Drug/Small Molecule:
norfloxacin

2D structure

Overview

Trade Names: Chibroxin; Noroxin
PharmGKB Accession Id: PA450654

Description

A synthetic fluoroquinolone (fluoroquinolones) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA gyrase. PubChem (source: Drug Bank)

Indication

For the treatment of urinary tract infection (source: Drug Bank)

ATC Therapeutic Categories

  • J01MA:Fluoroquinolones
  • S01AX:Other antiinfectives

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

The bactericidal action of Norfloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination. Norfloxacin is a broad-spectrum antibiotic that is active against both gram-positive and gram-negative bacterias. The fluorine atom at the 6 position increases potency against gram-negative organisms, and the piperazine moiety at the 7 position is responsible for anti-pseudomonal activity (source: Drug Bank)

Pharmacology

Norfloxacin is a quinolone/fluoroquinolone antibiotic. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian. (source: Drug Bank)

Food Interactions

Avoid high doses of caffeine.
Take on an empty stomach. Drink liberally. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Via liver and kidney (source: Drug Bank)

Protein Binding

10 and 15% (Serum protein binding) (source: Drug Bank)

Absorption

Rapid (source: Drug Bank)

Isomeric SMILES Code:

CCn1cc(c(=O)c2c1cc(c(c2)F)N3CCNCC3)C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data Genotype Data Available Literature annotations available Not annotated
SLCO1A2
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  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
TOP2A Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
caffeine Uncurated Annotation The quinolone increases the effect and toxicity of caffeine (source: Drug Bank)
calcium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
clozapine Uncurated Annotation Ciprofloxacin may increase clozapine serum levels (source: Drug Bank)
cyclosporine Uncurated Annotation The quinolone increases the effect and toxicity of cyclosporine (source: Drug Bank)
dicumarol Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
foscarnet Uncurated Annotation Increased risk of convulsions (source: Drug Bank)
iron Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
magnesium Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
magnesium oxide Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
sucralfate Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)
theophylline Uncurated Annotation The quinolone increases the effect of theophylline (source: Drug Bank)
warfarin Uncurated Annotation The quinolone increases the anticoagulant effect (source: Drug Bank)
zinc Uncurated Annotation Formation of non-absorbable complexes (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB01059
KEGG Compound ID:
C06687
KEGG Drug ID:
D00210
PubChem Compound ID:
4539
PubChem Substance ID:
8912

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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