A New Class of Nitrosoureas. I. Synthesis and Antitumor Activity of 1-(2-Chloroethyl)-3,3-disubstituted-1-nitrosoureas having a Hydroxyl Group at the β-Position of the Substituents
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概要
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1-(2-Chloroethyl)-3,3-disubstituted-1-nitrosoureas (5a-m), a new class of nitrosoureas, were synthesized and tested for antitumor activities against leukemia L1210 and Ehrlich ascites carcinoma. The nitrosoureas (5e-k) having a hydroxyl group at the β-position of the substituents showed remarkable antitumor activities. In particular, 1-(2-chloroethyl)-3,3-bis (2-hydroxyethyl)-1-nitrosourea (5k) had excellent activities and showed 5 and 16 times greater therapeutic ratios than 1-(2-chloroethyl)-3-cyclohexyl-1-nitrosourea against leukemia L1210 and Ehrlich ascites carcinoma, respectively. These nitrosoureas (5e-k) appear to be activated nonenzymatically by attack of the hydroxyl group on the carbonyl group to give the oxazolidinones (6) and chloroethyl diazohydroxide (7) without generation of the isocyanates (8).
- 公益社団法人日本薬学会の論文
- 1981-09-25
著者
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森川 民雄
Organic Chemistry Research Laboratory
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辻原 健二
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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大関 正勝
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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森川 民雄
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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新井 淑久
Research Laboratories, Tanabe Seiyaku Co., Ltd.
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新井 淑久
Research Laboratories Tanabe Seiyaku Co. Ltd.
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大関 正勝
Research Laboratories Tanabe Seiyaku Co. Ltd.
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辻原 健二
Lead Optimization Research Laboratory Tanabe Seiyaku Co. Ltd.
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辻原 健二
Research Laboratories Tanabe Seiyaku Co. Ltd.
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