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2-Difluoromethyl-1H-benzoimidazole

2-Difluoromethyl-1H-benzimidazole (CAS 705-09-9) is a strategically fluorinated heterocyclic scaffold engineered for medicinal chemistry applications where metabolic stability and lipophilicity modulation are critical. This molecule integrates a benzimidazole core—a privileged pharmacophore in kinase inhibitors, antiviral agents, and GPCR modulators—with a difluoromethyl substituent at the C2 position. The -CHF₂ group serves as a bioisostere of hydroxyl or thiol functionalities, offering enhanced membrane permeability, resistance to oxidative metabolism, and unique hydrogen-bonding characteristics compared to non-fluorinated analogs. This intermediate is particularly valuable for constructing CNS-penetrant drug candidates, protease inhibitors, and agrochemical actives where the benzimidazole-difluoromethyl motif optimizes target engagement and pharmacokinetic profiles. Manufactured under controlled conditions, it supports drug discovery programs targeting viral polymerases, histamine receptors, and tubulin assembly pathways.

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Product Name
2-Difluoromethyl-1H-benzimidazole
CAS Number
705-09-9
Chinese Name
2-二氟甲基-1H-苯并咪唑
Synonyms
2-(Difluoromethyl)-1H-benzimidazole; 2-(Difluoromethyl)benzimidazole; 1H-Benzimidazole, 2-(difluoromethyl)-; C₈H₆F₂N₂ heterocycle; MFCD00463015
Chinese Synonyms
2-(二氟甲基)苯并咪唑; 二氟甲基苯并咪唑; 2-二氟甲基-1H-苯并咪唑
Molecular Formula
C₈H₆F₂N₂
Molecular Weight
168.14 g/mol
Purity
≥ 98% (GC/HPLC area normalization)
Product Category
Pharmaceutical Intermediates / Benzimidazole Derivatives / Fluorinated Heterocycles
Appearance
White to Off-white Crystalline Powder
Melting Point
~140-145°C (estimated, literature reference recommended)
Storage Conditions
Store at Room Temperature in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed. Protect from strong acids/bases to avoid benzimidazole ring degradation.
Shelf Life
24 months under recommended storage conditions
Packaging
100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications
Kinase inhibitor synthesis, antiviral drug development, CNS-penetrant scaffold design, protease inhibitor intermediates, agrochemical active ingredient precursors, GPCR modulator research
Reactivity
Suitable for N1-alkylation/acylation, electrophilic aromatic substitution at C5/C6, difluoromethyl group stability under physiological conditions, and metal-catalyzed C–H functionalization