190661-29-1 Usage
Description
2-Benzyloxyphenylboronic acid is an organic compound with the chemical formula C13H13BO3. It is a white solid and is commonly used as a reagent in various chemical reactions and processes.
Uses
1. Kinase Inhibitors:
2-Benzyloxyphenylboronic acid is used as a reagent for the preparation of different kinase inhibitors. Kinase inhibitors are important in the pharmaceutical industry as they play a crucial role in regulating cellular processes and are potential targets for the development of drugs to treat various diseases, including cancer.
2. Palladium Complex-Catalyzed Selective Hydroxylation:
In the field of organic chemistry, 2-Benzyloxyphenylboronic acid is used as a reactant in palladium complex-catalyzed selective hydroxylation reactions. This application is significant for the synthesis of various complex organic molecules and pharmaceutical compounds.
3. Palladium(II)-Catalyzed Oxidative Heck Reactions:
The compound is also utilized in palladium(II)-catalyzed oxidative Heck reactions, which are essential for the formation of carbon-carbon and carbon-heteroatom bonds in organic synthesis.
4. Metal-Free Electrophilic Fluorination:
2-Benzyloxyphenylboronic acid serves as a reactant in metal-free electrophilic fluorination processes. This application is valuable for the introduction of fluorine atoms into organic molecules, which can significantly alter their chemical and biological properties.
5. Suzuki-Miyaura Cross-Coupling Reactions:
The compound is used as a reactant in Suzuki-Miyaura cross-coupling reactions, a widely employed method for the formation of carbon-carbon bonds in organic synthesis. This reaction is particularly useful in the synthesis of complex molecules and biologically active compounds.
6. Suzuki Reaction:
2-Benzyloxyphenylboronic acid is also used in the Suzuki reaction, a type of cross-coupling reaction that involves the formation of carbon-carbon bonds. This reaction is widely used in the synthesis of various organic compounds, including pharmaceuticals and natural products.
Check Digit Verification of cas no
The CAS Registry Mumber 190661-29-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,0,6,6 and 1 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 190661-29:
(8*1)+(7*9)+(6*0)+(5*6)+(4*6)+(3*1)+(2*2)+(1*9)=141
141 % 10 = 1
So 190661-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H13BO3/c15-14(16)12-8-4-5-9-13(12)17-10-11-6-2-1-3-7-11/h1-9,15-16H,10H2
190661-29-1Relevant articles and documents
Structure-Based Optimization of 3-Phenyl-N-(2-(3-phenylureido)ethyl)thiophene-2-sulfonamide Derivatives as Selective Mcl-1 Inhibitors
Li, Yan,Fan, Wenjie,Gong, Qineng,Tian, Jie,Zhou, Mi,Li, Qing,Uwituze, Laura B.,Zhang, Zhichao,Hong, Ran,Wang, Renxiao
, p. 10260 - 10285 (2021/07/26)
Selective Mcl-1 inhibitors may overcome the drug resistance caused by current anti-apoptotic Bcl-2 protein inhibitors in tumors with Mcl-1 overexpression. Based on previously discovered compounds with a 3-phenylthiophene-2-sulfonamide core moiety, in this work, we have obtained new compounds with improved binding affinity and/or selectivity under the guidance of structure-based design. The most potent compounds achieved sub-micromolar binding affinities to Mcl-1 (Ki～ 0.4 μM) and good cytotoxicity (IC5015N-heteronuclear single-quantum coherence NMR spectra suggested that these compounds bound to the BH3-binding groove on Mcl-1. Several cellular assays revealed that FWJ-D4 as well as its precursor FWJ-D5 effectively induced caspase-dependent apoptosis, and their target engagement at Mcl-1 was confirmed by co-immunoprecipitation experiments. Treatment with FWJ-D5 at 50 mg/kg every 2 days on an RS4;11 xenograft mouse model for 22 days led to 75% reduction in tumor volume without body weight loss.
A concise synthesis of azoxystrobin using a Suzuki cross-coupling reaction
Liu, Yong-Gan,Luo, Yan,Lu, Yao
, p. 586 - 589 (2015/11/27)
A simple, efficient and eco-friendly process for the synthesis in good yield of azoxystrobin from 2-bromophenol has been developed using phenolic hydroxyl protection, Grignard reaction, Suzuki cross-coupling, hydrogenation and a nucleophilic reaction on a 2-chloropyrimidine.
Novel acyl hydrazino thiophene derivatives, process for preparing them, their use as medicinal products, pharmaceutical compositions and novel use
-
Page/Page column 17, (2010/02/12)
The invention concerns novel compounds of formula (I), process for making, pharmaceutical compositions and methods of treating diseases associated with abnormal physiological behavior in the secretion and/or the activity of cysteine proteases especially c
