Cai, Guiping; Yu, Wenying; Song, Dongmei; Zhang, Wenda; Guo, Jianpeng; Zhu, Jiawen; Ren, Yuhao; Kong, Lingyi published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors》.Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate The author mentioned the following in the article:
STAT3 has been extensively studied as a potential antitumor target. Though studies on regulating STAT3 mainly focus on the inhibition of STAT3 phosphorylation at Tyr705 residue, the phosphorylation at Ser727 residue of STAT3 protein is also closely associated with the mitochondrial import of STAT3 protein. N, N-diethyl-7-aminocoumarin is a fluorescent mitochondria-targeting probe. In this study, a series of STAT3 inhibitors were developed by connecting N, N-diethyl-7-aminocoumarin fluorophore with benzo [b]thiophene 1, 1-dioxide moiety. All designed compounds displayed potent anti-proliferative activity against cancer cells. The representative compound 7a(I) was mainly accumulated in mitochondria visualized by its fluorescence. STAT3 phosphorylation was inhibited by I at both Tyr705 and Ser727 residues. I inhibited STAT3 phosphorylation whereas had no influence on the phosphorylation levels of STAT1, JAK2, Src and Erk1/2, indicating good selectivity of I. Moreover, I down-regulated the expression of STAT3 target genes Bcl-2 and Cyclin D1, increased ROS production and remarkably reduced the mitochondrial membrane potential to induce mitochondrial apoptotic pathway. Furthermore, I in vivo suppressed breast cancer 4T1 implanted tumor growth. Taken together, these results highlighted that I might be a promising mitochondria-targeting STAT3 inhibitor for cancer therapy. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate)
Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylateIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem