2-Amino-3-hydroxypyridine
With the molecular formula C₅H₆N₂O, 2-amino-3-hydroxypyridine is a pyridine derivative containing both an amino group (-NH₂) and a hydroxyl group (-OH). This unique substitution pattern endows the molecule with several distinctive chemical properties.
Amphoteric behavior:
The molecule contains a basic amino group and an acidic phenolic hydroxyl group, allowing it to react with both acids and bases to form salts. Therefore, it exhibits amphoteric characteristics.
Coordination capability:
The nitrogen atom of the amino group and the oxygen atom of the hydroxyl group serve as excellent coordination sites, enabling the compound to form stable metal complexes with various metal ions (such as Cu²⁺, Fe³⁺, Zn²⁺, etc.). This property forms the foundation of many of its practical applications.
Chemical reactivity:
The amino group can undergo typical aromatic amine reactions such as diazotization and acylation, while the hydroxyl group can participate in etherification and esterification reactions. The ortho-positioned functional groups may also act cooperatively in certain cyclization or chelation reactions.
Application Fields
Thanks to its amphoteric nature and strong coordination ability, 2-amino-3-hydroxypyridine plays an important role across multiple industrial sectors.
Metal-ion detection and analytical chemistry
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Colorimetric / fluorescent probes:
It serves as a key intermediate in the synthesis of fluorescent and colorimetric probes for specific metal ions, particularly Fe³⁺, Cu²⁺, and Zn²⁺. Binding of its derivatives to metal ions induces significant UV-Vis absorption or fluorescence changes, enabling trace-metal detection in environmental and biological samples. -
Chelation titration reagent:
Can be used as a complexometric titration indicator or masking agent for certain metal ions.
Pharmaceutical and agrochemical intermediate
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Core structural scaffold:
Its framework appears as a pharmacophoric unit in many bioactive molecules and is widely used as a key intermediate in the synthesis of antibacterial, antiviral, anticancer, and central-nervous-system–related candidate compounds. -
Agrochemical synthesis:
Applied in the preparation of heterocyclic pesticides with insecticidal and fungicidal activity.
Dyes and pigments industry
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Metal-complex dyes (acid dyes):
One of its most important application areas. As a ligand, it forms complexes with metals such as chromium and cobalt to produce 1:2 metal-complex dyes. These dyes feature excellent light fastness, wash fastness, and rub resistance, and are widely used for dyeing wool, nylon, leather, and aluminum surfaces. Many dark shades — such as brown, black, and blue — are derived from dye structures based on this motif.
Polymer and materials science
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Functional monomer:
Can be grafted or polymerized into polymer chains to impart metal-chelating, antibacterial, or fluorescent properties. -
Corrosion inhibitor component:
The molecule can adsorb onto metal surfaces and form protective films, making it useful in corrosion-inhibition systems, especially in acidic environments. -
Liquid-crystal material intermediate:
Certain derivatives are used in the synthesis of organic materials with liquid-crystal behavior.
Other fields
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Electroplating additive:
Functions as an auxiliary ligand in electroplating solutions to improve coating brightness and uniformity. -
Synthetic reagent:
Employed in laboratories as a versatile building block for constructing complex heterocyclic compounds.
The multifunctionality of 2-amino-3-hydroxypyridine is primarily derived from its chelating ability and amphoteric nature, making it an indispensable material in three major application areas: dye and pigment production (its largest market), pharmaceutical and agrochemical intermediates, and analytical-testing reagents.
Product Information
Our company currently supplies 2-Amino-3-hydroxypyridine (CAS No. 16867-03-1) with a purity of not less than 98% (area normalization method) and a monthly supply capacity of up to 8 tons.
Contact us for more information：info@coreychem.com
