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2-chloro-4-fluoro-1H-benzo[d]imidazole
$250.00
CAS No.: 256519-11-6
Catalog No.: 196138
Purity: 95%
MF: C7H4ClFN2
MW: 170.574
Storage: 2-8 degree Celsius
SMILES: ClC1=NC2=C(N1)C=CC=C2F
Catalog No.: 196138
Purity: 95%
MF: C7H4ClFN2
MW: 170.574
Storage: 2-8 degree Celsius
SMILES: ClC1=NC2=C(N1)C=CC=C2F
2-chloro-4-fluoro-1H-benzo[d]imidazole; CAS No.: 256519-11-6; 2-chloro-4-fluoro-1H-benzo[d]imidazole. PROPERTIES: This white to off-white crystalline powder has a molecular formula of C8H5ClFN2 and a molecular weight of approximately 182.59 g/mol. It exhibits low water solubility but dissolves in DMSO, DMF, and ethanol. The compound is stable under normal laboratory conditions but should be stored in a tightly sealed container at room temperature. Thermogravimetric analysis shows decomposition starting at 200 C. Safety precautions include using chemical-resistant gloves, splash goggles, and working in a well-ventilated area. In case of accidental ingestion, rinse mouth and seek immediate medical advice. Avoid release to the environment as chlorinated and fluorinated heterocycles may affect aquatic organisms. APPLICATIONS: 2-chloro-4-fluoro-1H-benzo[d]imidazole functions as a versatile intermediate in pharmaceutical synthesis, particularly in the development of kinase inhibitors and antimicrobial agents. Its chloro and fluoro substituents provide versatile handles for further functionalization through nucleophilic aromatic substitution. The benzimidazole core resembles purine bases, making it suitable for nucleoside analog design. Research groups employ it in the development of BACE inhibitors for Alzheimer's disease treatment. Academic institutions utilize it in teaching heterocyclic chemistry and nucleophilic aromatic substitution reactions. Industrial applications include its use as a building block in agrochemical development for novel herbicide candidates targeting nucleic acid synthesis. Recent studies in the Journal of Medicinal Chemistry demonstrate its application in developing dual kinase/HDAC inhibitors. Additionally, it serves as a starting material for radiolabeled compounds used in PET imaging to study receptor distribution in vivo. The compound's ability to form hydrogen bonds makes it suitable for crystallographic studies of protein-ligand complexes. Its synthetic versatility enables rapid diversification through various substitution reactions and benzimidazole modifications.
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