BMS-204352（MaxiPost）及相关3-氟氧化吲哚作为大电导钙激活钾通道开放剂的合成与表征
The synthesis and characterization of BMS-204352 (MaxiPost) and related 3-fluorooxindoles as openers of maxi-K potassium channels.
作者信息
Hewawasam Piyasena, Gribkoff Valentin K, Pendri Yadagiri, Dworetzky Steven I, Meanwell Nicholas A, Martinez Eduardo, Boissard Christopher G, Post-Munson Debra J, Trojnacki Joanne T, Yeleswaram Krishnaswamy, Pajor Lorraine M, Knipe Jay, Gao Qi, Perrone Robert, Starrett John E
机构信息
Department of Chemistry, Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, CT 06492, USA.
出版信息
Bioorg Med Chem Lett. 2002 Apr 8;12(7):1023-6. doi: 10.1016/s0960-894x(02)00101-4.
3-Aryl-3-fluorooxindoles can be efficiently synthesized in two steps by the addition of an aryl Grignard to an isatin, followed by treatment with DAST. Oxindole 1 (BMS-204352; MaxiPost) can be isolated using chiral HPLC or prepared by employing chiral resolution. Cloned maxi-K channels are opened by 1, which demonstrates a brain/plasma ratio >9 in rats.
通过将芳基格氏试剂加成到异吲哚酮上，然后用DAST处理，可分两步高效合成3-芳基-3-氟氧化吲哚。氧化吲哚1（BMS-204352；MaxiPost）可使用手性高效液相色谱法分离或通过手性拆分制备。克隆的大电导钙激活钾通道可被1打开，这表明其在大鼠体内的脑/血浆比率大于9。
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