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Synthesis and biodistribution of radioiodinated nicotine analogs

✍ Scribed by S. M. Chan; G. P. Basmadjian; S. A. Sadek; R. A. Magarian; J. R. Grunder; D. F. Marten

Publisher
John Wiley and Sons
Year
1986
Tongue
French
Weight
389 KB
Volume
23
Category
Article
ISSN
0022-2135

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✦ Synopsis

Four 1251-labelled nicotine analogs were synthesized: 3-(methylpropylaminomethyl)-, 3-(diethylaminomethyl)-, 3-(isopropylaminomethy1)-, and 3-(diisopropylaminomethy1)-5-[ 1251]-iodopyridines. 5-Bromonicotinic acid was acylated with thionyl chloride and then reacted with the appropriate primary and secondary amines to give the corresponding amides which were reduced with diborane to the desirable amines. Radioiodination was done by halogen exchange. Biodistribution studies in rats, showed that all four labelled compounds were rapidly taken up by the brain and the adrenal gland. washout of the compounds from these or ans. The most promising of these compounds, 3-( diisopropylaminomethyl)-.5-[f~~I]-iodopyridine, showed a brain-toblood ratio of 6.0:l and an adrenal-to-blood ratio of 35.9:l at 2 minutes post administration. compounds depends on both protein binding and lipophilicity, whereas adrenal uptake depends only on lipophilicity.

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