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【结 构 式】

【药物名称】

【化学名称】2-Amino-4a,7-dimethyl-4,4a-dihydro-3H-phenoxazin-3-one

【CA登记号】114791-08-1

【 分 子 式 】C14H14N2O2

【 分 子 量 】242.27988

【开发单位】Tokyo Medical and Dental University (Originator)

【药理作用】Oncolytic Drugs, Apoptosis Inducers

合成路线1

The target phenoxazinone is obtained by reaction of 2-amino-5-methylphenol (I) with Hemoglobin-O2, through the intermediate quinonimine (II). The reaction was performed with bovine hemolysates and also with purified human hemoglobin.

1 Tomoda, A.; Hamashima, H.; Arisawa, M.; Kikuchi, T.; Tezuka, Y.; Koshimura, S.; Phenoxazinone synthesis by human hemoglobin. Biochim Biophys Acta 1992, 117, 3, 306.
2 Ishida, R.; Yamanaka, S.; Kawai, H.; Ito, H.; Iwai, M.; Nishizawa, M.; Hamatake, M.; Tomoda, A.; Antitumor activity of 2-amino-4,4 alpha-dihydro-4 alpha, 7-dimethyl-3H-phenoxazine-3-one, a novel phenoxazine derivative produced by the reaction of 2-amino-5-methylphenol with bovine hemolysate. Anti-Cancer Drugs 1996, 7, 5, 591.
3 Tomoda, A.; Arai, S.; Ishida, R.; Shimamoto, T.; Ohnyashiki, K.; An improved method for the rapid preparation of 2-amino-4,4a-dihydro-4a,7-dimethyl-3H-phenoxazine-3-on, a novel antitumor agent. Bioorg Med Chem Lett 2001, 11, 8, 1057.
4 Shimamoto, T.; Tomoda, A.; Ishida, R.; Ohyashiki, K.; Antitumor effects of a novel phenoxazine derivative on human leukemia cell lines in vitro and in vivo. Clin Cancer Res 2001, 7, 3, 704.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 23533 2-amino-5-methylphenol 2835-98-5 C7H9NO 详情 详情
(II) 61521 6-imino-3-methyl-2,4-cyclohexadien-1-one C7H7NO 详情 详情
Extended Information