Selective inhibition of cytosolic epoxide hydrolase activity in vitro by compounds that inhibit catalase was written by Guenthner, Thomas M.;Hjelle, J. Thomas;Whalen, Robert. And the article was included in Journal of Biochemical Toxicology in 1989.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:
The ability of inhibitors of catalase to affect cytosolic and microsomal epoxide hydrolase measured as enzymic trans-stilbene oxide hydrolysis and styrene oxide hydrolysis, resp., was investigated. Catalase and cytosolic epoxide hydrolase are inhibited by hydroxylated metabolites of 2-amino-4,5-diphenylthiazole (DPT). The metabolite hydroxylated on the 4-phenyl ring (4OH-DPT) and the metabolite hydroxylted on both Ph rings (4,5-DIOH-DPT) are potent inhibitors of both enzymes; the metabolite hydroxylated on the 5-Ph ring (5OH-DPT) is less potent. Unmetabolized DPT has no effect on either enzyme. 4OH-DPT inhibits, but 5OH-DPT enhances, microsomal epoxide hydrolase. 4,5-DIOH-DPT and DPT have no effect on this enzyme. Other compounds that inhibit both catalase and cytosolic epoxide hydrolase, but do not inhibit microsomal epoxide hydrolase, are nordihydroguaiaretic acid and 2-aminothiazole. Microsomal epoxide hydrolase is enhanced by 2-aminothiazole and levamisole. Thus, these inhibitors of catalase are selective epoxide hydrolase inhibitors in that they inhibit cytosolic epoxide hydrolase activity, but have either no effect on, or increase the activity of, microsomal epoxide hydrolase. Conversely, the selective cytosolic epoxide hydrolase inhibitors 4-phenylchalcone oxide and 4′-phenylchalcone oxide do not inhibit catalase, nor does trichloropropene oxide, a selective microsomal epoxide hydrolase inhibitor. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).
4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Application In Synthesis of 4,5-Diphenylthiazol-2-amine
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica