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Your search keyword '"Naltrexone chemical synthesis"' showing total 2 results
Start Over Descriptor "Naltrexone chemical synthesis" Journal organic letters
2 results on '"Naltrexone chemical synthesis"'

1. Solid-phase synthesis of naltrindole derivatives using Fischer indole synthesis based on one-pot release and cyclization methodology.

Author

Tanaka H, Ohno H, Kawamura K, Ohtake A, Nagase H, and Takahashi T

Subjects
Combinatorial Chemistry Techniques, Cyclization, Naltrexone chemistry, Naltrexone analogs & derivatives, Naltrexone chemical synthesis
Abstract

[reaction: see text] We describe a new approach for the solid-phase synthesis of indoles 1 that involves a one-pot release and cyclization reaction of a solid-supported hydrazone through a Wang-type linker. Using this solid-phase methodology, we accomplished the synthesis of 40 naltrindole derivatives.

Published
2003
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2. Investigation of phenolic bioisosterism in opiates: 3-sulfonamido analogues of naltrexone and oxymorphone.

Author

McCurdy CR, Jones RM, and Portoghese PS

Subjects
Indicators and Reagents, Models, Molecular, Molecular Conformation, Naltrexone chemical synthesis, Narcotics chemical synthesis, Oxymorphone chemical synthesis, Stereoisomerism, Sulfonamides chemical synthesis, Naltrexone analogs & derivatives, Naltrexone chemistry, Narcotics chemistry, Oxymorphone analogs & derivatives, Oxymorphone chemistry, Sulfonamides chemistry
Abstract

[formula: see text] 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.

Published
2000
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