7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (CAS 100361-18-0) is a fluorinated heterocyclic building block supplied as an off-white powder with purity above 98%. Its bicyclic naphthyridine core carries a cyclopropyl group at position 1, a carboxylic acid at position 3, a carbonyl at position 4, a fluorine at position 6 and a chlorine at position 7.
The compound is best known as a key intermediate in the synthesis of Gemifloxacin, a quinolone antibiotic. It also serves as a molecular scaffold for a range of other active pharmaceutical ingredients (APIs) with anticancer and anti-inflammatory activity, making it useful in medicinal chemistry and drug discovery programmes.
Several sites on the molecule can coordinate to metals. The ketone and carboxylic acid together form a 1,3-diketone moiety that binds transition metals, and the nitrogen atoms at the 1,8-positions can also chelate metal centres. The resulting drug-metal complexes show enhanced biological activity.
- Synthesis intermediate for the quinolone antibiotic Gemifloxacin.
- Molecular scaffold for APIs with anticancer and anti-inflammatory activity.
- Preparation of transition metal complexes with enhanced biological activity.
- Building block for drug discovery, medicinal chemistry and biochemistry research.
| Brand | Ossila |
|---|---|
| CAS number | 100361-18-0 |
| Molecular formula | C12H18ClFN2O3 |
| Purity | >98% |
| Category | — |
| Pack sizes | 25 g, 50 g |
| Physical form | Off-white powder |
| Storage | — |
- Product code: B1791
- Molecular Weight: 282.65 g/mol
- Synonyms: 1-Cyclopropyl-6-fluoro-7-chloride-4-oxo-1,4-dihydro-1,8-napthyridine-3-carboxylic acid
- Classification / Family: Fluorinated building block, Heterocyclic building block, APIs, Antibiotics
- Melting Point: Tm = 224 °C
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