3-(Hydroxymethyl)quinolin-2(1H)-one: Properties & Lab Guide

3-(Hydroxymethyl)quinolin-2(1H)-one is a hydroxymethyl-functionalized quinolinone heterocycle that serves as a versatile synthetic building block in medicinal chemistry and drug discovery research.

Product Name

3-(Hydroxymethyl)quinolin-2(1H)-one

SKU

Q700635

Chemical Class

Quinolin-2(1H)-one (2-quinolinone) derivative

Key Functional Group

Hydroxymethyl (-CH2OH) at C-3 position of the quinolinone ring

Primary Application

Synthetic intermediate and building block for medicinal chemistry

Storage Recommendation

Store in a cool, dry, well-ventilated area away from light and moisture

Chemical Identity and Structure

3-(Hydroxymethyl)quinolin-2(1H)-one belongs to the 2-quinolinone (quinolin-2(1H)-one) family of heterocyclic compounds. The core scaffold consists of a benzene ring fused to a pyridinone ring, with the lactam carbonyl at the 2-position and a hydroxymethyl (-CH2OH) substituent at the 3-position. This arrangement provides both a hydrogen-bond donor (the N-H of the lactam and the hydroxyl group) and a hydrogen-bond acceptor (the carbonyl oxygen), making the molecule particularly useful in designing drug-receptor interactions.

The Aladdin Scientific catalog number for this compound is Q700635. Researchers should verify the molecular formula, molecular weight, and purity certificate of analysis (CoA) supplied with each lot before use, as these parameters are lot-specific.

Handling, Safety, and Storage Guidelines

Personal protective equipment (PPE): When handling 3-(Hydroxymethyl)quinolin-2(1H)-one, wear appropriate PPE including nitrile gloves, a laboratory coat, and safety glasses. If fine dust is generated during weighing, use a dust mask or work inside a fume hood.

Storage: Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, protected from light, heat, and moisture. Keep away from incompatible materials such as strong oxidising agents and strong bases. Recommended storage temperature should be confirmed from the product label or CoA supplied with each shipment.

Waste disposal: Dispose of waste in accordance with local, regional, and national regulations governing chemical waste. Do not dispose of down the drain without proper treatment.

Note: Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for complete hazard information, first-aid measures, and regulatory classifications before use.

Research and Synthetic Applications

The 2-quinolinone scaffold is well recognised in medicinal chemistry for its presence in bioactive natural products and pharmaceutical agents. The hydroxymethyl group at C-3 of 3-(Hydroxymethyl)quinolin-2(1H)-one provides a handle for further chemical elaboration, enabling researchers to prepare a diverse library of derivatives through esterification, etherification, oxidation to the corresponding aldehyde or carboxylic acid, or conversion to leaving-group-bearing intermediates for nucleophilic substitution reactions.

Typical synthetic transformations include:

• Oxidation: Conversion of -CH2OH to -CHO (aldehyde) or -COOH (carboxylic acid) using mild oxidants such as MnO2 or Jones reagent.
• Esterification/Acylation: Reaction with acyl chlorides or anhydrides to yield 3-acyloxymethyl-quinolinone esters.
• Halogenation: Conversion to 3-(halomethyl)quinolin-2(1H)-one via treatment with SOCl2, PBr3, or CBr4/PPh3, providing activated intermediates for further coupling reactions.
• Coupling reactions: As a building block for palladium-catalysed or other metal-mediated cross-coupling when appropriately functionalised.

Researchers working in the areas of kinase inhibitor design, antimicrobial agent development, and fluorescent probe synthesis may find quinolinone building blocks particularly relevant.

Quality, Purity, and Procurement Considerations

When ordering 3-(Hydroxymethyl)quinolin-2(1H)-one (SKU: Q700635) from Aladdin Scientific, researchers should request the certificate of analysis (CoA) for the specific lot to confirm purity, appearance, and identity data (e.g., NMR, HPLC, or MS confirmation). For structure-activity relationship (SAR) studies or biological assays, high purity (≥95% or ≥98%) is generally recommended to minimise interference from impurities.

Lab managers and procurement teams should confirm available pack sizes, lead times, and any export or import regulatory requirements that may apply to quinolinone-class compounds in their jurisdiction. Aladdin Scientific's customer service team can provide regulatory documentation as required.

Proper lot-to-lot traceability records should be maintained in accordance with good laboratory practice (GLP) or relevant institutional guidelines, particularly when compound purity may affect experimental reproducibility.

Frequently asked questions

What is the recommended storage condition for 3-(Hydroxymethyl)quinolin-2(1H)-one (Q700635)?

Store 3-(Hydroxymethyl)quinolin-2(1H)-one in a tightly closed container in a cool, dry, and well-ventilated area, away from light and moisture. Always confirm the exact storage temperature from the lot-specific CoA or product label supplied with your shipment.

How can the hydroxymethyl group of this compound be used for further functionalization?

The -CH2OH group at C-3 can be oxidised to an aldehyde or carboxylic acid, converted to halomethyl intermediates using reagents such as SOCl2 or CBr4/PPh3, esterified with acyl chlorides, or etherified, making this compound a flexible synthetic building block for producing diverse quinolinone derivatives.

What purity grade is recommended for biological assay applications?

For biological assays and structure-activity relationship studies, a purity of ≥95% or ≥98% is generally recommended. Researchers should request the lot-specific certificate of analysis from Aladdin Scientific to verify purity before use.

Is a Safety Data Sheet (SDS) available for Q700635?

Yes, Aladdin Scientific provides a Safety Data Sheet (SDS) for 3-(Hydroxymethyl)quinolin-2(1H)-one. Researchers should consult the SDS before handling the compound to understand hazard classification, first-aid measures, and proper disposal procedures.

References

1. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for hydroxymethyl group transformations.
2. Joule, J. A.; Mills, K. Heterocyclic Chemistry. Wiley-Blackwell. General reference for quinolinone chemistry and properties.
3. Aladdin Scientific Product Page. 3-(Hydroxymethyl)quinolin-2(1H)-one, SKU Q700635. Aladdin Scientific.

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