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Substance Name: Fleroxacin [USAN:INN:BAN:JAN]
RN: 79660-72-3
UNII: N804LDH51K
InChIKey: XBJBPGROQZJDOJ-UHFFFAOYSA-N

Note

  • A broad-spectrum antimicrobial fluoroquinolone. The drug strongly inhibits the DNA-supercoiling activity of DNA GYRASE.

Molecular Formula

  • C17-H18-F3-N3-O3

Molecular Weight

  • 369.3412
 

Classification Codes

  • Anti-Infective Agents
  • Antibacterial
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors
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Names and Synonyms

Name of Substance

  • Fleroxacin
  • Fleroxacin [USAN:INN:BAN:JAN]

MeSH Heading

  • Fleroxacin

Synonyms

  • 6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • AM 833
  • BRN 4300996
  • CCRIS 3972
  • Fleroxacin
  • Fleroxacine
  • Fleroxacine [French]
  • Fleroxacino
  • Fleroxacino [Spanish]
  • Fleroxacinum
  • Fleroxacinum [Latin]
  • Fleroxicin
  • Megalone
  • Ro 23-6240
  • Ro 23-6240/000
  • UNII-N804LDH51K

Systematic Names

  • 3-Quinolinecarboxylic acid, 1,4-dihydro-6,8-difluoro-1-(2-fluoroethyl)-7-(4-methyl-1-piperazinyl)-4-oxo-
  • 3-Quinolinecarboxylic acid, 6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-
  • Fleroxacin

Registry Numbers

CAS Registry Number

  • 79660-72-3

FDA UNII

  • N804LDH51K

System Generated Number

  • 0079660723

Structure Descriptors

InChI

1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)

InChIKey

XBJBPGROQZJDOJ-UHFFFAOYSA-N

Smiles

CN1CCN(CC1)c2c(cc3c(c2F)n(cc(c3=O)C(=O)O)CCF)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 1gm/kg (1000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

MUSCULOSKELETAL: JOINTS
Chemotherapy Vol. 38(Suppl,
mouse LD50 intraperitoneal > 1500mg/kg (1500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Chemotherapy Vol. 38(Suppl,
mouse LD50 intravenous 21730ug/kg (21.73mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Chemotherapy Vol. 38(Suppl,
mouse LD50 oral > 4gm/kg (4000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 38(Suppl,
mouse LD50 subcutaneous > 1500mg/kg (1500mg/kg)   Chemotherapy Vol. 38(Suppl,
rat LD50 intraperitoneal > 1500mg/kg (1500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Chemotherapy Vol. 38(Suppl,
rat LD50 intravenous 20405ug/kg (20.405mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Chemotherapy Vol. 38(Suppl,
rat LD50 oral > 4gm/kg (4000mg/kg)   Chemotherapy Vol. 38(Suppl,
rat LD50 subcutaneous > 1500mg/kg (1500mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Chemotherapy Vol. 38(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 270 dec deg C   EXP
log P (octanol-water) 0.24 (none)   EXP
Water Solubility 7320 mg/L 25 EST
Vapor Pressure 1.04E-12 mm Hg 25 EST
Henry's Law Constant 4.44E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.23E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.