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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:
1121-78-4
Molecular Weight:
109.13
EC Number:
214-337-8
MDL number:
MFCD00006339
UNSPSC Code:
12352100
PubChem Substance ID:
24846760
NACRES:
NA.22

Quality Level

200

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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).
Tetrahedron Asymmetry, 17, 1728-1728 (2006)
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
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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