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716243

Sigma-Aldrich

1-Isopropyl-1H-pyrazole-4-boronic acid pinacol ester

97%

Synonym(s):

1-Isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

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About This Item

Empirical Formula (Hill Notation):
C12H21BN2O2
CAS Number:
Molecular Weight:
236.12
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

36-44 °C

storage temp.

2-8°C

SMILES string

CC(C)n1cc(cn1)B2OC(C)(C)C(C)(C)O2

InChI

1S/C12H21BN2O2/c1-9(2)15-8-10(7-14-15)13-16-11(3,4)12(5,6)17-13/h7-9H,1-6H3

InChI key

OGYYMVGDKVJYSU-UHFFFAOYSA-N

Application

1-Isopropyl-1H-pyrazole-4-boronic acid pinacol ester can be used as a reactant to synthesize:
  • Imidazo[1,2-a]pyrazine based phosphodiesterase 10A inhibitors.
  • Pyrido[3,4-d]pyrimidin-4-(3H)-one based KDM4 and KDM5 (histone lysine demethylase families) inhibitors.

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

No data available

flash_point_c

No data available


Certificates of Analysis (COA)

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Cell penetrant inhibitors of the KDM4 and KDM5 families of histone lysine demethylases. 2. Pyrido [3, 4-d] pyrimidin-4 (3 H)-one derivatives
Westaway SM, et al.
Journal of Medicinal Chemistry, 59(4), 1370-1387 (2016)

Articles

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available.

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