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Substance Name: Ofloxacin [USAN:USP:INN:BAN:JAN]
RN: 82419-36-1
UNII: A4P49JAZ9H
InChIKey: GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Note

  • A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.

Molecular Formula

  • C18-H20-F-N3-O4

Molecular Weight

  • 361.371
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Antibacterial
  • Antineoplastic Agents
  • Cytochrome P-450 CYP1A2 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Metabolic Side Effects of Drugs and Substances
  • Mutation Data
  • Nucleic Acid Synthesis Inhibitors
  • Renal Agents
  • Reproductive Effect
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors

Names and Synonyms

Name of Substance

  • Ofloxacin
  • Ofloxacin [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Ofloxacin

Synonyms

  • (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)(1,4)benzoxazin-6-carbonsaeure
  • (+-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid
  • 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-
  • BRN 3657947
  • CCRIS 5233
  • DL 8280
  • DL-8280
  • Floxin
  • Floxin in dextrose 5%
  • Floxin in dextrose 5% in plastic container
  • Floxin Otic
  • HOE 280
  • HSDB 8030
  • Ocuflox
  • Oflocet
  • Ofloxacin
  • Ofloxacin Otic
  • Ofloxacina
  • Ofloxacina [DCIT]
  • Ofloxacine
  • Ofloxacine [French]
  • Ofloxacino
  • Ofloxacino [Spanish]
  • Ofloxacinum
  • Ofloxacinum [Latin]
  • ORF 18489
  • Oxaldin
  • PT 01
  • Tarivid
  • UNII-A4P49JAZ9H
  • Visiren

Systematic Names

  • 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-
  • 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-
  • 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (+-)-
  • Ofloxacin

Registry Numbers

CAS Registry Number

  • 82419-36-1

FDA UNII

  • A4P49JAZ9H

Other Registry Numbers

  • 83380-47-6
  • 85344-55-4

Related Registry Number

  • 118120-51-7 (hydrochloride)

System Generated Number

  • 0082419361

Structure Descriptors

InChI

1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)

InChIKey

GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Smiles

CC1COc2c3n1cc(c(=O)c3cc(c2N4CCN(CC4)C)F)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 70mg/kg (70mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1995.
dog LD50 oral > 200mg/kg (200mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Chemotherapy Vol. 32(Suppl,
man TDLo oral 17mg/kg/3D-I (17mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: EXCITEMENT

BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)
Internal Medicine. Vol. 34, Pg. 872, 1995.
man TDLo oral 51428ug/kg (51.428mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" American Journal of Medicine. Vol. 87, Pg. 479, 1989.
monkey LD50 oral 500mg/kg (500mg/kg)   Chemotherapy Vol. 32(Suppl,
mouse LD50 intramuscular > 600mg/kg (600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Zhongguo Kangshengsu Zazhi. Chinese Journal of Antibiotics. Vol. 18, Pg. 218, 1993.
mouse LD50 intraperitoneal 805mg/kg (805mg/kg)   Ensho. Japanese Journal of Inflammation. Vol. 11, Pg. 343, 1991.
mouse LD50 intravenous 208mg/kg (208mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Chemotherapy Vol. 32(Suppl,
mouse LD50 oral 3266mg/kg (3266mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Zhongguo Kangshengsu Zazhi. Chinese Journal of Antibiotics. Vol. 18, Pg. 218, 1993.
mouse LDLo subcutaneous 7690mg/kg (7690mg/kg)   Chemotherapy Vol. 32(Suppl,
rat LD50 intravenous 273mg/kg (273mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
rat LD50 oral 3590mg/kg (3590mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
rat LD50 subcutaneous 7070mg/kg (7070mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
women TDLo oral 24mg/kg/3D-I (24mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: IRRITABILITY
Journal of Clinical Psychiatry. Vol. 53, Pg. 137, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 254 dec deg C   EXP
log P (octanol-water) -0.39 (none)   EXP
Water Solubility 2.83E+04 mg/L 25 EST
Vapor Pressure 1.55E-13 mm Hg 25 EST
Henry's Law Constant 4.98E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.97E-10 cm3/molecule-sec 25 EST

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