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Key Documents

120618

Sigma-Aldrich

4-Hydroxypyridine

95%

Synonym(s):

4-Pyridinol, 4-Pyridone

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About This Item

Empirical Formula (Hill Notation):
C5H5NO
CAS Number:
Molecular Weight:
95.10
Beilstein:
105800
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

bp

230-235 °C/12 mmHg (lit.)

mp

150-151 °C (lit.)

SMILES string

O=C1C=CNC=C1

InChI

1S/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7)

InChI key

GCNTZFIIOFTKIY-UHFFFAOYSA-N

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Application

4-Hydroxypyridine was used in the synthesis of (Ag3MoO3F3) (Ag3MoO4)Cl by hydro(solvato)thermal methods. It was used as model compound to study the natural photodegradation of representative aquatic environmental contaminants.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

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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Fazlul Huq et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 5(4), 372-381 (2009-08-20)
This paper describes the synthesis, characterization, cytotoxicity of a new trinuclear Pt-Pd-Pt complex code named TH8 containing two 4-hydroxypyridine ligands bound to the central metal ion. In addition to its activity against human ovarian cancer cell lines: A2780, A2780(cisR) and
M M Iba et al.
Archives of biochemistry and biophysics, 378(2), 299-310 (2000-06-22)
We compared pyridine and five of its metabolites in terms of (i) in vivo induction of CYP1A1 expression in the lung, kidney, and liver in the rat and (ii) in vitro binding to, and activation of, the aryl hydrocarbon receptor
G P Carlson
Toxicology letters, 85(3), 173-178 (1996-06-01)
In order to evaluate the possibility that the metabolism of pyridine may be important for its toxic actions, pyridine was compared with pyridine N-oxide, 2-hydroxypyridine, 3-hydroxypyridine, 4-hydroxypyridine and pyridinium methyliodide in rats given equal molar doses of the chemicals i.p.
A new and flexible synthesis of 4-hydroxypyridines: rapid access to caerulomycins A, E and functionalized terpyridines.
Jyotirmayee Dash et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(28), 6811-6814 (2009-06-18)
Tilman Lechel et al.
The Journal of organic chemistry, 75(3), 726-732 (2009-12-25)
A three-component reaction with lithiated alkoxyallenes, nitriles, and perfluorinated carboxylic acids as precursors led to a series of perfluoroalkyl- or perfluoroaryl-substituted 4-hydroxypyridine derivatives. These compounds were converted into 4-pyridyl nonaflates which can be employed as versatile building blocks for the

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