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Cinoxacin

Catalog No. DB00827 Name DrugBank
CAS Number 28657-80-9 Website http://www.ualberta.ca/
M. F. C12H10N2O5 Telephone (780) 492-3111
M. W. 262.2182 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 706

SYNONYMS

IUPAC name
1-ethyl-4-oxo-1H,4H,7H-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
IUPAC Traditional name
cinoxacin
Brand Name
Cinobac

DATABASE IDS

PubChem SID 46507547
PubChem CID 2762
CAS Number 28657-80-9

PROPERTIES

Hydrophobicity(logP) 1.5

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections. [PubChem]
Indication For the treatment of initial and recurrent urinary tract infections in adults caused by the following susceptible microorganisms: Escherichia coli, Proteus mirabilis, Proteus vulgaris, Klebsiella species (including K. pneumoniae), and Enterobacter species.
Pharmacology Cinoxacin is a synthetic antibacterial agent with in vitro activity against many gram-negative aerobic bacteria, particularly strains of the Enterobacteriaceae family. Cinoxacin inhibits bacterial deoxyribonucleic acid (DNA) synthesis, is bactericidal, and is active over the entire urinary pH range. Cross resistance with nalidixic acid has been demonstrated.
Toxicity Oral, subcutaneous, and intravenous LD50 in the rat is 3610 mg/kg, 1380 mg/kg, and 860 mg/kg, respectively. Oral, subcutaneous, and intravenous LD50 in the mouse is 2330 mg/kg, 900 mg/kg, and 850 mg/kg, respectively.Symptoms following an overdose of cinoxacin may include anorexia, nausea, vomiting, epigastric distress, and diarrhea. The severity of the epigastric distress and the diarrhea are dose related. Headache, dizziness, insomnia, photophobia, tinnitus, and a tingling sensation have been reported in some patients.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic, with approximately 30-40% metabolized to inactive metabolites.
Absorption Rapidly absorbed after oral administration. The presence of food delays absorption but does does not affect total absorption.
Half Life The mean serum half-life is 1.5 hours. Half-life in patients with impaired renal function may exceed 10 hours.
Protein Binding 60 to 80%
External Links
Wikipedia
RxList
Drugs.com

REFERENCES