2,4-Dihydroxypyridine
Synonym(s):2,4-Pyridinediol;3-Deazauracil;4-Hydroxy-2-pyridone
- CAS NO.:626-03-9
- Empirical Formula: C5H5NO2
- Molecular Weight: 111.1
- MDL number: MFCD00006273
- EINECS: 210-924-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-05 14:33:18
What is 2,4-Dihydroxypyridine?
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.
What are the applications of 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
The Uses of 2,4-Dihydroxypyridine
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.
Properties of 2,4-Dihydroxypyridine
| 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 |
| form | powder |
| pka | pK1:1.37(+1);pK2:6.45(0);pK3:13(+1) (20°C) |
| 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) |
| CAS DataBase Reference | 626-03-9(CAS DataBase Reference) |
Safety information for 2,4-Dihydroxypyridine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2,4-Dihydroxypyridine
| InChIKey | ZEZJPIDPVXJEME-UHFFFAOYSA-N |
| SMILES | C1(=O)NC=CC(O)=C1 |
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