Skip to main content
Download PDF
- Main
Chasing the Elusive Benzofuran Impurity of the THR Antagonist NH-3: Synthesis, Isotope Labeling, and Biological Activity
- Singh, Latika;
- Pressly, Brandon;
- Mengeling, Brenda J;
- Fettinger, James C;
- Furlow, J David;
- Lein, Pamela J;
- Wulff, Heike;
- Singh, Vikrant
Published Web Location
https://doi.org/10.1021/acs.joc.5b02665Abstract
We have synthesized and established the structure of a long-suspected, but hitherto unknown, benzofuran side product (EBI) formed during the synthesis of NH-3. Understanding the mechanism of its formation has enabled isotope (D) labeling. We further developed a highly efficient method for separating EBI from NH-3. Interestingly, EBI was found to be a very potent thyroid hormone receptor (THR) agonist, while NH-3 is an antagonist. In this process, we have also achieved a significantly improved synthesis of NH-3.
Many UC-authored scholarly publications are freely available on this site because of the UC's open access policies. Let us know how this access is important for you.