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Key Documents

107263

Sigma-Aldrich

5-Hydroxy-2-methylpyridine

99%

Synonym(s):

6-Methyl-3-pyridinol

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About This Item

Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

168-170 °C (lit.)

solubility

dichloromethane: soluble

SMILES string

Cc1ccc(O)cn1

InChI

1S/C6H7NO/c1-5-2-3-6(8)4-7-5/h2-4,8H,1H3

InChI key

DHLUJPLHLZJUBW-UHFFFAOYSA-N

Application

  • 5-Hydroxy-2-methylpyridine was used as starting reagent for the synthesis of 5-[(4-methoxybenzyl)oxy]-2-pyridinecarbaldehyde.
  • It was used in synthesis of [HNC6H6OH]2[Cu(NC5H5)4(NbOF5)2].
  • It was used as ligand of a platinum complex which showed protein kinase inhibitory action at nanomolar levels.
  • It forms a chiral pyridinium ionic liquid on reaction with L-menthol chloromethyl ether.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - 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

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Margaret E Welk et al.
Inorganic chemistry, 41(20), 5119-5125 (2002-10-02)
Electronic effects and the bond network are the two factors that cause out-of-center distortions in octahedral d(0) transition metal oxide fluoride anions. Overlap between filled oxide p orbitals and vacant cation d orbitals results in strong, short metal-oxide bonds causing
Tetrahedron Asymmetry, 17, 1728-1728 (2006)
Synthesis of (R)-(+)-methyl 3-amino-3-(5-hydroxy-2-pyridinyl) propanoate, an analog of l-azatyrosine.
Adamczy M and Reddy RE.
Tetrahedron Asymmetry, 12(7), 1047-1054 (2001)
Douglas S Williams et al.
Inorganic chemistry, 46(8), 2944-2946 (2007-03-23)
A pyridocarbazole platinum complex, which matches the overall shape of the natural product staurosporine, binds with high affinity at the adenosine triphosphate binding site of glycogen synthase kinase 3 (GSK-3alpha).
Jonita Stankevičiūtė et al.
Scientific reports, 6, 39129-39129 (2016-12-17)
Pyridinols and pyridinamines are important intermediates with many applications in chemical industry. The pyridine derivatives are in great demand as synthons for pharmaceutical products. Moreover, pyridines are used either as biologically active substances or as building blocks for polymers with

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