PyrazoloneおよびPyrazole誘導体の合成研究(第6報)1-(3-Chlorophenyl)-3-(N, N-dimethylcarbamoyl)-5-methoxypyrazole投与ウサギ尿中代謝物の単離と同定

抄録

The metabolites of 1-(3-chlorophenyl)-3-(N, N-dimethylcarbamoyl)-5-methoxypyrazole (I) were investigated in the rabbit urine after oral administration of I. The five metabolites (M-1-M-5) were isolated as crystals from the rabbit urine to which I was administered. M-1, M-2 and M-5 were identified as 1-(3-chlorophenyl)-5-methoxy-3-(N-methylcarbamoyl) pyrazole (II), 3-carbamoyl-1-(3-chlorophenyl)-5-methoxypyrazole (III) and 3-carboxy-1-(3-chlorophenyl)-5-methoxypyrazole (IV), respectively, by thin layer chromatography and infrared spectroscopy. M-3 and M-4 were identified as 3-carbamoyl-1-(3-chloro-4-hydroxyphenyl)-5-methoxypyrazole (VI) and 1-(3-chloro-4-hydroxyphenyl)-5-methoxy-3-(N-methylcarbamoyl)-pyrazole (V), respectively, by physicochemical properties, mechanical analysis and chemical syntheses.