Preparation of [3H]-labelled benzphetamine photoaffinity probes for cytochrome P-450

✍ Scribed by Petr Hodek; Henry W. Strobel

• Book ID: 102371185
• Publisher: John Wiley and Sons
• Year: 1995
• Tongue: French
• Weight: 381 KB
• Volume: 36
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580360404

✦ Synopsis

We have synthesized two tritium labelled photolabile azido-adesmethylbenzphetamine analogues: N-benzyl-N-rnethyl-p-azido-phenethylamine (['HIBP-N,) and N-(pazidobenzy1)-N-methyl-p-azido-phenethylamine

). These compounds, photoaffinity probes for cytochrome P450 2B1, were prepared in a two step synthetic process. First, the iodinated aminoderivative precursors N-benzyl-N-methyl-4-amino-3,5diiodopheneth ylamine and N-(4-amino-3,5-diiodobenzyl)-N-methyl4amino-3.5-diiodophenethylamine were subjected to reductive deiodination on a P d C catalyst using sodium ['Hlborohydnde as an in situ generator of tritium gas. Second, resultant radiolabelled amino-compounds were converted into the final ['HIBP-N, and ['H]N,-BP-N, compound through their diazoderivatives without separation of their intermediates.