Benzothiophene derivatives as selective estrogen receptor covalent antagonists: Design, synthesis and anti-ERα activities was written by Bai, Chengfeng;Wu, Shuangjie;Ren, Shengnan;Zhu, Meiqi;Luo, Guoshun;Xiang, Hua. And the article was included in Bioorganic & Medicinal Chemistry in 2021.Category: ethers-buliding-blocks The following contents are mentioned in the article:
Estrogen receptor α emerged as a well validated therapeutic target of breast cancer for decades. However, approx. 50% of patients who initially respond to the standard-of-care (SoC), such as undergo therapy of Tamoxifen, generally inevitably progress to an endocrine-resistance ER+ phenotype. Recently, selective estrogen receptor covalent antagonists (SERCAs) targeted to ERα have demonstrated potential as therapeutic alternatives. In the present study, a series of novel 6-OH-benzothiophene (BT) derivatives targeting ERα and derived from Raloxifene were designed, synthesized, and biol. evaluated as covalent antagonists. Driven by the antiproliferative efficacy in ER+ breast cancer cells, chem. optimization finally led to compound I having potent antagonistic activity in ER+ tumor cells while not showing agonistic activity in endometrial cells. Moreover, a docking simulation was carried out to elucidate the binding mode, revealing I as an antagonist and covalently binding to the cysteine residue at the 530 position of ER helix H11. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Category: ethers-buliding-blocks).
2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Category: ethers-buliding-blocks
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem