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720429

Sigma-Aldrich

1H-Pyrazol-3-ylboronic acid hydrate

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About This Item

Empirical Formula (Hill Notation):
C3H5BN2O2 · xH2O
Molecular Weight:
111.90 (anhydrous basis)
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

solid

mp

88-93 °C

storage temp.

2-8°C

SMILES string

O.OB(O)c1cc[nH]n1

InChI

1S/C3H5BN2O2.H2O/c7-4(8)3-1-2-5-6-3;/h1-2,7-8H,(H,5,6);1H2

InChI key

NXQCQMBEFQLICU-UHFFFAOYSA-N

General description

1H-Pyrazol-3-ylboronic acid hydrate can be used as a reactant in the Suzuki-Miyaura coupling reaction to synthesize pyrazole derivatives by reacting with different aryl halides over the palladium catalyst.

Application

Reactant for:
  • Preparation of receiver-amplifier, self-immolative dendrimers as potential platform for self-triggered multiple-release prodrugs
  • Preparation of bifunctional water-soluble triazole-containing derivatives of ethyl(hydroxycamptothecin) via click chemistry and conjugation to monoclonal antibodies for anticancer therapy

  • Intermediate for synthesis of oligo(ethylene glycol)-terminated alkanethiol amides useful for biosensors

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Novel Chemical Series of 5-Lipoxygenase-Activating Protein Inhibitors for Treatment of Coronary Artery Disease
Lemurell M, et al.
Journal of medicinal chemistry, 62(9), 4325-4349 (2019)

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