2-Morpholin-4-ylacetohydrazide: Properties, Uses & FAQs

2-Morpholin-4-ylacetohydrazide is a bifunctional organic building block bearing both a morpholine tertiary amine and a reactive acylhydrazide group, making it a versatile intermediate for medicinal chemistry, hydrazone-based linker synthesis, and the preparation of biologically active small molecules.

Chemical Name

2-Morpholin-4-ylacetohydrazide

CAS Number

Not specified in source material — see product datasheet

Molecular Formula

C6H13N3O2

Key Functional Groups

Acylhydrazide (–C(O)NHNH2) and morpholine ring

Primary Application

Building block for hydrazone and acylhydrazone synthesis; medicinal chemistry intermediate

SKU

M479479

Supplier

Aladdin Scientific

What Is 2-Morpholin-4-ylacetohydrazide?

2-Morpholin-4-ylacetohydrazide is a small organic molecule composed of a morpholine ring connected via a methylene bridge to an acetohydrazide (–C(O)NHNH₂) moiety. The morpholine nitrogen provides moderate basicity and good aqueous solubility, while the terminal hydrazide group is highly nucleophilic and capable of condensing with aldehydes and ketones to form hydrazones and acylhydrazones.

This dual functionality makes the compound particularly valuable as a synthetic building block in drug discovery programmes and in the preparation of linker–payload conjugates, prodrugs, and sensor molecules.

Handling, Storage and Safety

As with most acylhydrazide reagents, 2-Morpholin-4-ylacetohydrazide should be handled under standard laboratory precautions. Wear appropriate personal protective equipment including nitrile gloves, safety spectacles and a laboratory coat. Work in a well-ventilated area or fume hood when weighing or dissolving the compound.

Store the material in a tightly sealed container, in a cool, dry location away from oxidising agents, strong acids and strong bases. Refer to the product Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard classification, first-aid measures and disposal guidance specific to this lot.

Research Applications

The compound finds use across several research domains:

• Medicinal chemistry: The acylhydrazide scaffold is a privileged motif found in numerous bioactive compounds and approved drugs. 2-Morpholin-4-ylacetohydrazide serves as a fragment or building block for constructing libraries of potential anti-infective, anti-cancer or anti-inflammatory candidates.
• Bioconjugation and linker chemistry: Hydrazides react selectively with aldehyde-containing molecules (e.g., oxidised glycoproteins, aldehyde-functionalised surfaces) to form stable acylhydrazone bonds, enabling site-specific labelling strategies.
• Coordination chemistry: The N–N donor system of the hydrazide group can coordinate to transition metals, supporting the synthesis of metal complexes with potential catalytic or therapeutic properties.
• Probe and sensor development: Acylhydrazone formation is reversible under mildly acidic conditions, making derivatives useful as pH-responsive or analyte-responsive molecular switches.

Purity, Grade and Quality Specifications

Aladdin Scientific supplies 2-Morpholin-4-ylacetohydrazide (SKU M479479) as a research-grade reagent. Specific purity values, analytical certificates (CoA), and characterisation data (NMR, HPLC, melting point) are provided on the product datasheet and with each shipped lot. Researchers requiring higher-purity material for sensitive assays should request a current Certificate of Analysis prior to ordering or contact Aladdin Scientific technical support.

Lot-to-lot consistency is maintained through internal quality-control procedures; refer to the CoA shipped with the product for lot-specific data.

Solubility and Formulation Tips

The morpholine ring and the polar hydrazide group together confer reasonable water solubility to 2-Morpholin-4-ylacetohydrazide compared with purely hydrophobic hydrazide reagents. The compound is expected to dissolve in polar protic solvents such as water, methanol and ethanol, and in polar aprotic solvents including DMSO and DMF.

For stock solution preparation, dissolve in DMSO to prepare a concentrated stock, then dilute into the aqueous buffer of choice. Filter through a 0.2 µm membrane if sterility is required. Avoid prolonged exposure of hydrazide solutions to aldehyde-containing buffers or formaldehyde-fixed materials to prevent unintended hydrazone formation. Freshly prepared solutions are recommended for time-sensitive reactions.

Frequently asked questions

What is the molecular formula and molecular weight of 2-Morpholin-4-ylacetohydrazide?

The molecular formula of 2-Morpholin-4-ylacetohydrazide is C6H13N3O2. The theoretical molecular weight calculated from this formula is approximately 159.19 g/mol. Please confirm the exact value against the product datasheet or Certificate of Analysis supplied with your lot (SKU M479479).

What solvents are recommended for dissolving 2-Morpholin-4-ylacetohydrazide?

2-Morpholin-4-ylacetohydrazide is expected to dissolve well in polar solvents including DMSO, DMF, water, methanol and ethanol, owing to its morpholine amine and hydrazide functional groups. For most biological assay applications, prepare a concentrated stock in DMSO and dilute into aqueous buffer. Experimentally verify solubility at your required concentration, as solubility can be matrix- and concentration-dependent.

How should 2-Morpholin-4-ylacetohydrazide be stored to maintain stability?

Store 2-Morpholin-4-ylacetohydrazide in a tightly sealed container in a cool, dry place, protected from moisture, light, strong oxidisers and extreme pH conditions. Refer to the Aladdin Scientific product datasheet and SDS for recommended storage temperature and shelf life for your specific lot. Aliquot stock solutions to minimise freeze–thaw cycles if storing dissolved material.

Can 2-Morpholin-4-ylacetohydrazide be used to form hydrazone linkages?

Yes. The terminal –NHNH2 group of 2-Morpholin-4-ylacetohydrazide reacts with aldehydes and ketones under mild conditions to form acylhydrazone bonds (–C(O)N=N–). This reaction is widely exploited in bioconjugation, prodrug design and the synthesis of pH-responsive materials. Reaction conditions such as pH, temperature and catalyst (e.g., aniline) should be optimised for each specific substrate.

What is the Aladdin Scientific SKU for 2-Morpholin-4-ylacetohydrazide and how do I request a Certificate of Analysis?

The SKU for 2-Morpholin-4-ylacetohydrazide at Aladdin Scientific is M479479. To obtain a Certificate of Analysis (CoA) for a specific lot, contact Aladdin Scientific customer service or technical support, providing your lot number. CoA documents typically include purity (%), analytical method used, and key characterisation data.

References

1. March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. Wiley-Interscience. General reference for hydrazone formation chemistry.
2. Aladdin Scientific product datasheet for 2-Morpholin-4-ylacetohydrazide, SKU M479479. Aladdin Scientific (internal document).

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