Design, synthesis, and structure-activity relationships of unsubstituted piperazinone-based transition state factor Xa inhibitors was written by Huang, Wenrong;Naughton, Mary Ann;Yang, Hua;Su, Ting;Dam, Suiko;Wong, Paul W.;Arfsten, Ann;Edwards, Susan;Sinha, Uma;Hollenbach, Stanley;Scarborough, Robert M.;Zhu, Bing-Yan. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Formula: C6H7ClN2O3S2 This article mentions the following:
A series of novel transition state factor Xa inhibitors containing a variety of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them, the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Formula: C6H7ClN2O3S2).
2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Formula: C6H7ClN2O3S2
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica