718831
4-(Carboxymethyl)phenylboronic acid pinacol ester
95%
Synonym(s):
2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylacetic acid, Phenylacetic acid-4-boronic acid pinacol ester
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About This Item
Empirical Formula (Hill Notation):
C14H19BO4
CAS Number:
Molecular Weight:
262.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
95%
form
solid
mp
165-170 °C
functional group
carboxylic acid
SMILES string
CC1(C)OB(OC1(C)C)c2ccc(CC(O)=O)cc2
InChI
1S/C14H19BO4/c1-13(2)14(3,4)19-15(18-13)11-7-5-10(6-8-11)9-12(16)17/h5-8H,9H2,1-4H3,(H,16,17)
InChI key
FNLWHBHWDXCWHV-UHFFFAOYSA-N
Related Categories
Application
4-(Carboxymethyl)phenylboronic acid pinacol ester can be used:
- As an intermediate to prepare hydantoin-derived autotaxin inhibitors.
- As a substrate in the synthesis of reactive oxygen species (ROS)-sensitive and H2O2-eliminating materials by interlinking phenylboronic acid pinacol esters onto β-cyclodextrin.
- To prepare 5-aryl-2-aminopyridine derived FLT3 kinase inhibitors.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Identification of a novel class of autotaxin inhibitors through cross-screening
Castagna D, et al.
MedChemComm, 6(6), 1149-1155 (2015)
Structure-property correlations of reactive oxygen species-responsive and hydrogen peroxide-eliminating materials with anti-oxidant and anti-inflammatory activities
Zhang Q, et al.
Chemistry of Materials, 29(19), 8221-8238 (2017)
Discovery and optimization of a highly efficacious class of 5-aryl-2-aminopyridines as FMS-like tyrosine kinase 3 (FLT3) inhibitors
Liu G, et al.
Bioorganic & Medicinal Chemistry Letters, 25(17), 3436-3441 (2015)
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