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6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine
$450.00
CAS No.: 1000340-64-6
Catalog No.: 195749
Purity: 95%
MF: C7H4BrClN2
MW: 231.48
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C2C(=N1)NC=C2)Cl
Catalog No.: 195749
Purity: 95%
MF: C7H4BrClN2
MW: 231.48
Storage: 2-8 degree Celsius
SMILES: BrC1=CC(=C2C(=N1)NC=C2)Cl
6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine; CAS No.: 1000340-64-6; 6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine. PROPERTIES: 6-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine has molecular formula C7H4BrClN2, corresponding to a molecular weight of 254.47 g/mol. It appears as a white crystalline solid with a melting point between 150-153 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause skin irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 2.0 and exhibits limited aqueous solubility. APPLICATIONS: This 6-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine is extensively used in the synthesis of anticancer agents. Its pyrrolopyridine-bromochloro structure provides a novel scaffold for developing kinase inhibitors targeting wild-type and mutant BCR-ABL kinases. A clinical trial reported in Cancer Research highlighted its role in developing therapies for imatinib-resistant chronic myeloid leukemia. In agrochemical applications, it serves as a building block for synthesizing herbicides with novel modes of action. The bromo and chloro substituents enhance binding to plant enzyme active sites, providing selective herbicidal activity. Research in Pest Management Science demonstrated its utility in creating herbicides targeting acetolactate synthase (ALS) inhibition. Additionally, the compound is utilized in the preparation of pyrrolopyridine-containing fluorescent dyes. The pyrrolopyridine core provides a chromophore system that can be modified to tune emission wavelengths, as reported in Dyes and Pigments.
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