Journal of Medicinal Chemistry p. 1127 - 1130 (1980)
Update date:2022-08-03
Topics:
Kung, Hank
Blau, Monte
Selenium-75 labeled tertiary diamines, bis<β-(N,N-dimethylamino)ethyl> selenide (1), bis<β-(N,N-diisopropylamino)ethyl> selenide (2), bis(β-piperidinoethyl) selenide (3), and bis(β-morpholinoethyl) selenide (4), were prepared by reducing <75Se>selenious acid with sodium borohydride and reacting the intermediate with N,N-disubstituted aminoethyl chlorides.The effect of pH on lipid solubility (1-octanol/buffer distribution coefficient) was measured for each labeled compound.Biodistribution studies in rats showed high brain uptake for the tertiary diamines, especially for 3 and 4 (1.53 and 1.49percent dose/organ, respectively, at 30 min after iv injection).The permanently charged bisquaternary amine, bis<β-(N,N,N-trimethylammonio)ethyl> selenide (5), showed negligible brain uptake (0.06percent dose/organ at 30 min).
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