Variation of the side chain in tryptophan as exemplified by indoleacrylic acid produces a compound which interferes with the growth-stimulating action of tryptophan (1). In order to determine whether such a variation in structure among amino acids is general in producing antagonistic effects, ^-substituted acrylic acids which have the same diphenyl ether nucleus as thyroxine have been synthesized for testing as possible antithyroid agents.3,5-Diiodo-4-(4'-methoxyphenoxy)cinnamic acid (II, X = I) and 3,5-dibromo-4-(4'-methoxyphenoxy)cinnamic acid (II, X = Br) were prepared by condensing 3,5-diiodo-4-(4'-methoxyphenoxy)benzaldehyde (I, X = I) and 3,5-dibromo-4-(4'-methoxyphenoxy)benzaldehyde (I, X = Br) (2) with malonic acid in the presence of pyridine and piperidine. SUMMARY 1. 3,5-Diiodo-4-[4'-hydroxy-3',5'-diiodophenoxy]cinnamic acid and related compounds have been prepared for testing as possible antithyroid agents.2. Ultraviolet absorption data and polarographic data are presented as proof for the unsaturation in this compound.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
customersupport@researchsolutions.com
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.