2-Methoxy-4(1H)-pyrimidinone: Handling & Lab Use Guide

2-Methoxy-4(1H)-pyrimidinone is a pyrimidine-derived heterocyclic compound widely employed in organic synthesis and medicinal chemistry research as a versatile building block and nucleobase analog.

Product Name

2-Methoxy-4(1H)-pyrimidinone

SKU

M727643

Chemical Class

Pyrimidinone / Heterocyclic compound

Core Structure

Six-membered ring containing two nitrogen atoms with a methoxy substituent at position 2 and a carbonyl at position 4

Primary Applications

Organic synthesis building block, nucleobase analog studies, medicinal chemistry

Recommended Storage

Cool, dry, well-ventilated area away from light and incompatible materials; follow SDS guidance

Chemical Identity and Properties

2-Methoxy-4(1H)-pyrimidinone is a six-membered nitrogen-containing heterocyclic compound belonging to the pyrimidinone family. Its structure features a pyrimidine ring with a methoxy group (–OCH₃) at position 2 and a lactam-type carbonyl at position 4, enabling tautomeric behaviour between the 4-hydroxy and 4-oxo forms. This tautomerism is chemically significant because it influences the compound's reactivity, hydrogen-bonding capacity, and biological recognition properties, making it a close structural analog of naturally occurring pyrimidine nucleobases such as cytosine and uracil derivatives.

The methoxy group at position 2 differentiates this compound from the parent 4(1H)-pyrimidinone, conferring altered electron density across the ring and opening pathways for nucleophilic substitution or cross-coupling reactions. These features collectively make M727643 a versatile intermediate for constructing more complex heterocyclic architectures in synthetic programs.

Laboratory Handling and Safety Guidelines

Before working with 2-Methoxy-4(1H)-pyrimidinone, researchers must consult the current Safety Data Sheet (SDS) supplied by Aladdin Scientific for authoritative hazard information, first-aid measures, and regulatory classifications. The following general guidelines apply to small-molecule organic reagents of this class:

• Personal Protective Equipment (PPE): Wear appropriate laboratory coat, chemical-resistant gloves, and safety eyewear at all times when handling the solid or any solutions prepared from it.
• Ventilation: Handle in a well-ventilated fume hood to minimise inhalation exposure to dust or vapours, especially during weighing.
• Skin and eye contact: In case of contact, immediately flush affected areas with copious amounts of water for at least 15 minutes and seek medical advice if irritation persists.
• Incompatibilities: Keep away from strong oxidising agents, strong acids, and strong bases unless intentional reaction conditions require otherwise.
• Waste disposal: Dispose of all waste in accordance with local institutional and governmental regulations for organic chemical waste.

Always verify current regulatory status and transport classifications before shipping internationally.

Storage and Stability Recommendations

Proper storage of 2-Methoxy-4(1H)-pyrimidinone (M727643) is essential to maintain its chemical integrity and ensure reproducible results across experiments. The following storage practices are recommended for this class of heterocyclic reagent:

• Temperature: Store at room temperature unless the product label or SDS specifies otherwise. Some pyrimidinone derivatives benefit from storage at 2–8 °C to extend shelf life.
• Moisture protection: Keep the container tightly sealed to prevent moisture uptake, which can promote hydrolysis of the methoxy group or induce caking of the solid.
• Light sensitivity: Store away from direct light sources, as prolonged UV exposure can initiate photochemical degradation of nitrogen-containing heterocycles.
• Container integrity: Use the original, well-sealed container. When transferring, use clean, dry spatulas to avoid contamination.
• Periodic quality checks: If stored for extended periods, verify purity by TLC, HPLC, or NMR before use in critical experiments.

Shelf life information is indicated on the product label; users should adhere strictly to these guidelines to preserve reagent quality.

Applications in Research and Synthesis

2-Methoxy-4(1H)-pyrimidinone serves as a valuable building block in multiple areas of chemical research:

• Heterocyclic synthesis: The activated methoxy group at position 2 is susceptible to nucleophilic aromatic substitution (SNAr) reactions, allowing the introduction of diverse nitrogen, oxygen, or sulfur nucleophiles to yield 2-substituted pyrimidin-4(1H)-one derivatives. This approach is commonly used to access libraries of pharmacologically relevant compounds.
• Nucleoside and nucleotide chemistry: As a structural mimic of pyrimidine nucleobases, this compound and its derivatives are employed in the preparation of modified nucleosides, nucleotides, and oligonucleotide analogs for biochemical and antiviral research.
• Medicinal chemistry: Pyrimidinone scaffolds are present in numerous biologically active molecules, including antiviral and anticancer agents. 2-Methoxy-4(1H)-pyrimidinone serves as a precursor for the exploration of structure–activity relationships (SAR) in drug discovery programs.
• Click chemistry and bioconjugation: Modified pyrimidinone derivatives have been investigated as components in bioorthogonal chemistry strategies, though specific applications depend on downstream functionalisation.

Researchers are encouraged to consult primary literature for specific reaction conditions, yields, and selectivity data before incorporating this reagent into novel synthetic routes.

Quality, Purity, and Ordering Information

Aladdin Scientific supplies 2-Methoxy-4(1H)-pyrimidinone under SKU M727643. When selecting a grade for research use, consider the following:

• Purity grade: Confirm the purity specification on the current product certificate of analysis (CoA). For sensitive applications such as pharmaceutical intermediate synthesis or biological assays, high-purity grades (≥98% by HPLC) are recommended.
• Lot-to-lot consistency: Request a CoA for each lot to verify that purity, appearance, and spectroscopic data meet in-house acceptance criteria.
• Quantity selection: Available pack sizes should be selected based on anticipated consumption within the shelf-life period to minimise unnecessary exposure and waste.
• Ordering: Order through the Aladdin Scientific website or authorised distributors. Contact technical support for custom pack sizes or bulk quotations.

For procurement teams: standard lead times and pricing are available on the product page. Volume discounts may apply; contact the Aladdin sales team for institutional pricing arrangements.

Frequently asked questions

What is 2-Methoxy-4(1H)-pyrimidinone used for in the laboratory?

2-Methoxy-4(1H)-pyrimidinone is primarily used as a synthetic building block in heterocyclic chemistry, as a nucleobase analog in nucleoside and oligonucleotide research, and as a scaffold for medicinal chemistry programs exploring structure–activity relationships. Its activated methoxy group facilitates nucleophilic substitution to generate diverse 2-substituted pyrimidinone derivatives.

How should 2-Methoxy-4(1H)-pyrimidinone (M727643) be stored to maintain its stability?

The compound should be stored in a tightly sealed container in a cool, dry, well-ventilated area, away from direct light and sources of heat. Moisture exclusion is important to prevent potential hydrolysis of the methoxy substituent. Always refer to the product label and current SDS for definitive storage conditions.

What safety precautions should be observed when handling this compound?

Researchers should wear appropriate PPE including lab coat, chemical-resistant gloves, and safety glasses. Handling should be performed in a fume hood to avoid inhalation of dust or vapours. In the event of skin or eye contact, flush immediately with water for at least 15 minutes. Consult the SDS provided by Aladdin Scientific for comprehensive hazard and first-aid information.

How can I verify the purity of M727643 before using it in a sensitive assay?

Request the certificate of analysis (CoA) for the specific lot from Aladdin Scientific. In-house verification can be performed using TLC, HPLC, or NMR spectroscopy. For critical pharmaceutical or biological applications, independent purity confirmation prior to use is strongly recommended.

Is 2-Methoxy-4(1H)-pyrimidinone the same as 2-methoxypyrimidin-4-ol?

Yes. 2-Methoxy-4(1H)-pyrimidinone and 2-methoxypyrimidin-4-ol represent the two tautomeric forms (oxo and hydroxy) of the same compound. In solution and solid state, the equilibrium between tautomers depends on solvent, temperature, and concentration, but both names refer to the same chemical entity catalogued under M727643.

References

1. Aladdin Scientific product page for 2-Methoxy-4(1H)-pyrimidinone, SKU M727643. Aladdin Scientific Co., Ltd.
2. Safety Data Sheet for 2-Methoxy-4(1H)-pyrimidinone. Aladdin Scientific Co., Ltd. (consult current version for up-to-date hazard classification).
3. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. 5th ed. Wiley-Interscience, 2001. (General reference for nucleophilic aromatic substitution and heterocyclic chemistry.)
4. Katritzky, A. R.; Rees, C. W. (Eds.) Comprehensive Heterocyclic Chemistry. Pergamon Press. (General reference for pyrimidinone chemistry and tautomerism.)

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