Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. 122775-35-3, formula is C8H11BO4, Name is 3,4-Dimethoxyphenylboronic acid. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3. Application of C8H11BO4.
Tang, Kai;Zhao, Min;Wu, Ya-Hong;Wu, Qiong;Wang, Shu;Dong, Yu;Yu, Bin;Song, Yihui;Liu, Hong-Min research published 《 Structure-based design, synthesis and biological evaluation of aminopyrazines as highly potent, selective, and cellularly active allosteric SHP2 inhibitors》, the research content is summarized as follows. Src homol.-2-containing protein tyrosine phosphatase 2 (SHP2) encoded by the proto-oncogene PTPN11 is the first identified non-receptor protein tyrosine phosphatase. SHP2 dysregulation contributes to the pathogenesis of different cancers, making SHP2 a promising therapeutic target for cancer therapy. In this article, authors report the structure-guided design based on the well-characterized SHP2 inhibitor SHP099, extensive structure-activity relationship studies (SARs) of aminopyrazines, biochem. characterization and cellular potency. These medicinal chem. efforts lead to the discovery of the lead compound TK-453 I, which potently inhibits SHP2 (SHP2WT IC50 = 0.023μM, ΔTm = 7.01°C) in a reversible and noncompetitive manner. Compound I exhibits high selectivity over SHP2PTP, SHP1 and PTP1B, and may bind at the “tunnel” allosteric site of SHP2 as SHP099. As the key pharmacophore, the aminopyrazine scaffold not only reorganizes the cationic-π stacking interaction with R111 via the novel hydrogen bond interaction between the S atom of thioether linker and T219, but also mediates a hydrogen bond with E250. In vitro studies indicate that I inhibits proliferation of HeLa, KYSE-70 and THP-1 cells moderately and induces apoptosis of Hela cells. Further mechanistic studies suggest that I can decrease the phosphorylation levels of AKT and Erk1/2 in HeLa and KYSE-70 cells.
Application of C8H11BO4, 3,4-Dimethoxyphenylboronic acid is a useful research compound. Its molecular formula is C8H11BO4 and its molecular weight is 181.98 g/mol. The purity is usually 95%.
3,4-Dimethoxyphenylboronic acid contains varying amounts of anhydride.
3,4-Dimethoxyphenylboronic acid is a bacterial mutagen. A useful intermediate for organic synthesis.
3,4-Dimethoxyphenylboronic acid is a boronate ester that has been shown to be an effective coupling partner for the Suzuki reaction. It has also been used in cancer therapy and as a photochemical probe for the study of biological properties. 3,4-Dimethoxyphenylboronic acid has been shown to demethylate DNA and inhibit methionine aminopeptidase activity. It also cross-couples with halides, such as chlorides or iodides, and activates tertiary alcohols. 3,4-Dimethoxyphenylboronic acid is soluble in organic solvents and can be used in supramolecular chemistry., 122775-35-3.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem