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Synthesis of [ 3 H]DIPPA: A potent irreversible antagonist selective for the κ opioid receptor
Author(s) -
Chang AnChih,
Trometer Joseph D.,
Portoghese Philip S.
Publication year - 1995
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.2580360607
Subject(s) - chemistry , antagonism , acetamide , opioid receptor , isothiocyanate , antagonist , opioid , receptor , halogenation , stereochemistry , μ opioid receptor , receptor antagonist , biochemistry , organic chemistry
2‐(3,4‐Dichlorophenyl)‐N‐methyl‐N‐[(1S)‐1‐(3‐isothiocyanatophenyl)‐2‐(1‐pyrrolidinyl)ethyl]acetamide ( 1 , DIPPA) has been previously reported to be an opioid receptor affinity label that produces selective and long‐lasting κ opioid receptor antagonism in mice, High specific activity [ 3 H]DIPPA (39.7 Ci/mmol) was prepared by bromination and catalytic tritiation of the amino precursor of DIPPA followed by conversion to the isothiocyanate with thiophosgene.