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120618

Sigma-Aldrich

4-Hydroxypyridine

95%

Synonym(s):

4-Pyridinol, 4-Pyridone

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25 G
$68.90
100 G
$133.00
500 G
$525.70

About This Item

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

$68.90


Available to ship onApril 17, 2025Details


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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[1]. It was used as model compound to study the natural photodegradation of representative aquatic environmental contaminants[2].

pictograms

CorrosionExclamation mark

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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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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
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)
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.
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
Rodger F Henry
Journal of computer-aided molecular design, 24(6-7), 587-590 (2010-04-28)
Tautomerism is a phenomenon well know to most chemists but frequently forgotten when chemistry leaves the bench and enters the computational realm. Through the examination of several examples from the crystallographic literature it can be clearly demonstrated that the tautomeric

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