Synthesis of the 7‐hydroxy metabolites of methotrexate and 10‐ethyl‐10‐deazaaminopterin Journal Article
| Authors: | Dawson, M. I.; O'Krongly, D.; Hobbs, P. D.; Barrueco, J. R.; Sirotnak, F. M. |
| Article Title: | Synthesis of the 7‐hydroxy metabolites of methotrexate and 10‐ethyl‐10‐deazaaminopterin |
| Abstract: | The potent folate antagonists methotrexate and 10‐ethyl‐10‐deazaaminopterin are oxidized in vivo to their 7‐hydroxy derivatives. A specific cyanation at the C‐7 position of the pteridine ring system using diethyl phosphorocyanidate converted the dimethyl esters of methotrexate and 10‐ethyl‐10‐deazaaminopterin to the corresponding 7‐cyano dimethyl ester derivatives, which were hydrolyzed to the 7‐hydroxy metabolites. Copyright © 1987 Wiley‐Liss, Inc., A Wiley Company |
| Keywords: | unclassified drug; antineoplastic agents; methotrexate; drug development; drug synthesis; folic acid antagonists; oxidation-reduction; aminopterin; 7 hydroxymethotrexate; 10 ethyl 7 hydroxy 10 deazaaminopterin |
| Journal Title: | Journal of Pharmaceutical Sciences |
| Volume: | 76 |
| Issue: | 8 |
| ISSN: | 0022-3549 |
| Publisher: | Elsevier Inc. |
| Date Published: | 1987-08-01 |
| Start Page: | 635 |
| End Page: | 638 |
| Language: | English |
| DOI: | 10.1002/jps.2600760810 |
| PUBMED: | 11002823 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Article -- Export Date: 5 February 2021 -- Source: Scopus; Acknowledgements: We thank Lederle Laboratories, Pearl River, NY, for MTX, and Drs. W. Colwell and J . DeGraw, SRI, for a sample of 10-EdAM. Dr. D. Thomas, SRI, conducted the mass spectral analyses. |
Altmetric
Citation Impact
BMJ Impact Analytics
Related MSK Work