噻唑 - 2 - 硫醇和2 - 噻唑啉 - 2 - 硫醇的吡啶、嘧啶及吡嗪衍生物的合成与抗甲状腺活性

Synthesis and antithyroid activity of pyridine, pyrimidine and pyrazine derivatives of thiazole-2-thiol and 2-thiazoline-2-thiol.

作者信息

Lagorce J F, Comby F, Rousseau A, Buxeraud J, Raby C

机构信息

Department of Chemical Pharmacy, Faculty of Pharmacy, Limoges Cedex, France.

出版信息

Chem Pharm Bull (Tokyo). 1993 Jul;41(7):1258-60. doi: 10.1248/cpb.41.1258.

DOI:10.1248/cpb.41.1258

PMID:7690688

Abstract

A series of compounds was synthesized by linking various derivatives of pyridine, pyrimidine or pyrazine to thiazole-2-thiol or to its partially hydrogenated derivative 2-thiazoline-2-thiol. The reactions of the compounds with molecular iodine and lactoperoxidase were examined in vitro. Their antithyroid activity was also examined in vivo in the rat. T4 and TSH levels were determined, and the thyroid gland was examined histologically. 2-(3-Hydroxy-2-pyridyl)-2-thiothiazoline had the highest antithyroid activity of the compounds tested (Kc = 14931.mol(-1),IC(50)0.65 x 10(-4) M, activity of thyroid gland).

摘要

通过将吡啶、嘧啶或吡嗪的各种衍生物与噻唑 - 2 - 硫醇或其部分氢化衍生物2 - 噻唑啉 - 2 - 硫醇相连，合成了一系列化合物。在体外研究了这些化合物与分子碘和乳过氧化物酶的反应。还在大鼠体内研究了它们的抗甲状腺活性。测定了T4和TSH水平，并对甲状腺进行了组织学检查。在所测试的化合物中，2 - (3 - 羟基 - 2 - 吡啶基) - 2 - 硫代噻唑啉具有最高的抗甲状腺活性（Kc = 14931.mol(-1)，IC(50) 0.65×10(-4) M，甲状腺活性）。