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706094

Sigma-Aldrich

6-Hydroxypyridine-3-boronic acid pinacol ester

97%

Synonym(s):

2-Hydroxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-Hydroxypyridine-5-boronic acid, pinacol ester

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About This Item

Empirical Formula (Hill Notation):
C11H16BNO3
CAS Number:
1054483-78-1
Molecular Weight:
221.06
MDL number:
MFCD06795671
UNSPSC Code:
12352103
PubChem Substance ID:
329762610
NACRES:
NA.22

Assay

97%

form

solid

mp

196-200 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc(O)nc2

InChI

1S/C11H16BNO3/c1-10(2)11(3,4)16-12(15-10)8-5-6-9(14)13-7-8/h5-7H,1-4H3,(H,13,14)

InChI key

WAUWXCUPDOXYKS-UHFFFAOYSA-N

Application

6-Hydroxypyridine-3-boronic acid pinacol ester can be used as a reactant:
  • In the synthesis of novel glutamate transporter EAAT2 activators.
  • To prepare crizotinib derivatives as SHIP2 inhibitors.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Identification of crizotinib derivatives as potent SHIP2 inhibitors for the treatment of Alzheimer's disease
Lim JW, et al.
European Journal of Medicinal Chemistry, 157(19), 405-422 (2018)
Structure-activity relationship study of pyridazine derivatives as glutamate transporter EAAT2 activators
Xing X, et al.
Bioorganic & Medicinal Chemistry Letters, 21(19), 5774-5777 (2011)

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