Regioselective synthesis of 7,8-dihydroimidazo [5,1-c][1,2,4]triazine-3,6(2H,4H)-dione derivatives: A new drug-like heterocyclic scaffold

被引：12

作者：

Tzvetkov, Nikolay T. ^{[1
]}

Euler, Harald ^{[2
]}

Mueller, Christa E. ^{[1
]}

机构：

[1] Univ Bonn, Inst Pharmaceut, PharmaCtr Bonn, Pharmaceut Sci Bonn PSB, D-53121 Bonn, Germany

[2] Univ Bonn, Steinmann Inst Mineral, D-53115 Bonn, Germany

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 8卷

关键词：

hydantoins; hydrazides; imidazotriazines; N-alkylation; regio- and chemoselective reaction; thionation; X-ray structure; STRUCTURE ELUCIDATION; IDENTIFICATION; LIPOPHILICITY; ANTITUMOR; ESTERS; RING;

D O I：

10.3762/bjoc.8.181

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dihydroimidazo[5,1-c][1,2,4]triazine-3,6(2H, 4H)-dione derivatives were prepared by successive N3- and N1-alkylation of hydantoins, followed by regioselective thionation and subsequent cyclization under mild conditions. In a final alkylation step a further substituent may be introduced. The synthetic strategy allows broad structural variation of this new drug-like heterobicyclic scaffold. In addition to extensive NMR and MS analyses, the structure of one derivative was confirmed by X-ray crystallography.

引用

页码：1584 / 1593

页数：10

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