Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis. 1. Chloro-Substituted 1,2,3,4-tetrahydroisoquinolines was written by Bondinell, William E.;Chapin, Frederic W.;Girard, Gerald R.;Kaiser, Carl;Krog, Arnold J.;Pavloff, Alex M.;Schwartz, Mark S.;Silvestri, Joanne S.;Vaidya, Praful D.. And the article was included in Journal of Medicinal Chemistry in 1980.Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride This article mentions the following:
Of 13 compounds I (n = 1-4) 12 were prepared from the corresponding isoquinolines either by catalytic hydrogenation of the HCl or by reduction of the free base with excess B2H6. I were evaluated in vitro and in vivo for their ability to inhibit phenylethanolamine N-methyltransferase [9037-68-7] which catalyzes the terminal step in the biosynthesis of epinephrine [51-43-4]. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline-HCl (II) [57987-77-6] was the most effective. II was more potent than either 7- or 8-monosubstituted derivatives Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride).
5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5) belongs to tetrahydroisoquinoline derivatives. The tetrahydroisoquinoline skeleton is present in a number of drugs, such as tubocurarine, one of the quaternary ammonium muscle relaxants. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride
Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem