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

CAS100491-29-0
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
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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 properties and specialized pharmaceutical applications. This complex heterocyclic compound belongs to the naphthyridine family, characterized by its distinctive bicyclic structure containing nitrogen atoms at positions 1 and 8. With a molecular formula of C17H10ClF3N2O3 and molecular weight of 382.7 g/mol, this substance features multiple halogen substituents including chlorine and fluorine atoms, which significantly influence its biological activity and chemical stability. The presence of the ethyl ester functional group enhances its lipophilicity and membrane permeability characteristics. The compound exhibits notable safety considerations, classified under GHS pictograms GHS07 and GHS09 with a warning signal word. It demonstrates skin sensitization properties (Skin Sens. 1) and poses chronic aquatic toxicity concerns (Aquatic Chronic 2), requiring careful handling procedures and appropriate personal protective equipment during industrial processing. Transport classification falls under ADR Class 9, indicating miscellaneous dangerous goods requiring specialized shipping protocols. Primary industrial applications include pharmaceutical intermediate synthesis, particularly in the development of quinolone-based antibiotics and antimicrobial agents. The compound serves as a crucial building block in medicinal chemistry research and active pharmaceutical ingredient manufacturing. Its structural complexity makes it valuable for specialized chemical synthesis projects requiring precise molecular modifications, similar to applications involving related compounds like 2-phenylsulfanylaniline in pharmaceutical intermediate production. OYSI maintains reliable supply chains for this specialized naphthyridine derivative, ensuring consistent availability for European pharmaceutical and chemical manufacturing sectors requiring high-purity chemical intermediates.

Safety & Classification

Warning
Classification:

Skin Sens. 1; Aquatic Chronic 2

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H317

May cause an allergic skin reaction.

H411

Toxic to aquatic life with long lasting effects.

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

Irritant

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 Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameEthyl-7-chlor-1-(2,4-difluorphenyl)-6-fluor-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylat
Marine PollutantNo

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 fluorinated organic compound belonging to the naphthyridine family. With the molecular formula C17H10ClF3N2O3 and CAS number 100491-29-0, this substance has a molecular weight of 382.7 g/mol. It contains multiple halogen atoms (chlorine and fluorine) and features a complex heterocyclic structure with both carbonyl and ester functional groups.

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 solid compound at room temperature due to its complex aromatic structure. The presence of multiple fluorine atoms and the extended conjugated system suggest limited water solubility but potential solubility in organic solvents. The compound's high molecular weight (382.7 g/mol) and multiple halogen substituents influence its physical properties and stability.

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 in pharmaceutical research and development as an intermediate compound. Its naphthyridine structure makes it valuable for medicinal chemistry applications, particularly in the synthesis of antimicrobial agents. The compound serves as a building block in organic synthesis and may be utilized in the development of fluoroquinolone-related pharmaceuticals or other bioactive molecules.

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 requires careful handling due to its skin sensitization properties (Skin Sens. 1). Always wear protective gloves, safety glasses, and appropriate clothing to prevent skin contact. Work in well-ventilated areas or under fume hoods. Avoid creating dust or aerosols. The substance carries a Warning signal word and requires standard laboratory safety protocols 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. Keep the substance in its original packaging and ensure proper labeling with hazard information. Store separately from incompatible materials and maintain controlled access to prevent unauthorized handling. Regular inspection of storage conditions helps maintain product integrity and safety compliance.

What to do in case of contact with ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate?

Immediate skin contact with ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylate requires thorough washing with soap and water for at least 15 minutes. Remove contaminated clothing immediately. For eye contact, rinse with clean water for 15 minutes and seek medical attention. If inhaled, move to fresh air. Given its skin sensitization properties, seek medical advice if irritation persists or allergic reactions develop.

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 through authorized hazardous waste management companies in accordance with local and European regulations. Due to its environmental hazard classification (Aquatic Chronic 2), prevent release into water systems. Small laboratory quantities may require incineration at approved facilities. Always consult local waste management authorities and follow institutional waste disposal protocols 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 as ADR Class 9 (Miscellaneous dangerous substances), Packing Group III. Transport requires appropriate packaging that meets UN specification requirements and proper hazard labeling. Shipping documents must include the correct technical name and hazard classification. Professional carriers experienced in chemical transportation should handle shipments to ensure regulatory compliance and safety 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 standard EU chemical regulations including REACH and CLP classifications. The substance is not identified as an SVHC (Substance of Very High Concern) but requires compliance with skin sensitization and environmental hazard labeling requirements. Users must follow workplace exposure guidelines and implement appropriate risk management measures according to safety data sheet recommendations.

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 fine chemicals and pharmaceutical intermediates. OYSI provides high-quality chemical products with proper documentation including safety data sheets and certificates of analysis. Contact OYSI directly for availability, specifications, and delivery options across European markets. Professional customers can access this specialty compound through OYSI's established distribution network.

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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.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.