Sasaki N, Midorikawa A, Arakawa K
Research Laboratories, Torii & Co., Ltd., Ichikawa, Japan.
Yakugaku Zasshi. 1992 Aug;112(8):544-50. doi: 10.1248/yakushi1947.112.8_544.
FUT-187 (I), 6-amidino-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino] benzoate dimethanesulfonate, is a new synthesized proteinase inhibitor. Decomposition kinetics and photoreactivity of I in aqueous solution were studied. In aqueous solution, I was hydrolyzed to its moieties, [4-(4,5-dihydro-1H-imidazol-2-yl)amino]benzoic acid (IABA) and 6-amidino-2-naphthol (AN). The hydrolysis followed a pseudo-first order reaction. I was stable under acidic condition between pH 2 and pH 3 and decomposed by irradiation from xenon light to form IABA, AN and compound II. The structure of II was studied by nuclear magnetic resonance, infrared, mass and ultraviolet spectra and identification tests. It was shown that II was 6-amidino-2-hydroxy-1-naphthyl[4-(4,5-dihydro-1H-imidazol-2-yl)amino]- phenyl ketone, benzophenone derivative, produced by photorearrangement reaction of I.
FUT - 187（I），即6 - 脒基 - 2 - 萘基4 - [（4,5 - 二氢 - 1H - 咪唑 - 2 - 基）氨基]苯甲酸二甲磺酸盐，是一种新合成的蛋白酶抑制剂。研究了I在水溶液中的分解动力学和光反应活性。在水溶液中，I水解为其部分产物，[4 - （4,5 - 二氢 - 1H - 咪唑 - 2 - 基）氨基]苯甲酸（IABA）和6 - 脒基 - 2 - 萘酚（AN）。水解遵循准一级反应。I在pH 2至pH 3的酸性条件下稳定，并通过氙灯光照射分解形成IABA、AN和化合物II。通过核磁共振、红外、质谱和紫外光谱以及鉴别试验对II的结构进行了研究。结果表明，II是6 - 脒基 - 2 - 羟基 - 1 - 萘基[4 - （4,5 - 二氢 - 1H - 咪唑 - 2 - 基）氨基]苯基酮，即I通过光重排反应生成的二苯甲酮衍生物。
