Polycyclic N-Heterocyclic Compounds 76: Synthesis and Antiplatelet Evaluation of 2,4-Disubstituted 5,6-Dihydro[1]benzofuro[3',2':2,3]oxepino[4,5-d]pyrimidines

被引：1

作者：

Okuda, Kensuke ^{[1
]}

Takano, Jun-ichi ^{[2
]}

Hirota, Takashi ^{[2
]}

Sasaki, Kenji ^{[2
]}

Nishina, Yuta ^{[3
]}

Ishida, Hiroyuki ^{[4
]}

机构：

[1] Gifu Pharmaceut Univ, Lab Med & Pharmaceut Chem, Gifu 5011196, Japan

[2] Okayama Univ, Fac Pharmaceut Sci, Lab Pharmaceut Chem, Kita Ku, Okayama 7008530, Japan

[3] Okayama Univ, Res Core Interdisciplinary Sci, Kita Ku, Okayama 7008530, Japan

[4] Okayama Univ, Dept Chem, Fac Sci, Kita Ku, Okayama 7008530, Japan

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2014年 / 51卷 / 03期

关键词：

PLATELET AGGREGATION INHIBITORS; RESERPINE-INDUCED HYPOTHERMIA; DISCOVERY; SERIES; ACIDS;

D O I：

10.1002/jhet.1539

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of several Vilsmeier reagents with 5-amino-2,3-dihydro[1]benzofuro[3,2-b]oxepin-4-carbonitrile gave tetracyclic 2-substituted 4-chloro-5,6-dihydro[1] benzofuro[3',2':2,3]oxepino[4,5-d]pyrimidines. The structure of one of these, the 4-chloro-2-phenyl derivative, was confirmed by X-ray crystallography. Treatment of the 4-chloro derivatives with simple amines as nucleophile afforded 2-substituted 4-amino derivatives. A pentacyclic compound was also obtained by dehydrative ring closure. These products were evaluated for antiplatelet activity, and some showed potency comparable with that of aspirin.

引用

页码：661 / 668

页数：8

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