4-oxo-3,4-dihydrophthalazine-1-carboxylic acid | CAS 3260-44-4

4-oxo-3,4-dihydrophthalazine-1-carboxylic acid | CAS 3260-44-4

OVERVIEW

4-oxo-3,4-dihydrophthalazine-1-carboxylic acid | CAS 3260-44-4 is a heterocyclic organic compound widely used in chemical research, medicinal chemistry, and advanced synthetic applications. Featuring a phthalazine core with both carbonyl and carboxylic acid functionalities, this compound serves as a versatile building block for the synthesis of complex molecular frameworks. Its structural rigidity and reactive functional groups make it particularly valuable in early-stage research and development programs focused on pharmaceutical intermediates and novel heterocyclic compounds.

At ResolveMass Laboratories Inc., this compound is supplied strictly for research and laboratory use and is not intended for therapeutic, diagnostic, or veterinary applications.

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CHEMICAL INFORMATION

• Chemical Name: 4-oxo-3,4-dihydrophthalazine-1-carboxylic acid

• CAS Number: 3260-44-4

• Molecular Formula: C₉H₆N₂O₃

• Molecular Weight: 190.16 g/mol

• Chemical Class: Nitrogen-containing heterocyclic carboxylic acid

• Core Structure: Phthalazine ring system with a 4-oxo group and a carboxylic acid at the 1-position

The presence of two ring nitrogens combined with polar functional groups provides a strong foundation for downstream chemical modification.

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PHYSICAL AND CHEMICAL PROPERTIES 

 Typically appears as a solid crystalline powder, ranging from white to off-white in color. It exhibits good thermal stability under standard laboratory conditions and demonstrates predictable behavior in organic synthesis workflows.

The compound shows limited solubility in non-polar solvents but improved solubility in polar aprotic solvents such as DMSO and DMF. As a carboxylic acid, it may also exhibit increased solubility in basic aqueous environments due to salt formation. These characteristics make it suitable for controlled reaction conditions and formulation as an intermediate in multi-step syntheses.

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SYNTHETIC AND CHEMICAL UTILITY
This compound is primarily used as a synthetic intermediate in the construction of more complex molecules. The carboxylic acid functionality enables straightforward conversion to esters, amides, and activated coupling intermediates, while the heterocyclic core allows for further substitution and ring-based transformations.

Key applications include:

• Intermediate synthesis for pharmaceutical research compounds

• Construction of phthalazine-based analog libraries

• Development of heterocyclic scaffolds for structure–activity relationship (SAR) studies

• Exploration of nitrogen-rich aromatic systems in advanced organic synthesis

The compound’s functional versatility allows it to be integrated into diverse chemical workflows without excessive modification of reaction conditions.

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RESEARCH APPLICATIONS
In medicinal and chemical research, phthalazine derivatives are well recognized for their relevance in biologically active molecule development. 4-oxo-3,4-dihydrophthalazine-1-carboxylic acid provides a stable and modifiable platform for evaluating new molecular designs targeting enzymatic, inflammatory, or receptor-mediated pathways.

Beyond pharmaceutical research, this compound may also be employed in material science studies, coordination chemistry, and exploratory chemical biology programs where nitrogen-containing heterocycles play a functional role.