Abstract
formula presented The phenolic hydroxy group of opiate-derived ligands is of known importance for biological activity. On the basis of its putative role as a hydrogen-bonding donor in the interaction with opioid receptors, it was replaced with a sulfonamide group because of their similar pKa values. The first thebaine-derived 3-amino (8a, 8b) and subsequent sulfonamide analogues (10a, 10b) were synthesized from naltrexone (1a) and oxymorphone (1b) in a linear nine-step synthesis. The sulfonamides were tested in vitro and found inactive.
Original language | English (US) |
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Pages (from-to) | 819-821 |
Number of pages | 3 |
Journal | Organic Letters |
Volume | 2 |
Issue number | 6 |
DOIs | |
State | Published - Mar 23 2000 |