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基于取代咪唑膦酯的四唑并[1,5-b]哒嗪的合成及定量构效关系研究作为镇痛/抗炎剂。

Synthesis and quantitative structure-activity relationship study of substituted imidazophosphor ester based tetrazolo[1,5-b]pyridazines as antinociceptive/anti-inflammatory agents.

机构信息

Chemical Industries Division, National Research Centre, Elbohouth St. D-12311, Dokki, Cairo, Egypt.

出版信息

Beilstein J Org Chem. 2013 Aug 22;9:1730-6. doi: 10.3762/bjoc.9.199. eCollection 2013.

Abstract

A high-yielding general synthesis of imidazophosphor ester based tetrazolo[1,5-b]pyridazines is described. A conjugated reaction between 3,6-diazidopyridazine and different types of phosphonyl carbanion reagents followed by intramolecular cyclization afforded the target products, by using sodium ethanolate solution as a reaction medium. Among the products, five compounds, at a dose of 50 mg per kilogram body weight, showed a notable antinociceptive and anti-inflammatory activity without toxic side-effects.

摘要

本文描述了一种高产的咪唑膦酯基四唑并[1,5-b]哒嗪的通用合成方法。在乙醇酸钠溶液作为反应介质中,3,6-二叠氮基哒嗪与不同类型的磷酰碳负离子试剂发生共轭反应,然后进行分子内环化,得到目标产物。在这些产物中,有 5 种化合物在 50 毫克/千克体重的剂量下表现出显著的镇痛和抗炎活性,且没有毒副作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/68f6/3778331/07d5e17a6811/Beilstein_J_Org_Chem-09-1730-g003.jpg

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