Synthesis of Stable Isotope Labeled Chloroquine, Amodiaquine and Their Metabolites
Abstract
Anti–malaria drugs chloroquine, amodiaquine and their metabolites were stable isotope labeled with 13C and 15N starting from uniformly 13C labeled benzene and 15N labeled potassium nitrate to give M+7 isotopomers. Here, chloroquine, and its metabolites were prepared from 7–chloro–1,2,3,4–tetrahydroquinolin–4–one through addition to the carbonyl with the corresponding amines; and the amodiaquine and its metabolites were prepared from 4,7–dichloroquinoline in a selective aryl–halogen exchange with the corresponding amines.
- Authors:
-
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
- Publication Date:
- Research Org.:
- Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1511624
- Report Number(s):
- LA-UR-18-31663
Journal ID: ISSN 0362-4803
- Grant/Contract Number:
- 89233218CNA000001
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Labelled Compounds and Radiopharmaceuticals
- Additional Journal Information:
- Journal Volume: 62; Journal Issue: 5; Journal ID: ISSN 0362-4803
- Publisher:
- Wiley
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 07 ISOTOPE AND RADIATION SOURCES; chloroquine; amodiaquine; [U-13C]benzene; mass spectral standards
Citation Formats
Wu, Ruilian, Williams, Robert F., Silks, III, Louis A. “Pete”, and Schmidt, Jurgen G.. Synthesis of Stable Isotope Labeled Chloroquine, Amodiaquine and Their Metabolites. United States: N. p., 2019.
Web. doi:10.1002/jlcr.3721.
Wu, Ruilian, Williams, Robert F., Silks, III, Louis A. “Pete”, & Schmidt, Jurgen G.. Synthesis of Stable Isotope Labeled Chloroquine, Amodiaquine and Their Metabolites. United States. https://doi.org/10.1002/jlcr.3721
Wu, Ruilian, Williams, Robert F., Silks, III, Louis A. “Pete”, and Schmidt, Jurgen G.. Mon .
"Synthesis of Stable Isotope Labeled Chloroquine, Amodiaquine and Their Metabolites". United States. https://doi.org/10.1002/jlcr.3721. https://www.osti.gov/servlets/purl/1511624.
@article{osti_1511624,
title = {Synthesis of Stable Isotope Labeled Chloroquine, Amodiaquine and Their Metabolites},
author = {Wu, Ruilian and Williams, Robert F. and Silks, III, Louis A. “Pete” and Schmidt, Jurgen G.},
abstractNote = {Anti–malaria drugs chloroquine, amodiaquine and their metabolites were stable isotope labeled with 13C and 15N starting from uniformly 13C labeled benzene and 15N labeled potassium nitrate to give M+7 isotopomers. Here, chloroquine, and its metabolites were prepared from 7–chloro–1,2,3,4–tetrahydroquinolin–4–one through addition to the carbonyl with the corresponding amines; and the amodiaquine and its metabolites were prepared from 4,7–dichloroquinoline in a selective aryl–halogen exchange with the corresponding amines.},
doi = {10.1002/jlcr.3721},
journal = {Journal of Labelled Compounds and Radiopharmaceuticals},
number = 5,
volume = 62,
place = {United States},
year = {2019},
month = {3}
}
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