Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Molecules called Design, synthesis, and antitumor activity of a series of novel 4-(aromatic sulfonyl)-1-oxa-4-azaspiro[4.5]deca-6,9-dien-8-ones, Author is Xing, Naiguo; Chen, Chen; Zhong, Qiu; Zheng, Shilong; Wang, Guangdi; He, Ling, which mentions a compound: 6684-39-5, SMILESS is ClC1=NC=C(C=C1)[S](=O)(=O)Cl, Molecular C5H3Cl2NO2S, Recommanded Product: 2-Chloro-5-pyridinesulfonyl chloride.
Based on benzenesulfonylazaspirodienone (HL-X9) identified in the previous work, the lead compound for better efficacy is optimized, thereby synthesizing a series of novel 4-(aromatic sulfonyl)-1-oxa-4-azaspiro[4.5]deca-6,9-dien-8-one derivatives such as I through a key step of metal-catalyzed cascade cyclization. The preliminary antiproliferative tests have shown that the anticancer activities of acetyl-protected mannose-linked sulfonylazaspirodienone derivatives have been greatly improved. Among them, II is the most potent derivative, with IC50 values of 0.17μM, 0.05μM, and 0.07μM for A549, MDA-MB-231, and HeLa cell lines, resp. Flow cytometry anal. shows that II arrests MDA-MB-231 cells in the G2/M phase and has a certain effect on the apoptosis of MDA-MB-231 cells. In addition, the acute toxicity of II was lower than that of adriamycin.
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis