-2-Fluorocyclopropanamine 4-methylbenzenesulfonate
This compound (CAS 185225-84-7) is the (1S,2R)-2-fluorocyclopropanamine 4-methylbenzenesulfonate salt, the optical antipode of the corresponding (1R,2S) derivative and known in the impurity literature as sitafloxacin impurity 20 or Citafloxacin impurity 15. It is a white to off-white crystalline solid with high chiral purity, soluble in water and polar organic solvents and supplied at 99 percent purity by specialist manufacturers. The structure combines a strained three-membered cyclopropane ring, a fluorine substituent and a protonated primary amine with a tosylate counter-ion, giving a small, rigid and stereochemically defined fluorinated amine. Both enantiomers of this scaffold matter commercially because the fluorocyclopropylamine motif is a privileged structural element in modern antibacterial drug design.
1. Fluoroquinolone antibiotic chemistry: used as a chiral intermediate and as a specified impurity reference standard for sitafloxacin and related quinolone antibacterials such as balofloxacin, where the cyclopropylamine configuration affects potency and toxicity.
2. Impurity and quality control: because it is an enantiomeric or diastereomeric impurity marker, it is essential for chiral high-performance liquid chromatography method development, validation, stability studies and regulatory documentation of the drug substance.
3. Medicinal chemistry building block: supplies a rigid, lipophilic fluorinated amine for structure-activity studies in antibacterial, oncology and central nervous system discovery programmes, and for preparing fluorinated amide and urea analogues.
4. Handling and storage: store cool, dry and protected from light in a sealed container; irritating as a dust, so avoid inhalation and skin contact, and handle the tosylate salt as a potential alkylating material with appropriate containment and protective equipment.
Product Name: -2-Fluorocyclopropanamine 4-methylbenzenesulfonate
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