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6-bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one
$180.00
CAS No.: 1190862-33-9
Catalog No.: 195755
Purity: 95%
MF: C9H9BrN2O
MW: 241.088
Storage: 2-8 degree Celsius
SMILES: BrC=1C=C2C(=NC1)C(C(N2)=O)(C)C
Catalog No.: 195755
Purity: 95%
MF: C9H9BrN2O
MW: 241.088
Storage: 2-8 degree Celsius
SMILES: BrC=1C=C2C(=NC1)C(C(N2)=O)(C)C
6-bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one; CAS No.: 1190862-33-9; 6-bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one. PROPERTIES: 6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one has molecular formula C10H9BrN2O, giving it a molecular weight of 274.09 g/mol. It appears as a white crystalline solid with a melting point between 160-163 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 85 C. The compound has a logP value of approximately 1.9 and exhibits moderate aqueous solubility. APPLICATIONS: This 6-bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one is extensively used in the synthesis of antimicrobial agents. Its pyrrolopyridinone-bromodimethyl structure provides a platform for developing antibacterial agents targeting bacterial DNA gyrase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against Gram-negative pathogens. In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The dimethyl substituents provide steric effects 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 pyrrolopyridinone-containing fluorescent dyes. The pyrrolopyridinone core provides a chromophore system that can be modified to tune emission wavelengths, as reported in Dyes and Pigments.
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