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

Details

Stereochemistry ACHIRAL
Molecular Formula C13H9ClFNO3
Molecular Weight 281.667
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUOROQUINOLONIC ACID

SMILES

OC(=O)C1=CN(C2CC2)C3=C(C=C(F)C(Cl)=C3)C1=O

InChI

InChIKey=ISPVACVJFUIDPD-UHFFFAOYSA-N
InChI=1S/C13H9ClFNO3/c14-9-4-11-7(3-10(9)15)12(17)8(13(18)19)5-16(11)6-1-2-6/h3-6H,1-2H2,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C13H9ClFNO3
Molecular Weight 281.667
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.google.com.na/patents/DE3142854 | https://www.ncbi.nlm.nih.gov/pubmed/16386005

Fluoroquinolonic acid is major impurity present in Fluoroquinolone Antibacterial Agents such as Enrofloxacin or ciprofloxacin of metoclopramide. Fluoroquinolonic acid shows weak antimicrobial activity.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Synthesis and in vitro antimicrobial study of Schiff base and thiazolidinone of 1-cyclopropyl-6-fluoro-7-[4-(2,3-dichlorophenyl)piperazin-1-yl]-4-quinolone.
2010 Jan-Feb
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Antimicrobial activity of Fluoroquinolonic acid was evaluated in vitro in two Gram positive bacteria S. aureus MTCC - 96, S. pyogenes MTCC - 443 and two Gram negative bacteria E. coli MTCC - 442, P. aeruginosa MTCC - 441 and fungi C. albicans MTCC - 227, A. niger MTCC - 282 and A. clavatus MTCC - 1323 organisms by broth dilution method. DMSO was used as a diluent which not effected the growth of microbes. MIC Fluoroquinolonic acid for Gram negative and Gram positive bacteria were 100 mkg/ml, for fungi 500-1000 mkg/ml
Substance Class Chemical
Created
by admin
on Thu Jul 06 11:16:54 UTC 2023
Edited
by admin
on Thu Jul 06 11:16:54 UTC 2023
Record UNII
95HKY59ZG6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUOROQUINOLONIC ACID
USP-RS  
Systematic Name English
7-CHLORO-1-CYCLOPROPYL-6-FLUORO-3-CARBOXY-1,4-DIHYDRO-4-OXOQUINOLINE
Systematic Name English
7-CHLORO-1-CYCLOPROPYL-6-FLUOROQUINOLIN-4-ONE-3-CARBOXYLIC ACID
Common Name English
1-CYCLOPROPYL-6-FLUORO-7-CHLORO-1,4-DIHYDRO-4-OXOQUINOLIN-3-CARBOXYLIC ACID
Systematic Name English
3-QUINOLINECARBOXYLIC ACID, 7-CHLORO-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-4-OXO-
Common Name English
ENROFLOXACIN IMPURITY A
Common Name English
7-CHLORO-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
Systematic Name English
FLUOROQUINOLONIC ACID [USP IMPURITY]
Common Name English
1-CYCLOPROPYL-7-CHLORO-6-FLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
Systematic Name English
ENROFLOXACIN FOR VETERINARY USE IMPURITY A [EP IMPURITY]
Common Name English
CIPROFLOXACIN IMPURITY A [EP IMPURITY]
Common Name English
FLUOROQUINOLONIC ACID [USP-RS]
Common Name English
7-CHLORO-1-CYCLOPROPYL-6-FLUORO-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID
Systematic Name English
Code System Code Type Description
PUBCHEM
483180
Created by admin on Thu Jul 06 11:16:55 UTC 2023 , Edited by admin on Thu Jul 06 11:16:55 UTC 2023
PRIMARY
RS_ITEM_NUM
1278302
Created by admin on Thu Jul 06 11:16:55 UTC 2023 , Edited by admin on Thu Jul 06 11:16:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID9057846
Created by admin on Thu Jul 06 11:16:55 UTC 2023 , Edited by admin on Thu Jul 06 11:16:55 UTC 2023
PRIMARY
CAS
86393-33-1
Created by admin on Thu Jul 06 11:16:55 UTC 2023 , Edited by admin on Thu Jul 06 11:16:55 UTC 2023
PRIMARY
FDA UNII
95HKY59ZG6
Created by admin on Thu Jul 06 11:16:55 UTC 2023 , Edited by admin on Thu Jul 06 11:16:55 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (TLC)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY