U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C16H13FN2O3
Molecular Weight 300.2844
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IRLOXACIN

SMILES

CCN1C=C(C(O)=O)C(=O)C2=C1C=C(N3C=CC=C3)C(F)=C2

InChI

InChIKey=RZLHGQLYNZQZQQ-UHFFFAOYSA-N
InChI=1S/C16H13FN2O3/c1-2-18-9-11(16(21)22)15(20)10-7-12(17)14(8-13(10)18)19-5-3-4-6-19/h3-9H,2H2,1H3,(H,21,22)

HIDE SMILES / InChI

Molecular Formula C16H13FN2O3
Molecular Weight 300.2844
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

IRLOXACIN, a fluorinated quinolone derivative, is an antibacterial agent with proved activity against both gram-positive and gram-negative bacteria.

Approval Year

PubMed

PubMed

TitleDatePubMed
Anti-toxoplasma activities of 24 quinolones and fluoroquinolones in vitro: prediction of activity by molecular topology and virtual computational techniques.
2000-10
Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening.
2000-10
Fluoroquinolones: a new treatment for tuberculosis?
1998-04
Preliminary study of the in vitro activity of irloxacin against mycobacteria.
1995-05-01
In-vitro activities of quinolones against mycobacteria.
1993-12
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.
1990-09
In vitro activity of antimicrobial agents against mycobacteria.
1988

Sample Use Guides

In Vitro Use Guide
The activity of irloxacin was compared with that of nalidixic acid, norfloxacin, and ciprofloxacin against strains of clinical isolates. Irloxacin showed greater in vitro activity than nalidixic acid, similar activity to norfloxacin and lower activity than ciprofloxacin. Against Staphylococcus, the MIC range of irloxacin was 0.06-1 mg/l, better than the other compounds studied.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:27:34 GMT 2025
Edited
by admin
on Mon Mar 31 18:27:34 GMT 2025
Record UNII
36SG77D21B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IRLOXACIN
INN  
INN  
Official Name English
NSC-610496
Preferred Name English
irloxacin [INN]
Common Name English
1-ETHYL-6-FLUORO-1,4-DIHYDRO-4-OXO-7-PYRROL-1-YL-3-QUINOLINECARBOXYLIC ACID
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C795
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID10238610
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
MESH
C046067
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
NSC
610496
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
CAS
91524-15-1
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
PUBCHEM
65828
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
FDA UNII
36SG77D21B
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
NCI_THESAURUS
C65961
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
INN
5693
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
ChEMBL
CHEMBL68262
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
SMS_ID
100000083355
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
EVMPD
SUB08296MIG
Created by admin on Mon Mar 31 18:27:34 GMT 2025 , Edited by admin on Mon Mar 31 18:27:34 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY