Lantos I, Bender P E, Razgaitis K A, Sutton B M, DiMartino M J, Griswold D E, Walz D T
J Med Chem. 1984 Jan;27(1):72-5. doi: 10.1021/jm00367a014.
Isomeric 5(6)-(4-pyridyl)- and 6(5)-(4-substituted-phenyl)-2,3-dihydroimidazo[2,1-b]thiazoles were prepared by a mixed benzoin-imidazothione route, and their structures were assigned by spectral comparison to compounds of established substitution pattern. The structural assignment was confirmed by X-ray analysis. Examination of the compounds for antiinflammatory activity by an adjuvant arthritic rat assay revealed strikingly higher potencies for one analogous series than for their isomers. This selectivity was paralleled in the ability to stimulate cell-mediated immunity, as reflected in an oxazolone-induced contact sensitivity model. A drug-receptor complex is proposed that requires at least three sites of interactions.
通过混合安息香-咪唑硫酮路线制备了异构的5(6)-(4-吡啶基)-和6(5)-(4-取代苯基)-2,3-二氢咪唑并[2,1-b]噻唑，并通过光谱与已确定取代模式的化合物进行比较来确定其结构。通过X射线分析证实了结构归属。通过佐剂性关节炎大鼠试验检测这些化合物的抗炎活性，结果显示一个类似系列的效力明显高于其异构体。在恶唑酮诱导的接触敏感性模型中反映出，这种选择性在刺激细胞介导免疫的能力方面也存在。提出了一种药物-受体复合物，其至少需要三个相互作用位点。
