2,4-Dihydroxypyridine Chemical Properties

Melting point:

272-276 °C (lit.)

Boiling point:

208.19°C (rough estimate)

Density 

1.3113 (rough estimate)

refractive index 

1.4260 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO, Methanol

pka

pK1:1.37(+1);pK2:6.45(0);pK3:13(+1) (20°C)

form 

powder

color 

light yellow

Water Solubility 

6.211g/L(20 ºC)

BRN 

108533

InChI

InChI=1S/C5H5NO2/c7-4-1-2-6-5(8)3-4/h1-3H,(H2,6,7,8)

InChIKey

ZEZJPIDPVXJEME-UHFFFAOYSA-N

SMILES

C1(=O)NC=CC(O)=C1

CAS DataBase Reference

626-03-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

UV1146800

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:2,4-Dihydroxypyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4-Dihydroxypyridine Usage And Synthesis

Description

2,4-Dihydroxypyridine belongs to the class of organic compounds known as pyridinones. Pyridinones are compounds containing a pyridine ring, which bears a ketone. This compound has been identified in human blood. 2,4-dihydroxypyridine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,4-Dihydroxypyridine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Application

2,4-Dihydroxypyridine is profusely employed in multiple fields such as pesticide design, pharmacology, and clinical therapeutics[1]. This compound could used as a new growth-directing agent to to prepare AgPt nanorings supported on reduced graphene oxide (AgPt NRs-rGO) through a facile one-pot wet-chemical route. This label-free electrochemical immunosensor could be used for the sensitive detection of CEA[2].

Chemical Properties

white to yellow-beige crystals or cryst. powder

Uses

2,4-Dihydroxypyridine (3-deazauracil) was used in the synthesis of diazaphenoxathiin skeleton.

Definition

ChEBI: 2,4-Dihydroxypyridine is a pyridone.

General Description

2,4-Dihydroxypyridine (3-deazauracil) is a potent inhibitor of dihydrouracil dehydrogenase.

References

[1] Pajares A, et al. Ionization effects on the sensitized photooxidation of 2,3-dihydroxypyridine and 2,4-dihydroxypyridine: a kinetic study. Journal of Photochemistry and Photobiology A: Chemistry, 2002; 153: 101-107.
[2] Wang R, et al. A label-free electrochemical immunosensor based on AgPt nanorings supported on reduced graphene oxide for ultrasensitive analysis of tumor marker. Sensors and Actuators B: Chemical, 2017; 254: 1174-1181.

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