4-Pyrazoleboronic acid pinacol ester

Synonym(s):4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole;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;Pyrazol-4-ylboronic acid pinacol ester

CAS NO.：269410-08-4
Empirical Formula: C9H15BN2O2
Molecular Weight: 194.04
MDL number: MFCD03453063
EINECS: 629-131-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-04-08 16:27:35

4-Pyrazoleboronic acid pinacol ester Structural

What is 4-Pyrazoleboronic acid pinacol ester?

Chemical properties

Off-white to tan powder

The Uses of 4-Pyrazoleboronic acid pinacol ester

4-Pyrazoleboronic Acid Pinacol Ester is used in the preparation of Rho kinase (ROCK) inhibitors as wella s other biologically active compounds.

The Uses of 4-Pyrazoleboronic acid pinacol ester

1H-Pyrazole-4-boronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. It is also used as reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors as well as other biologically active compounds.

The Uses of 4-Pyrazoleboronic acid pinacol ester

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

What are the applications of Application

4-Pyrazoleboronic acid pinacol ester is a useful precursor for biological inhibitors

Properties of 4-Pyrazoleboronic acid pinacol ester

Melting point:	142-146 °C (lit.)
Boiling point:	335.4±15.0 °C(Predicted)
Density	1.09±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	DMSO, Ethyl Acetate, Methanol
form	Powder
pka	13.36±0.50(Predicted)
color	Off-white to tan
Water Solubility	insoluble
CAS DataBase Reference	269410-08-4(CAS DataBase Reference)

Safety information for 4-Pyrazoleboronic acid pinacol ester

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.