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Substance Name: Pefloxacin [USAN:INN:BAN]
RN: 70458-92-3
UNII: 2H52Z9F2Q5
InChIKey: FHFYDNQZQSQIAI-UHFFFAOYSA-N

Note

  • A synthetic broad-spectrum fluoroquinolone antibacterial agent active against most gram-negative and gram-positive bacteria.

Molecular Formula

  • C17-H20-F-N3-O3

Molecular Weight

  • 333.361
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antineoplastic Agents
  • Cytochrome P-450 CYP1A2 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Mutation Data
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors
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Names and Synonyms

Name of Substance

  • Pefloxacin
  • Pefloxacin [USAN:INN:BAN]

MeSH Heading

  • Pefloxacin

Synonyms

  • 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinecarboxylic acid
  • 1-Ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1584RB
  • 1589 RB
  • 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo
  • 5-23-03-00135 (Beilstein Handbook Reference)
  • AM-725
  • BRN 0567618
  • CCRIS 8210
  • EINECS 274-611-8
  • EU 5306
  • EU-5306
  • Pefloxacin
  • Pefloxacin [INN-French]
  • Pefloxacine
  • Pefloxacino
  • Pefloxacino [INN-Spanish]
  • Pefloxacinum
  • Pefloxacinum [INN-Latin]
  • UNII-2H52Z9F2Q5

Systematic Names

  • 3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxo-
  • 3-Quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-
  • Pefloxacine

Registry Numbers

CAS Registry Number

  • 70458-92-3

FDA UNII

  • 2H52Z9F2Q5

Related Registry Number

  • 70458-95-6 (mesylate)

System Generated Number

  • 0070458923

Structure Descriptors

InChI

1S/C17H20FN3O3/c1-3-20-10-12(17(23)24)16(22)11-8-13(18)15(9-14(11)20)21-6-4-19(2)5-7-21/h8-10H,3-7H2,1-2H3,(H,23,24)

InChIKey

FHFYDNQZQSQIAI-UHFFFAOYSA-N

Smiles

c12c(c(c(C(O)=O)cn1CC)=O)cc(F)c(c2)N1CCN(C)CC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 50mg/kg (50mg/kg)   United States Patent Document. Vol. #4292317,
man TDLo oral 343mg/kg/30D- (343mg/kg) MUSCULOSKELETAL: JOINTS

MUSCULOSKELETAL: OTHER CHANGES
Drug Safety. Vol. 7, Pg. 310, 1992.
man TDLo oral 1714mg/kg/21W (1714mg/kg) PERIPHERAL NERVE AND SENSATION: STRUCTURAL CHANGE IN NERVE OR SHEATH

PERIPHERAL NERVE AND SENSATION: PARESTHESIS
Lancet. Vol. 340, Pg. 126, 1992.
mouse LD50 intravenous 225mg/kg (225mg/kg)   European Patent Application. Vol. #0047005,
mouse LD50 oral > 4gm/kg (4000mg/kg)   United States Patent Document. Vol. #4530930,
women TDLo intravenous 16mg/kg (16mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Annales de Medecine Interne. Vol. 144, Pg. 495, 1993.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 271 dec deg C   EXP
log P (octanol-water) 0.27 (none)   EXP
Water Solubility 1.14E+04 mg/L 25 EST
Vapor Pressure 9.39E-13 mm Hg 25 EST
Henry's Law Constant 1.91E-18 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.26E-10 cm3/molecule-sec 25 EST

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