|
|||||
|
|
Synthesis of a delta opioid agonist in [2H6], [2H4], [11C], and [14C] labeled forms |
|
| Authors: | Charles S. Elmore Kelly Brush Magnus Schou William Palmer Peter N. Dorff Mark E. Powell Valerie Hoesch James E. Hall Thomas Hudzik Christer Halldin Cathy L. Dantzman |
| Affiliation: | 1. Isotope Chemistry, DMPK, AstraZeneca Pharmaceuticals LP, , Wilmington, DE, 19850 USA;2. CNS‐Chemistry, AstraZeneca Pharmaceuticals LP, , Wilmington, DE, 19850 USA;3. CNS‐Chemistry, AstraZeneca Pharmaceuticals, , SE‐15185, S?dert?lje, Sweden;4. Karolinska Institutet, Department of Clinical Neuroscience, Psychiatry Section, Karolinska University Hospital, , SE‐17176, Stockholm, Sweden;5. Neuroscience‐Biology, AstraZeneca Pharmaceuticals LP, , Wilmington, DE, 19850 USA;6. Current address: Department of Toxicology, Abbott Laboratories, , Abbott Park, IL, 60064 USA |
| Abstract: | In support of a program to develop a treatment for depression, four labeled forms of a delta opioid agonist were prepared. The [2H4] labeled form was prepared using a relatively straightforward conversion of [2H4]bromoethanol to [2H4]N‐methyl‐2‐hydroxyethylamine. The key step in the synthesis of the [2H6] labeled form involved the Pd‐catalyzed exchange in D2O of 8‐quinolin‐8‐ol to give [2H6] 8‐quinolin‐8‐ol. The C‐14 labeled form was synthesized in one step using [14C]carbonylation, and the C‐11 labeled form was prepared in two steps from 11CH3I. Copyright © 2011 John Wiley & Sons, Ltd. |
| Keywords: | [2H6]quinolin‐8‐ol [2H4]ethanolamine [14C]carbonylation [11C]methylation |