Pyrazoles are synthesized by the reaction of α,β-unsaturated aldehydes with hydrazine and subsequent dehydrogenation. 269410-08-4, formula is C9H15BN2O2, Name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. Substituted pyrazoles are prepared by condensation of 1,3-diketones with hydrazine (Knorr-type reactions). For example, acetylacetone and hydrazine gives 3,5-dimethylpyrazole. Safety of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole.
Crawford, Terry D.;Romero, F. Anthony;Lai, Kwong Wah;Tsui, Vickie;Taylor, Alexander M.;de Leon Boenig, Gladys;Noland, Cameron L.;Murray, Jeremy;Ly, Justin;Choo, Edna F.;Hunsaker, Thomas L.;Chan, Emily W.;Merchant, Mark;Kharbanda, Samir;Gascoigne, Karen E.;Kaufman, Susan;Beresini, Maureen H.;Liao, Jiangpeng;Liu, Wenfeng;Chen, Kevin X.;Chen, Zhongguo;Conery, Andrew R.;Cote, Alexandre;Jayaram, Hariharan;Jiang, Ying;Kiefer, James R.;Kleinheinz, Tracy;Li, Yingjie;Maher, Jonathan;Pardo, Eneida;Poy, Florence;Spillane, Kerry L.;Wang, Fei;Wang, Jian;Wei, Xiaocang;Xu, Zhaowu;Xu, Zhongya;Yen, Ivana;Zawadzke, Laura;Zhu, Xiaoyu;Bellon, Steven;Cummings, Richard;Cochran, Andrea G.;Albrecht, Brian K.;Magnuson, Steven research published 《 Discovery of a Potent and Selective in Vivo Probe (GNE-272) for the Bromodomains of CBP/EP300》, the research content is summarized as follows. The single bromodomain of the closely related transcriptional regulators CBP/EP300 is a target of much recent interest in cancer and immune system regulation. A co-crystal structure of a ligand-efficient screening hit and the CBP bromodomain guided initial design targeting the LPF shelf, ZA loop, and acetylated lysine binding regions. Structure-activity relationship studies allowed the authors to identify a more potent analog. Optimization of permeability and microsomal stability and subsequent improvement of mouse hepatocyte stability afforded 59 (GNE-272, TR-FRET IC50 = 0.02 μM, BRET IC50 = 0.41 μM, BRD4(1) IC50 = 13 μM) that retained the best balance of cell potency, selectivity, and in vivo PK. GNE-272 showed a marked antiproliferative effect in hematol. cancer cell lines and modulates MYC expression in vivo that corresponds with antitumor activity in an AML tumor model.
269410-08-4, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, also known as 4-Pyrazoleboronic acid pinacol ester , is a useful research compound. Its molecular formula is C9H15BN2O2 and its molecular weight is 194.04 g/mol. The purity is usually 95%.
4-Pyrazoleboronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. 4-Pyrazoleboronic acid pinacol ester is also a useful reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors.
4-Pyrazoleboronic acid pinacol ester is used in the preparation of Rho kinase (ROCK) inhibitors as wella s other biologically active compounds.
4-Pyrazoleboronic acid pinacol ester is an organic compound that is the product of a bifunctional coupling reaction between 4-pyrazolecarboxylic acid and pinacol. It has been shown to inhibit protein S6 kinase, which is involved in the regulation of cell growth and proliferation. This compound has also been shown to be effective against cancer cells, including those that are resistant to conventional chemotherapeutic drugs. 4-Pyrazoleboronic acid pinacol ester may also be used as a precursor for other compounds with pharmaceutical activity., Safety of 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics