525057

4-Pyrazoleboronic acid pinacol ester

97%

• Synonym(s): 4,4,5,5-Tetramethyl-2-(1H-pyrazol-2-yl)-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(1H-pyrazol-4-yl)-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(pyrazol-4-yl)-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, Pyrazol-4-ylboronic acid pinacol ester
• Linear Formula: (CH₃)₄C₂O₂BC₃N₂H₃
• CAS Number: 269410-08-4
• Molecular Weight: 194.04
• MDL number: MFCD03453063
• UNSPSC Code: 12352103
• PubChem Substance ID: 24874465
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 142-146 °C (lit.)
• SMILES string: CC1(C)OB(OC1(C)C)c2cn[nH]c2
• InChI: 1S/C9H15BN2O2/c1-8(2)9(3,4)14-10(13-8)7-5-11-12-6-7/h5-6H,1-4H3,(H,11,12)
• InChI key: TVOJIBGZFYMWDT-UHFFFAOYSA-N

Description

Application

Reagent used for

• Suzuki-Miyaura cross-couplings
• Ruthenium-catalyzed asymmetric hydrogenation

Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including

• VEGF
• Aurora
• Rho (ROCK)
• Janus Kinase 2 (JAK)
• c-MET
• ALK
• S-nitrosoglutathione reductase
• CDC7
• Acetyl-CoA carboxylase
• Prosurvival Bcl-2 protein
• Viral RNA-Dependent RNA polymerase
• Long Chain Fatty Acid Elongase 6
• PI3
• AKT
• Chk1
• Protein Kinase B

Legal Information

Product of Boron Molecular

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves