5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
[CAS# 253870-02-9]

Identification

• Classification: Pharmaceutical intermediate >> API intermediate
• Name: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• CAS Registry Number: 253870-02-9
• EC Number: 607-716-8
• SMILES: CC1=C(NC(=C1C(=O)O)C)C=O

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312

Discovery and Applications

5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid is a chemical compound with notable applications in various fields, including organic synthesis and medicinal chemistry. The compound, characterized by its pyrrole ring structure and functional groups, plays a significant role in the development of new materials and bioactive molecules.

The discovery of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid arose from research aimed at exploring the reactivity and potential applications of substituted pyrroles. Pyrroles are a class of heterocyclic compounds that have attracted considerable interest due to their diverse biological activities and utility in synthetic chemistry. The introduction of various functional groups onto the pyrrole ring can modulate its properties and expand its application potential.

The synthesis of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid typically involves the functionalization of a pyrrole precursor. The process begins with the formation of a substituted pyrrole ring, followed by selective oxidation and carboxylation steps. The final product features a formyl group and a carboxylic acid group, which enhance its reactivity and suitability for further chemical transformations.

One of the primary applications of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid is in organic synthesis. The compound serves as an important intermediate in the preparation of various pyrrole-based derivatives, which are valuable in the development of pharmaceuticals and agrochemicals. The functional groups present in 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid allow for further chemical modifications, facilitating the creation of more complex molecules with desired properties.

In medicinal chemistry, the compound is studied for its potential bioactivity. Pyrrole derivatives have been associated with a range of biological activities, including antimicrobial, anti-inflammatory, and anticancer effects. The presence of the formyl and carboxylic acid groups in 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid may contribute to its interaction with biological targets, making it a candidate for further research into its pharmacological properties.

Additionally, the compound's role in materials science has been explored. Its ability to form chelating ligands with metal ions opens up possibilities for the development of new materials with applications in catalysis and material science. The stability and reactivity of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid make it a valuable component in the synthesis of complex coordination compounds and functional materials.

Overall, 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid represents a versatile chemical compound with significant applications in organic synthesis, medicinal chemistry, and materials science. Its discovery has expanded the scope of pyrrole chemistry, offering new opportunities for the development of functional molecules and advanced materials.

References

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