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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM0317
MKCJ2467
MKCB3277V
MKBW1016V
MKBQ2435V

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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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