CAS 269410-08-4|4-Pyrazoleboronic acid pinacol ester|4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|1H-Pyrazole-4-boronic acid, pinacol ester...

General Information

Structure

Molecular Formula

C₉H₁₅BN₂O₂

Molecular Mass

194.0386

Exact Mass

194.12265813

Charge

InChI

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)

InChIKey

TVOJIBGZFYMWDT-UHFFFAOYSA-N

Canonic Smiles

CC1(C)OB(OC1(C)C)c1c[nH]nc1

Isomeric Smiles

[nH]1ncc(c1)B1OC(C(O1)(C)C)(C)C

Calculated Properties

JChem

Acid pKa

9.617226

H Acceptors

H Donor

LogD (pH = 5.5)

2.2277198

LogD (pH = 7.4)

2.2251956

Log P

2.2278

Molar Refractivity

49.4005

Polarizability

20.819656

Polar Surface Area

47.14

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

4-Pyrazoleboronic acid pinacol ester1H-Pyrazole-4-boronic acid, pinacol ester4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE4,4,5,5-Tetramethyl-2-(1H-pyrazol-4-yl)-1,3,2-dioxaborolane4,4,5,5-四甲基-2-(1H-吡唑-4-基)-1,3,2-二氧杂戊硼烷4,4,5,5-Tetramethyl-2-(pyrazol-4-yl)-1,3,2-dioxaborolanePyrazol-4-ylboronic acid pinacol ester4,4,5,5-Tetramethyl-2-(1H-pyrazol-2-yl)-1,3,2-dioxaborolane4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole4-Pyrazoleboronic acid pinacol ester4-吡唑硼酸频哪醇酯2-(1H-Pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1H-Pyrazol-4-yl)boronic acid pinacol ester1H-Pyrazole-4-boronic Acid Pinacol Ester1H-Pyrazole-4-boronic acid pinacol ester1H-吡唑-4-硼酸频哪醇酯

IUPAC Traditional name

4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

IUPAC name

4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Names and Identifiers

Registration numbers

MDL Number

CAS Number

PubChem CID

PubChem SID

Registration numbers

Properties

Physical Property

142-146°C

142-146 °C(lit.)

145-149°C

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Sigma Aldrich

525057

Packaging
1, 5, 25 g in glass bottle
Legal Information
Product of Boron Molecular
Application
Reagent used for
• Suzuki-Miyaura cross-couplings1
• Ruthenium-catalyzed asymmetric hydrogenation2 Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including
• VEGF3
• Aurora3,4
• Rho (ROCK)2
• Janus Kinase 2 (JAK)5
• c-MET6
• ALK6
• S-nitrosoglutathione reductase7
• CDC78
• Acetyl-CoA carboxylase9
• Prosurvival Bcl-2 protein10
• Viral RNA-Dependent RNA polymerase11
• Long Chain Fatty Acid Elongase 612
• PI313
• AKT14
• Chk115
• Protein Kinase B16

TRC

P842200

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

Molecule Details

References

PubChem Literature

From Data Sources

• Chowdhury, S. et al.: Bioorg. Med. Chem. Lett., 21, 7107 (2011)

References

Bioactivity

PubChem BioAssay

Bioactivity