Esters of 6-dimethylaminohexanoic acid as skin penetration enhancers.
We prepared a series of five esters of 6-dimethylaminohexanoic acid, and characterised the compounds by their NMR and IR spectra. Their ability to function as transdermal penetration enhancers was subsequently evaluated using excised human skin as a membrane, modified Franz diffusion cells, and theophylline as a model permeant. The penetration-enhancing efficiency of esters 1-5 was studied in the donor media of propylene glycol and isopropyl myristate, and expressed as the corresponding enhancement factors (EF). All the esters increased the penetration of theophylline through the skin. The enhancement factor for the most active substance, undecyl 6-dimethylaminohexanoate, was 118.5 (+/- 19) from propylene glycol.
Hrabálek
A
A
Department of Inorganic and Organic Chemistry, Charles University, Prague, Czech Republic.
Dolezal
P
P
Farsa
O
O
Sklubalová
Z
Z
Kunes
J
J
D000614:Aminocaproates; D015119:Aminocaproic Acid / Q000737:chemistry / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D005079:Excipients / Q000737:chemistry*; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D012869:Skin Absorption / Q000187:drug effects*; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D013806:Theophylline / Q000493:pharmacokinetics; D014665:Vasodilator Agents / Q000493:pharmacokinetics
D000614:Aminocaproates; D005079:Excipients; D014665:Vasodilator Agents; D013806:Theophylline; D015119:Aminocaproic Acid