PD-137966
Chemical Name: (Z)-5-[2-(2,6-Dichloro-3-methylphenylamino)benzylidene]-2-thiooxathiazolidin-4-one
CAS No. 144987-93-9, 149703-32-2 (undefined isomer)
项目整合开发状态: Biological Testing
项目研究机构: Pfizer (Originator)
合成路线:The reaction of meclofenamic acid (I) with oxalyl chloride in dichloromethane gives the corresponding acyl chloride (II),which by reaction with methanol yields the methyl ester (III).The reduction of (III) with LiAlH4 in THF affords the methanol derivative (IV),which by oxidation with pyridinium chlorochromate (PCC) is converted into the aldehyde (V).Finally,this compound is condensed with 2-thioxothiazolidin-4-one (VI) by means of beta-alanine in refluxing acetic acid.
📌 参考资料/链接：
参考文献标题:2-Substd.thiazolidinone,oxazolidinone,and imidazolidinone derivs.of fenamates as antiinflammatory agents
文献作者:Belliotti,T.R.; Boschelli,D.H.; Connor,D.T.; Kostlan,C.R.(Pfizer Inc.)
参考来源:US 5143929
📄 详细内容
合成路线:The reaction of meclofenamic acid (I) with oxalyl chloride in dichloromethane gives the corresponding acyl chloride (II),which by reaction with methanol yields the methyl ester (III).The reduction of (III) with LiAlH4 in THF affords the methanol derivative (IV),which by oxidation with pyridinium chlorochromate (PCC) is converted into the aldehyde (V).Finally,this compound is condensed with 2-thioxothiazolidin-4-one (VI) by means of beta-alanine in refluxing acetic acid.
参考文献标题:Synthesis and cyclooxygenase and 5-lipoxygenase inhibitory activity of some thiazolidene-4-one analogs of meclofenamic acid
文献作者:Connor,D.T.; Boschelli,D.H.; Wright,C.D.; Kuipers,P.J.
参考来源:Bioorg Med Chem Lett 1992,2(7),708