IRLOXACIN

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3926533 | https://www.ncbi.nlm.nih.gov/pubmed/3582134 | https://www.ncbi.nlm.nih.gov/pubmed/7656667

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

Originator

Approval Year

PubMed

Title	Date	PubMed
In vitro activity of antimicrobial agents against mycobacteria.	1988	3150951
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.	1990 Sep	2228828
In-vitro activities of quinolones against mycobacteria.	1993 Dec	8144420
Preliminary study of the in vitro activity of irloxacin against mycobacteria.	1995 May-Jun	7656667
Fluoroquinolones: a new treatment for tuberculosis?	1998 Apr	9559396
Anti-toxoplasma activities of 24 quinolones and fluoroquinolones in vitro: prediction of activity by molecular topology and virtual computational techniques.	2000 Oct	10991859
Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening.	2000 Oct	10991858

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 `Fri Dec 15 16:25:36 GMT 2023` Edited by `admin` on `Fri Dec 15 16:25:36 GMT 2023`
Record UNII	36SG77D21B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IRLOXACIN

Official 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

NSC-610496

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C795