SYNTHESIS AND ENHANCING EFFECT OF DODECYL 2-(N,N-DIMETHYLAMINO)PROPIONATE ON THE TRANSEPIDERMAL DELIVERY OF INDOMETHACIN, CLONIDINE, AND HYDROCORTISONE
S. Buyuktimkin et al., SYNTHESIS AND ENHANCING EFFECT OF DODECYL 2-(N,N-DIMETHYLAMINO)PROPIONATE ON THE TRANSEPIDERMAL DELIVERY OF INDOMETHACIN, CLONIDINE, AND HYDROCORTISONE, Pharmaceutical research, 10(11), 1993, pp. 1632-1637
The biodegradable transdermal penetration enhancer, dodecyl 2-(N,N-dim
ethylamino)propionate (II; DDAIP), was prepared by reacting dodecyl 2-
bromopropionate (I), obtained by reaction of n-dodecanol with 2-bromop
ropionyl halogenide, with dimethylamine. The penetration enhancing eff
ects of DDAIP on the transport of indomethacin, clonidine, and hydroco
rtisone across shed snake skin (Elaphe obsoleta) were evaluated. Azone
and lauryl alcohol, a possible decomposition product of DDAIP, were u
sed as standard enhancers for comparison. In terms of flux, DDAIP show
ed 4.7 and 7.5 times the promoting effect for indomethacin compared to
azone and lauryl alcohol, respectively. With clonidine this effect wa
s 1.7 and 3.1 times, whereas with hydrocortisone it was 2.4 and 2.8 ti
mes higher, respectively. In vitro biodegradability of DDAIP was demon
strated in the presence of porcine esterase. The results indicate that
DDAIP increases markedly the transepidermal delivery of several types
of drug substances.