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
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About This Item
Linear Formula:
(CH3)4C2O2BC3N2H3
CAS Number:
Molecular Weight:
194.04
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
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
Application
Reagent used for
Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including
- 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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Robert M Garbaccio et al.
Bioorganic & medicinal chemistry letters, 17(22), 6280-6285 (2007-09-29)
From HTS lead 1, a novel benzoisoquinolinone class of ATP-competitive Chk1 inhibitors was devised and synthesized via a photochemical route. Using X-ray crystallography as a guide, potency was rapidly enhanced through the installation of a tethered basic amine designed to
Christoffer Bengtsson et al.
Bioorganic & medicinal chemistry, 19(10), 3039-3053 (2011-04-26)
Inhibition of acetyl-CoA carboxylases has the potential for modulating long chain fatty acid biosynthesis and mitochondrial fatty acid oxidation. Hybridization of weak inhibitors of ACC2 provided a novel, moderately potent but lipophilic series. Optimization led to compounds 33 and 37
Design and evaluation of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines as inhibitors of checkpoint and other kinases
Matthews, T. P.; et al.
Bioorganic & Medicinal Chemistry, 20, 4045-4049 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 525057-5G | 04061833355718 |
| 525057-25G | 04061833398784 |
| 525057-1G | 04061826696552 |