59045-98-6Relevant articles and documents
Annulation of Conjugated Azine-Imine with a Sulfoxonium Ylide in a Noncarbenoid Route to Synthesize Multisubstituted Imidazole-Fused Heterocycles
Guchhait, Sankar K.,Saini, Meenu,Khivsara, Viren J.,Giri, Santosh K.
, p. 5380 - 5387 (2021/05/05)
A new [4+1]-annulation of in situ generated heterocyclic azine-aldimines with β-keto sulfoxonium ylides has been developed. The reaction constructs N-fused imidazole rings. In the reaction, the ylides play a dual-functional role of a nucleophilic 1,1-dipo
The discovery of new and more potent chloropyramine (C4) analogues for the potential treatment of invasive breast cancer
Kandil, Sahar,Prencipe, Filippo,Jones, Samuel,Hiscox, Stephen,Westwell, Andrew D.
, p. 314 - 321 (2017/12/29)
Breast cancer is the second most common cancer worldwide, accounting for 25% of all female cancers. Although the survival rate has increased significantly in the past few decades, patients who develop secondary site metastasis as well as those diagnosed with triple negative breast cancer still represent a real unmet medical challenge. Previous studies have shown that chloropyramine (C4) inhibits FAK-VEGFR3 signalling. More recently, C4 is reported to have SASH1 inducing properties. However, C4 exerts its antitumour and antiangiogenic effects at high micromolar concentrations (>100?μm) that would not be compatible with further drug development against invasive breast cancer driven by FAK signalling. In this study, molecular modelling guided structural modifications have been introduced to the chloropyramine C4 scaffold to improve its activity in breast cancer cell lines. Seventeen compounds were designed and synthesized, and their antiproliferative activity was evaluated against three human breast cancer lines (MDA-MB-231, BT474 and T47D). Compound 5c was identified to display an average activity of IC50?=?23.5–31.3?μm, which represents a significant improvement of C4 activity in the same assay model. Molecular modelling and pharmacokinetic studies provided more promising insights into the mechanistic features of this new series.
Novel one-pot pseudo four component reaction: Expeditious synthesis of functionalized imidazo[1,2-a]pyridines
Sanaeishoar, Haleh,Nazarpour, Roya,Mohave, Fouad
, p. 68571 - 68578 (2015/09/01)
A new and efficient one-pot synthesis of imidazo[1,2-a]pyridines has been described. In this approach the installation of C-3 imine substituent on the imidazopyridine framework was developed. Corresponding products were prepared in mild conditions by reac