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3-bromo-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid
$200.00
CAS No.: 1190314-17-0
Catalog No.: 195756
Purity: 95%
MF: C8H5BrN2O2
MW: 241.044
Storage: 2-8 degree Celsius
SMILES: BrC1=CNC=2N=CC=C(C21)C(=O)O
Catalog No.: 195756
Purity: 95%
MF: C8H5BrN2O2
MW: 241.044
Storage: 2-8 degree Celsius
SMILES: BrC1=CNC=2N=CC=C(C21)C(=O)O
3-bromo-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid; CAS No.: 1190314-17-0; 3-bromo-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid. PROPERTIES: 3-Bromo-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid has molecular formula C9H5BrN2O2, corresponding to a molecular weight of 272.05 g/mol. It appears as a white crystalline powder with a melting point between 200-203 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 3.5 (1% aqueous solution). The compound has a pKa value of approximately 3.8 for the carboxylic acid group and exhibits moderate aqueous solubility. APPLICATIONS: This 3-bromo-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid is extensively used in the synthesis of antimicrobial agents. Its pyrrolopyridine-carboxylic acid-bromo structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The carboxylic acid group provides hydrogen-bonding interactions beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of pyrrolopyridine-containing fluorescent dyes. The carboxylic acid group provides a site for installing fluorescence tags, enabling detection of nucleic acid hybridization events, as reported in Chemical Communications.
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