Wu, Chunjiang; Xu, Shan; Guo, Yuping; Wu, Jielian; Luo, Rong; Wang, Wenhui; Tu, Yuanbiao; Le Chen; Zhu, Wufu; Zheng, Pengwu published an article on February 28 ,2018. The article was titled 《Design, synthesis and biological evaluation of phenylpicolinamide sorafenib derivatives as antitumor agents》, and you may find the article in Medicinal Chemistry Research.HPLC of Formula: 1158763-55-3 The information in the text is summarized as follows:
Two series of phenylpicolinamide sorafenib derivatives (14a-k, 15a-k) were designed and synthesized. They were evaluated for IC50 values against three cancer cell lines (A549, Hela, and MCF-7) and VEGFR2/KDR, BRAF, and CRAF kinases. Fourteen target compounds showed moderate to excellent cytotoxicity activity against the different cancer cells with potency from the single-digit μM to nanomole range. What’s more, six of them were equal to more potent than sorafenib against one or more cell lines. Most of the compounds showed bad activity against VEGFR2/KDR, BRAF, or CRAF kinases. The most promising compound 15f showed strong antitumor activities against A549 and MCF-7 cell lines with IC50 values of 5.43 ± 0.74 and 0.62 ± 0.21 μM, which were 1.29-6.79-fold more active than sorafenib (6.53 ± 0.82, 4.21 ± 0.62 μM), resp. and it exhibited moderate IC50 (7.1 μM) than 14f (IC50 = 3.1 μM). Structure-activity relationships (SARs) and docking studies indicated that replacement of diarylurea of sorafenib with phenylpicolinamide moiety benefits to the activity. The position of aryl group and the substitutions of aryl group have a great influence on antitumor activity and selectivity. Small volume groups of aryl group such as (substituted) alkyl groups (-CH3, -CF3), halogen atoms (-F) were favorable to the cytotoxicity. Exact action mechanism of target compounds is not quite clear and further study will be carried out to identify the target in near future. After reading the article, we found that the author used 5-(3-Fluorophenyl)picolinic acid(cas: 1158763-55-3HPLC of Formula: 1158763-55-3)
5-(3-Fluorophenyl)picolinic acid(cas: 1158763-55-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. HPLC of Formula: 1158763-55-3The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds.