Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate
C17H10ClF3N2O3
ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate
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Identification
- CAS Number
- 100491-29-0
- EC Number
- 422-360-1
- UN Number
- 3077
- Index Number
- 607-580-00-X
- PubChem CID
- 1268243
Physical-chemical properties
- Molecular Formula
- C17H10ClF3N2O3
- Molar Mass
- 382.70 g/mol
- IUPAC Name
- ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate
Chemical Identifiers
- InChI
- InChI=1S/C17H10ClF3N2O3/c1-2-26-17(25)10-7-23(13-4-3-8(19)5-11(13)20)16-9(14(10)24)6-12(21)15(18)22-16/h3-7H,2H2,1H3
- InChI Key
- JLSXYCZRMYCIMY-UHFFFAOYSA-N
Overview
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate (CAS 100491-29-0) is a halogenated naphthyridine derivative with antimicrobial and pharmaceutical intermediate properties. This complex heterocyclic compound belongs to the quinolone family and features a distinctive naphthyridine core structure substituted with multiple halogen atoms including chlorine and fluorine. The molecular formula C17H10ClF3N2O3 reflects its highly functionalized nature, with a molecular weight of 382.7 g/mol. The presence of the ethyl ester group and the 2,4-difluorophenyl substituent contributes to its specific biological activity profile and chemical stability. From a safety perspective, this compound requires careful handling due to its classification as a skin sensitizer (Skin Sens. 1) and potential environmental impact as indicated by its Aquatic Chronic 2 classification. The GHS07 and GHS09 pictograms emphasize the need for appropriate personal protective equipment and environmental precautions during handling and storage. Transportation falls under ADR Class 9, designating it as a miscellaneous dangerous substance. The compound finds primary application in pharmaceutical research and development, particularly in antimicrobial drug synthesis and as an advanced chemical intermediate. It serves as a crucial building block in medicinal chemistry for developing novel therapeutic agents. Unlike simpler compounds such as ethyl 6,8-dichlorooctanoate, this naphthyridine derivative offers more sophisticated biological activity profiles. Industrial applications also extend to specialized chemical synthesis where its unique halogenation pattern provides specific reactivity advantages. OYSI maintains reliable supply capabilities for this specialized pharmaceutical intermediate, supporting research institutions and pharmaceutical manufacturers across Europe with consistent quality and regulatory compliance.
Safety & Classification
Skin Sens. 1; Aquatic Chronic 2
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).
First Aid Measures
Skin Contact
Measures if substance contacts the skin
First Aid Actions
- +P302IF ON SKIN:
- +P352Wash with plenty of water.
- +P361Take off immediately all contaminated clothing.
- +P313Get medical advice/attention.
Related hazard statements:
General Measures
Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)
First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.
Transport (ADR)
| UN Number | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | Ethyl-7-chlor-1-(2,4-difluorphenyl)-6-fluor-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylat |
| Marine Pollutant | No |
Frequently Asked Questions
What is ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is a synthetic organic compound belonging to the naphthyridine family with the molecular formula C17H10ClF3N2O3. This fluorinated heterocyclic compound has a molecular weight of 382.7 g/mol and is identified by CAS number 100491-29-0. It contains multiple halogen substituents (chlorine and fluorine atoms) and features both carboxylate ester and ketone functional groups, making it a complex pharmaceutical intermediate.
What are the physicochemical properties of ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is typically a crystalline solid at room temperature due to its rigid naphthyridine structure. The presence of multiple fluorine atoms and aromatic rings contributes to its stability and moderate lipophilicity. The compound's solubility profile is influenced by the polar carboxylate ester group and halogen substituents, generally showing better solubility in organic solvents than in water. Its melting point and other specific physical properties depend on the crystal form and purity.
What is ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate used for?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is primarily used as a pharmaceutical intermediate in the synthesis of quinolone and naphthyridine-based compounds. Its structural features make it valuable for developing antimicrobial agents, particularly fluoroquinolone antibiotics. The compound serves as a key building block in medicinal chemistry research and pharmaceutical manufacturing. It may also find applications in agrochemical synthesis and specialized organic chemistry research requiring fluorinated heterocyclic compounds.
How to handle ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate safely?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is classified as Skin Sens. 1, requiring careful handling to prevent skin sensitization. Mandatory personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to minimize inhalation exposure. Avoid direct skin and eye contact, and prevent dust generation during handling. The Warning signal word indicates moderate hazard level, but proper safety protocols must be strictly followed to prevent sensitization reactions.
How to store ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate correctly?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate should be stored in tightly sealed containers in a cool, dry place away from direct sunlight and heat sources. The storage area must be well-ventilated and equipped with appropriate containment measures due to its Aquatic Chronic 2 classification. Keep away from incompatible materials such as strong oxidizing agents and bases. Store separately from food, beverages, and animal feeding stuffs. Maintain inventory records and implement proper labeling according to GHS requirements with GHS07 and GHS09 pictograms.
What to do in case of contact with ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate?
In case of skin contact with ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, rinse immediately with plenty of clean water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately. Seek medical attention promptly, especially for skin contact due to the skin sensitization potential. Do not induce vomiting if swallowed and seek immediate medical advice.
How to dispose of ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate properly?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate must be disposed of as hazardous chemical waste through licensed waste disposal contractors in accordance with local and European waste regulations. The compound's Aquatic Chronic 2 classification prohibits discharge into water systems or sewers. Contaminated packaging should be treated as hazardous waste. Incineration at authorized high-temperature facilities is typically the preferred disposal method. Maintain proper waste documentation and follow the European Waste Catalogue (EWC) codes for halogenated organic compounds.
How to transport ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is classified under ADR Class 9 (Miscellaneous dangerous goods), Packing Group III, indicating moderate danger during transport. Packages must comply with UN specification packaging requirements and bear appropriate hazard labels including GHS07 and GHS09 pictograms. Transport documents must include proper shipping names, hazard identification numbers, and emergency response information. Vehicles must carry appropriate emergency equipment, and drivers require ADR training certification. Ensure packages are secured and protected from damage during transit.
Is ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate subject to specific regulations?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is subject to European REACH regulation for chemical registration and evaluation, and CLP regulation for classification and labeling with GHS07 and GHS09 pictograms. The compound is not currently listed as a Substance of Very High Concern (SVHC). As a pharmaceutical intermediate, it may be subject to additional pharmaceutical manufacturing regulations and Good Manufacturing Practice (GMP) requirements. Users must maintain safety data sheets and comply with occupational exposure limits and environmental protection measures.
Where to buy ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate in Europe?
Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this compound with full regulatory compliance, including proper CLP labeling, safety data sheets, and REACH documentation. As a professional chemical distributor, OYSI ensures quality standards and regulatory compliance for industrial and research applications. Contact OYSI directly for availability, technical specifications, packaging options, and delivery throughout Europe for your pharmaceutical intermediate requirements.
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Ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.