Synthesis and isomerization of thienotriazolopyrimidine and thienotetrazolopyrimidine derivatives with potential anti-inflammatory activity

Synthesis and isomerization of thienotriazolopyrimidine and thienotetrazolopyrimidine derivatives with potential anti-inflammatory activity
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具有潜在抗炎活性的噻吩并三唑并嘧啶和噻吩并三唑并嘧啶衍生物的合成和异构化

DOI:
10.1002/hc.20114
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发表时间:
2005
影响因子:
0.3
通讯作者:
F. Abdel
F. Abdel
中科院分区:
化学4区
文献类型:
--
作者:
A. Rashad;O. Heikal;A. O. El;F. Abdel

文献摘要

被引文献

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以2-amino-4,5-dihydronaphtho[2,1-b]thiophene-1-carbonitrile(1)为起始原料,合成了几种含硫并[2,3-d]嘧啶体系的衍生物。特别报道了8,9-二氢萘-[1′,2′:4,5]thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine衍生物13-16的合成、结构表征及其在不同反应条件下与8,9-dihydronaphtho[1′,2′:4,5]thieno[3,2-e][1,2,4]-triazolo[1,5-c]pyrimidine衍生物17-20的异构化反应,并用X-射线衍射法进行了验证。此外,化合物13、14和22被测试为潜在的抗炎药物,化合物14在卡拉胶试验中显示出较强的活性。《Wiley期刊》,Inc.《异质原子化学》16:226-234,2005;在线发表在Wiley InterScience(www.intercience.wiley.com)上。DOI 10.1002/hc.20114
Several derivatives containing the thieno[2,3-d]pyrimidine system were prepared starting from 2-amino-4,5-dihydronaphtho[2,1-b]thiophene-1-carbonitrile (1). In particular, the synthesis and structure characterization of 8,9-dihydronaphtho- [1′,2′:4,5]thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine derivatives 13–16 and their isomerization to 8,9-dihydronaphtho[1′,2′:4,5]thieno[3,2-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives 17–20 under different suitable reaction conditions were reported and verified with X-ray analysis. Moreover, compounds 13, 14 and 22 were tested as potential anti-inflammatory agents and derivative 14 showed potent activity in carrageenan test. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:226–234, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20114