Yamamoto, Satoshi; Hashiguchi, Shohei; Miki, Shokyo; Igata, Yumiko; Watanabe, Toshifumi; Shiraishi, Mitsuru published the artcile< Synthesis and biological activity of novel 1,3-benzoxazine derivatives as K+ channel openers>, Synthetic Route of 81107-97-3, the main research area is benzoxazine preparation potassium channel opener.
A new series of 1,3-benzoxazine derivatives with a 2-pyridine 1-oxide group at C-4, I (R1 = Cl, Br, CF3, NO2, CCH, etc.; R2 = H, Cl, F, Br, OEt, Me), was designed to explore novel K+ channel openers. Synthesis was carried out by using a palladium(0)-catalyzed carbon-carbon bond formation reaction of imino-triflates II with organozinc reagents and via a new one-pot 1,3-benzoxazine skeleton formation reaction of benzoylpyridines. The compounds were tested for vasorelaxant activity in tetraethylammonium, chloride (TEA) and BaCl2-induced and high KCl-induced contraction of rat aorta to identify potential K+ channel openers, and also for oral hypotensive effects in spontaneously hypertensive rats. An electron-withdrawing group with the proper shape at C6 and a Me or halo group at C7 of the 1,3-benzoxazine nucleus were required for the development of optimal vasorelaxant and hypotensive activity. In particular, 2-(6-bromo-7-chloro-2,2-dimethyl-2H-1,3-benzoxazin-4-yl)pyridine 1-oxide showed more potent vasorelaxant activity (EC50 = 0.14 μm) against TEA and BaCl2-induced contraction and longer hypotensive effects than cromakalim.
Chemical & Pharmaceutical Bulletin published new progress about Potassium channel openers. 81107-97-3 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3O, Synthetic Route of 81107-97-3.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary