136544-99-5Relevant academic research and scientific papers
Novel potassium channel activators: Synthesis and structure-activity relationship studies of 3,4-dihydro-2H-1,4-benzoxazine derivatives
Matsumoto, Yuzo,Tsuzuki, Ryuji,Matsuhisa, Akira,Takayama, Kazuhisa,Yoden, Toru,Uchida, Wataru,Asano, Masaharu,Fujita, Shigeo,Yanagisawa, Isao,Fujikura, Takashi
, p. 103 - 114 (2007/10/03)
Strong potassium channel-activating effects were found among a series of novel 4-substituted 3,4-dihydro-2H-1,4-benzoxazine derivatives. The key step in preparation was the nucleophilic substitution of 3,4-dihydro-2H-1,4- benzoxazine (3) with activated halogenopyridines, such as halogenopyridine N- oxides (15a-c) and the borane adduct (15d) of 4-bromopyridine. Structure- activity relationship studies identified 2-(3,4-dihydro-2,2-dimethyl-6- nitro-2H-1,4-benzoxazin-4-yl)pyridine-1-oxide (16a: YM934) as the optimal compound. This compound (16a) showed a more potent oral antihypertensive effect than cromakalim in conscious spontaneously hypertensive rats.
