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【结 构 式】

【药物名称】SMA-41

【化学名称】N-(3-Methylphenyl)-6-(3-methyltriazen-1-yl)quinazolin-4-amine

【CA登记号】

【 分 子 式 】C16H16N6

【 分 子 量 】292.34612

【开发单位】McGill University (Originator)

【药理作用】ONCOLYTIC DRUGS, DNA-Damaging Drugs, EGFR (erbB1) Inhibitors, Inhibitors of Signal Transduction Pathways

合成路线1

Arylamine (I) is converted into the corresponding methyltriazene (II) by formation of the corresponding diazonium salt with NaNO2 in HCl/H2O, followed by reaction with methylamine. Finally, the target compound is obtained by coupling of (II) with the corresponding amine in refluxing isopropanol.

1 Vaughan, K.; et al.; Studies of the model of action of antitumor triazenes and triazines. 6. 1-Ayl-3-(hydroxymethyl)-3-methyltriazenes: Synthesis, chemistry, and antitumor properties. J Med Chem 1984, 27, 3, 357.
2 Rewcastle, G.W.; et al.; Tyrosine kinase inhibitors. 5. Synthesis and structure-activity relationships for 4-[(phenylmethyl)amino]- and 4-(phenylamino)quinazolines as potent adenosine 5'-triphosphate binding site inhibitors of the tyrosine kinase domain of the epidermal growth f. J Med Chem 1995, 38, 18, 3482.
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) 51234 4-chloro-6-quinazolinylamine; 4-chloro-6-quinazolinamine C8H6ClN3 详情 详情
(II) 51235 4-chloro-6-[(E)-3-methyl-1-triazenyl]quinazoline C9H8ClN5 详情 详情
(III) 30687 3-methylphenylamine; m-toluidine 108-44-1 C7H9N 详情 详情
Extended Information