová
Katerina
K
D000279:Administration, Cutaneous; D000818:Animals; D002219:Carbamates / Q000008:administration & dosage / Q000138:chemical synthesis / Q000737:chemistry*; D016503:Drug Delivery Systems; D004952:Esters; D010539:Permeability / Q000187:drug effects*; D012867:Skin / Q000187:drug effects; D013329:Structure-Activity Relationship; D013552:Swine
D002219:Carbamates; D004952:Esters; C492029:transkarbam 12; C070766:carbamic acid