• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】

【化学名称】N-Benzyl-9-isopropyl-2-(thiomorpholin-4-yl)-9H-purin-6-amine

【CA登记号】

【 分 子 式 】C19H24N6S

【 分 子 量 】368.50733

【开发单位】LG Chem (Originator)

【药理作用】Oncolytic Drugs, CDK2 Inhibitors, Inhibitors of Signal Transduction Pathways

合成路线1

Adenine (I) was oxidized with hydrogen peroxide in aqueous acetic acid to give adenine 1-N-oxide (II). Diazotization of (II) with sodium nitrite and acetic acid, followed by hydrolysis of the diazonium salt provided hypoxanthine 1-N-oxide (III). 2,6-Dichloropurine (IV) was then obtained by treatment of (III) with phosphoryl chloride in the presence of triethylamine. Displacement of the 6-chlorine atom of (IV) by benzylamine (V) in boiling n-butanol yielded 6-benzylamino-2-chloropurine (VI), which was subsequently alkylated at the 9-N with isopropyl iodide and NaH to give (VII). Finally, the remaining 2-chloro atom of (VII) was displaced by thiomorpholine (VIII) to furnish the title compound.

1 Woo, E.-R.; Baek, D.J.; Lee, s.-C.; Hong, C.Y.; Lee, K.-S.; Yang, B.-S.; Cho, J.-H.; Oh, C.-H.; Synthesis and biological activities of C-2, N-9 substituted 6-benzylaminopurine derivatives as cyclin-dependent kinase inhibitor. Arch Pharm 1999, 332, 6, 187.
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) 10343 9H-Purin-6-amine; 9H-Purin-6-ylamine; Adenine 73-24-5 C5H5N5 详情 详情
(II) 36313 6-amino-9H-purin-1-ium-1-olate C5H5N5O 详情 详情
(III) 36314 6-hydroxy-9H-purin-1-ium-1-olate C5H4N4O2 详情 详情
(IV) 25254 2,6-dichloro-9H-purine 5451-40-1 C5H2Cl2N4 详情 详情
(V) 15147 Benzylamine; Phenylmethanamine 100-46-9 C7H9N 详情 详情
(VI) 36315 N-benzyl-2-chloro-9H-purin-6-amine; N-benzyl-N-(2-chloro-9H-purin-6-yl)amine C12H10ClN5 详情 详情
(VII) 36316 N-benzyl-2-chloro-9-isopropyl-9H-purin-6-amine; N-benzyl-N-(2-chloro-9-isopropyl-9H-purin-6-yl)amine C15H16ClN5 详情 详情
(VIII) 36317 thiomorpholine 123-90-0 C4H9NS 详情 详情
Extended Information