What Is 5-Aminopyrimidine-2-carboxylic Acid?

5-Aminopyrimidine-2-carboxylic acid is a nitrogen-rich heterocyclic compound consisting of a six-membered pyrimidine ring substituted with an amino group at the 5-position and a carboxylic acid group at the 2-position. The coexistence of these two polar, reactive functional groups gives the molecule an amphoteric character and significant hydrogen-bonding capacity.

Because pyrimidine is a core scaffold in many biologically active natural products and approved drugs, 5-Aminopyrimidine-2-carboxylic acid is widely employed as a synthetic building block in medicinal chemistry programs, fragment-based drug discovery, and the preparation of more complex heterocyclic architectures such as fused bicyclics, amides, and coordination complexes.

Physicochemical Properties & Solubility

5-Aminopyrimidine-2-carboxylic acid has a molecular formula of C₅H₅N₃O₂ and a molecular weight of approximately 139.11 g/mol. The compound is a solid at room temperature, typically appearing as a white to off-white crystalline powder. Its melting point and exact solubility profile should be confirmed from the Certificate of Analysis (CoA) supplied with each lot.

Due to its zwitterionic nature — the carboxylic acid is acidic while the ring nitrogens and amino group can act as hydrogen-bond acceptors and donors — the compound generally shows moderate solubility in polar protic solvents such as water and methanol, particularly at adjusted pH. Solubility in common organic solvents such as dichloromethane or hexane is expected to be limited. Researchers are advised to test solubility empirically under their specific experimental conditions.

Research Applications

The bifunctional nature of 5-Aminopyrimidine-2-carboxylic acid makes it attractive across several research domains:

• Medicinal chemistry & drug discovery: The free amine and acid allow rapid amide-bond formation, Buchwald–Hartwig coupling, and other transition-metal-catalyzed reactions, enabling efficient assembly of pharmaceutical candidates containing a pyrimidine motif.
• Fragment-based drug discovery (FBDD): Its low molecular weight and polarity make it a suitable fragment for screening against protein targets, particularly kinases and other enzymes that recognise pyrimidine-based ligands.
• Coordination chemistry: The ring nitrogens and carboxylate moiety can act as bidentate or tridentate ligands for transition-metal coordination complexes used in catalysis or materials science.
• Agrochemical research: Aminopyrimidine scaffolds appear in herbicide and fungicide candidates, making this building block relevant to crop-protection chemistry programs.

Handling, Storage & Safety Considerations

As with all research chemicals, appropriate laboratory safety practices should be followed when working with 5-Aminopyrimidine-2-carboxylic acid. Researchers should consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use.

Storage: Store the compound in a tightly sealed container in a cool, dry, well-ventilated area, protected from light and moisture. Avoid storing near strong oxidising agents or strong acids and bases.

Handling: Use personal protective equipment (PPE) including gloves, safety glasses, and a lab coat. Work in a well-ventilated area or fume hood when handling powdered forms to avoid inhalation of dust. Wash hands thoroughly after handling.

Stability: The compound is expected to be stable under recommended storage conditions. However, prolonged exposure to moisture or high temperatures may affect purity. Confirm lot-specific purity and stability data via the CoA.

Ordering & Quality Information

5-Aminopyrimidine-2-carboxylic acid is available from Aladdin Scientific under SKU A193974. Each lot is accompanied by a Certificate of Analysis (CoA) detailing purity, appearance, and analytical data such as NMR or HPLC confirmation where applicable.

For bulk quantities, custom packaging, or specific purity grades beyond standard catalogue offerings, please contact Aladdin Scientific's customer service or your regional sales representative. For questions regarding shipping conditions, export documentation, or compatibility with institutional procurement systems, the Aladdin support team is available to assist.