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ethyl 3-bromo-5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
$350.00
CAS No.: 1132610-85-5
Catalog No.: 195754
Purity: 95%
MF: C11H11BrN2O2
MW: 283.125
Storage: 2-8 degree Celsius
SMILES: BrC1=C(NC=2C1=NC(=CC2)C)C(=O)OCC
Catalog No.: 195754
Purity: 95%
MF: C11H11BrN2O2
MW: 283.125
Storage: 2-8 degree Celsius
SMILES: BrC1=C(NC=2C1=NC(=CC2)C)C(=O)OCC
ethyl 3-bromo-5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate; CAS No.: 1132610-85-5; ethyl 3-bromo-5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate. PROPERTIES: Ethyl 3-bromo-5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate has molecular formula C12H11BrN2O2, corresponding to a molecular weight of 319.13 g/mol. It appears as a white crystalline powder with a melting point between 135-138 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 flash point of approximately 95 C. The compound has a logP value of approximately 2.3 and exhibits moderate aqueous solubility. APPLICATIONS: This ethyl 3-bromo-5-methyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylate is extensively used in the synthesis of antimicrobial agents. Its pyrrolopyridine-carboxylate-bromomethyl structure provides a novel scaffold for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing gamma-aminobutyric acid (GABA) receptor modulators. The bromo and methyl groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anxiolytic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of pyrrolopyridine-containing fluorescent probes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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