Cas no 1782807-01-5 (5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid)

5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid is a heterocyclic compound featuring a brominated pyrrole core with a carboxylic acid functional group at the 3-position and a methyl substituent at the 2-position. This structure makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The bromine atom enhances reactivity for further cross-coupling reactions, while the carboxylic acid group allows for derivatization or conjugation. Its well-defined molecular framework is useful in medicinal chemistry for designing bioactive molecules. The compound is typically handled under controlled conditions due to its sensitivity. High-purity grades are available for research and industrial applications.
5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid structure
1782807-01-5 structure
Product Name:5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid
CAS No:1782807-01-5
MF:C6H6BrNO2
MW:204.021340847015
MDL:MFCD28132413
CID:4823277
Update Time:2025-10-28

5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid
    • MDL: MFCD28132413
    • Inchi: 1S/C6H6BrNO2/c1-3-4(6(9)10)2-5(7)8-3/h2,8H,1H3,(H,9,10)
    • InChI Key: ARNBEZLLGGOUGM-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(=O)O)=C(C)N1

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 151
  • XLogP3: 1.7
  • Topological Polar Surface Area: 53.1

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Additional information on 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid

Introduction to 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid (CAS No. 1782807-01-5)

5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid (CAS No. 1782807-01-5) is a versatile organic compound that has garnered significant attention in the fields of chemical synthesis, medicinal chemistry, and materials science. This compound belongs to the class of pyrrole derivatives, which are known for their unique electronic and structural properties. The presence of a bromine atom and a methyl group in the molecule imparts specific reactivity and functional characteristics, making it a valuable building block in various synthetic pathways.

The chemical structure of 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid consists of a five-membered pyrrole ring with a carboxylic acid group at the 3-position, a bromine atom at the 5-position, and a methyl group at the 2-position. This arrangement provides a balance of aromaticity and functional groups that can be exploited in diverse chemical reactions. The carboxylic acid group, in particular, offers opportunities for esterification, amide formation, and other carboxylic acid derivatives, which are crucial in the development of pharmaceuticals and advanced materials.

Recent research has highlighted the potential applications of 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid in drug discovery and development. For instance, studies have shown that pyrrole derivatives can exhibit potent biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. The bromine substituent can be used as a handle for further functionalization or as a leaving group in substitution reactions, allowing for the synthesis of more complex molecules with tailored biological activities.

In the context of medicinal chemistry, 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid has been explored as a scaffold for the design of novel therapeutic agents. Its ability to form stable complexes with metal ions makes it an attractive candidate for metal-based drugs, which have shown promise in treating various diseases. Additionally, the compound's structural features enable it to interact with biological targets such as enzymes and receptors, making it a valuable tool in structure-based drug design.

The synthesis of 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid has been optimized through various methodologies to improve yield and purity. Common synthetic routes include the condensation of pyrrole with appropriate electrophiles followed by bromination and carboxylation steps. These methods have been refined to ensure high efficiency and scalability, making the compound accessible for both academic research and industrial applications.

In materials science, 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid has found use in the development of functional polymers and conjugated materials. The presence of the carboxylic acid group allows for polymerization reactions that can produce materials with tunable properties such as conductivity, optical activity, and mechanical strength. These materials have potential applications in electronics, sensors, and energy storage devices.

The environmental impact of 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid is also an important consideration. Studies have shown that proper handling and disposal methods can minimize any adverse effects on ecosystems. Additionally, efforts are being made to develop greener synthetic routes that reduce waste and energy consumption during production.

In conclusion, 5-Bromo-2-methyl-1H-pyrrole-3-carboxylic acid (CAS No. 1782807-01-5) is a multifaceted compound with significant potential in various scientific disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers working on new drugs, advanced materials, and sustainable chemical processes. As research continues to uncover new applications and properties of this compound, its importance is likely to grow even further.

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