Pyrimidine-2-carboxamide: Properties, Handling & Lab Use Guide

Pyrimidine-2-carboxamide is a nitrogen-containing heterocyclic compound featuring a pyrimidine ring with an amide substituent at the 2-position, widely used as a building block and reference standard in medicinal chemistry and organic synthesis research.

Chemical Name

Pyrimidine-2-carboxamide

SKU / Catalog Number

P728267

Molecular Formula

C5H5N3O

Molecular Weight

123.11 g/mol

Core Structure

Pyrimidine ring with carboxamide (-CONH2) at position 2

Appearance

Typically a white to off-white solid powder

Recommended Storage

Store in a cool, dry place away from light; consult product CoA for exact conditions

Chemical Identity and Structure

Pyrimidine-2-carboxamide (CAS to be confirmed; SKU P728267) belongs to the class of pyrimidine carboxamides, a subgroup of nitrogen heterocycles. The parent pyrimidine ring is a six-membered aromatic ring containing nitrogen atoms at positions 1 and 3. The carboxamide functional group (–CONH₂) at the 2-position confers both hydrogen-bond donor and acceptor capacity, making this compound a versatile pharmacophore and synthetic intermediate. Its molecular formula is C₅H₅N₃O, with a nominal molecular weight of approximately 123.11 g/mol. Researchers should verify purity, CAS number, and lot-specific data via the Certificate of Analysis (CoA) supplied with each Aladdin batch.

Solubility and Formulation Guidelines

Pyrimidine-2-carboxamide is expected to exhibit moderate polarity owing to the combined contributions of the aromatic pyrimidine ring and the hydrophilic carboxamide group. As a general guideline for structurally analogous pyrimidine carboxamides:

• Aqueous solubility: Partial solubility in water may be observed; sonication and gentle warming (≤40 °C) can improve dissolution. Always confirm solubility empirically for your specific lot.
• Organic solvents: DMSO and DMF typically provide good solubility for heterocyclic amides and are suitable for preparing stock solutions. Dilute further into aqueous buffers as required, keeping the final DMSO concentration ≤0.1% for cell-based assays to minimize solvent effects.
• Stock solution preparation: Prepare stock solutions at ≥10 mM in DMSO, aliquot into single-use volumes, and store at –20 °C under inert atmosphere (N₂ or Ar) to prevent moisture uptake and oxidation.

Note: Specific solubility data for this compound should be taken from the product CoA or determined experimentally. The above guidance reflects general best practice for comparable structures.

Storage, Stability, and Safety

Storage: Store Pyrimidine-2-carboxamide in a tightly sealed container in a cool (15–25 °C), dry, and well-ventilated location away from direct light, heat sources, and incompatible materials (strong oxidizers, strong acids). For long-term archival, storage at 2–8 °C or –20 °C under desiccation is recommended; verify with the CoA.

Stability: Aromatic carboxamides are generally stable under recommended storage conditions. Hydrolysis of the amide bond may occur under strongly acidic or basic aqueous conditions. Avoid repeated freeze-thaw cycles for solution aliquots.

Safety and handling: In the absence of a compound-specific Safety Data Sheet (SDS), apply standard laboratory precautions for fine organic powders: wear appropriate PPE (nitrile gloves, safety glasses, lab coat); work in a fume hood when weighing or handling powders to avoid inhalation; dispose of waste according to local regulations. Always obtain and review the Aladdin SDS for P728267 before use.

Research Applications and Synthetic Utility

Pyrimidine-2-carboxamide serves multiple roles in chemical biology and medicinal chemistry research:

• Pharmacophore and scaffold: The pyrimidine-carboxamide motif is found in numerous bioactive molecules, including kinase inhibitors and antimicrobial agents. The compound can serve as a reference standard or starting material for structure-activity relationship (SAR) studies.
• Synthetic intermediate: The carboxamide group can be further elaborated via dehydration to the nitrile, Hofmann rearrangement, or condensation reactions, providing access to pyrimidine-based heterocycles of pharmaceutical interest.
• Coordination chemistry: The nitrogen donors of the pyrimidine ring together with the amide carbonyl can act as ligands for metal coordination, relevant to catalyst design and materials research.
• Analytical reference standard: High-purity lots may be suitable for use as reference standards in HPLC method development or mass spectrometry calibration within related compound classes.

Specific literature references for biological activity should be confirmed by the researcher; the above applications are based on the general chemistry of pyrimidine carboxamide scaffolds.

Quality Assurance and Ordering Information

Aladdin Scientific supplies Pyrimidine-2-carboxamide under catalog number P728267. Each lot is accompanied by a Certificate of Analysis (CoA) confirming identity (typically by NMR and/or MS), purity (HPLC), and physical characteristics. Researchers are advised to:

1. Download the CoA for the specific received lot from the Aladdin website using the lot number printed on the label.
2. Cross-reference the reported purity and melting point (if listed) with published reference values before use in sensitive assays.
3. Contact Aladdin technical support if the compound appearance, solubility, or analytical profile deviates from the CoA specification.
4. For bulk or custom-purity requirements, consult Aladdin's procurement team for quotation.

Returns and replacements are handled in accordance with Aladdin's standard returns and refunds policy; refer to the Aladdin website for current terms.

Frequently asked questions

What solvent should I use to dissolve Pyrimidine-2-carboxamide for biological assays?

DMSO is the most commonly recommended solvent for heterocyclic carboxamides, providing good solubility for stock solution preparation at ≥10 mM. For aqueous assay buffers, dilute the DMSO stock to keep the final DMSO concentration ≤0.1% to minimise cytotoxic solvent effects. Always verify solubility experimentally for your specific lot.

How should Pyrimidine-2-carboxamide be stored to ensure long-term stability?

Store the solid compound in a tightly sealed container at 2–8 °C or –20 °C in a dry, dark environment under inert atmosphere if possible. Solution aliquots in DMSO should be stored at –20 °C and used promptly after thawing; avoid repeated freeze-thaw cycles. Refer to the product CoA for lot-specific storage recommendations.

What research applications is Pyrimidine-2-carboxamide suitable for?

Pyrimidine-2-carboxamide is primarily used as a synthetic building block and pharmacophore scaffold in medicinal chemistry, particularly in the design of kinase inhibitors and antimicrobial candidates. It also serves as an analytical reference standard for HPLC and mass spectrometry method development within related pyrimidine compound classes, and may be explored in coordination chemistry as a metal-binding ligand.

How can I verify the purity and identity of the received lot?

Download the Certificate of Analysis (CoA) for your specific lot from the Aladdin website using the lot number on the product label. The CoA typically reports purity by HPLC, identity confirmation by NMR and/or MS, and physical data such as appearance and melting point. If any specification falls outside the stated range, contact Aladdin technical support.

References

1. Aladdin Scientific Product Page: Pyrimidine-2-carboxamide, SKU P728267. Certificate of Analysis available upon request or via the Aladdin website.
2. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. 4th ed. Wiley-Interscience, 1992. [General reference for amide chemistry and heterocycle reactivity]
3. Joule, J. A.; Mills, K. Heterocyclic Chemistry. 5th ed. Wiley-Blackwell, 2010. [Reference for pyrimidine chemistry and properties]

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.