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【结 构 式】

【药物名称】CB-10-277(free acid), DM-COOK

【化学名称】4-(3,3-Dimethyl-1-triazenyl)benzoic acid potassium salt
      p-(3,3-Dimethyl-1-triazeno)benzoic acid potassium salt

【CA登记号】70055-49-1

【 分 子 式 】C9H10KN3O2

【 分 子 量 】231.30095

【开发单位】Institute of Cancer Research (Originator), Università degli Studi di Trieste (Originator)

【药理作用】Oncolytic Drugs

合成路线1

1-p-(3,3-Dimethyl-1-triazeno)benzoic acid (I) Ia prepared by coupling the aryldiazonium chloride (II) with aqueous dimethylamine in an excess of sodium carbonate, and by precipitation with HCl (m.p. 170.5-1.5 C; lit. 171 C). The potassium salt is prepared by adding two equivalents of 3M KOH in MeOH to a dioxan solution of the acid. After filtration, the crude compound is dissolved in MeOH and boiled with activated charcoal; the clarified MeOH solution is diluted with ether to precipitate the purified product.

1 Kolar, G.F.; Synthesis of biologically active triazenes from isolable diazonium salts. Z Naturforsch 1972, 276, 1183-1185.
2 Vadlamudi, S.; Loo, T.L.; Lin, Y.T.; Goldin, A.; Preparation and antitumor activity of derivatives of 1-phenyl-3,3-dimethytltriazenes. J Med Chem 1972, 15, 2, 201-203.
3 Giraldi, T.; DM-COOK. Drugs Fut 1984, 9, 7, 503.
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) 20004 p-aminobenzoic acid; 4-aminobenzoic acid 150-13-0 C7H7NO2 详情 详情
(II) 30521 4-carboxybenzenediazonium chloride C7H5ClN2O2 详情 详情
(III) 30522 4-[(E)-3,3-dimethyl-1-triazenyl]benzoic acid C9H11N3O2 详情 详情
Extended Information