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Multiple tritium labelling of (+)‐7‐chloro‐8‐hydroxy‐1‐phenyl‐3‐methyl‐2,3,4,5‐tetrahydro‐1 h Z‐3‐benzazepine (sch23390)
Author(s) -
Wyrick Steven D.,
McDougald Darryl L.,
Mallman Richard B.
Publication year - 1986
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580230702
Subject(s) - chemistry , tritium , benzazepine , labelling , methyl iodide , specific activity , stereochemistry , derivative (finance) , medicinal chemistry , enzyme , organic chemistry , biochemistry , physics , nuclear physics , financial economics , economics
We previously reported the synthesis of the antidopaminergic‐antipsychotic agent SCH23390 labelled with tritium In the 9 position of the benzazepine ring system at a specific activity of 5.6 Ci/mmole as the racemic mixture. Here, we report the preparation of the higher specific activity (+)‐Isomer of SCH23390 labelled with tritium In both aromatic rings as well as the N‐methyl group. Multiple labelling was achieved by reductive debromination with carrier‐free tritium gas of a dibrominated N‐normethyl derivative over 5% Pd/C and subsequent N‐methylatlon with high specific activity methyl Iodide. The specific activity obtained for the Nor‐SCH23390 was 8.8 Ci/mmole and 93.8 Ci/mmole for the SCH23390.