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Merck
CN

32144

Clinafloxacin

VETRANAL®, analytical standard

Synonym(s):

7-(3-Amino-1-pyrrolidinyl)-8-chloro-1-cyclopropyl-6-fluoro-1,4-dihydroxy-4-oxo-3-quinolinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C17H17ClFN3O3
CAS Number:
Molecular Weight:
365.79
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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InChI

1S/C17H17ClFN3O3/c18-13-14-10(5-12(19)15(13)21-4-3-8(20)6-21)16(23)11(17(24)25)7-22(14)9-1-2-9/h5,7-9H,1-4,6,20H2,(H,24,25)

SMILES string

NC1CCN(C1)c2c(F)cc3C(=O)C(=CN(C4CC4)c3c2Cl)C(O)=O

InChI key

QGPKADBNRMWEQR-UHFFFAOYSA-N

grade

analytical standard

product line

VETRANAL®

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
veterinary

format

neat

storage temp.

2-8°C

Quality Level

General description

Clinafloxacin is a fluoroquinolone antibiotic with a broad range of bactericidal activity, used in the treatment of gynaecologic and urinary infections. It inhibits bacterial DNA gyrase enzyme which is responsible for synthesis, replication, repair and transcription.

Application

Clinafloxacin may be used as a reference standard for the determination of clinafloxacin in urine samples of rat and human by capillary zone electrophoresis.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard

signalword

Warning

hcodes

pcodes

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Ivan Laponogov et al.
Nature structural & molecular biology, 16(6), 667-669 (2009-05-19)
Type II topoisomerases alter DNA topology by forming a covalent DNA-cleavage complex that allows DNA transport through a double-stranded DNA break. We present the structures of cleavage complexes formed by the Streptococcus pneumoniae ParC breakage-reunion and ParE TOPRIM domains of
Anna Ribera et al.
Diagnostic microbiology and infectious disease, 42(2), 123-128 (2002-02-23)
A total of 33 Stenotrophomonas maltophilia clinical isolates were tested for their susceptibility to clinafloxacin in comparison with ciprofloxacin, levofloxacin, moxifloxacin, nalidixic acid, norfloxacin, sparfloxacin and trovafloxacin. The MIC(50) and MIC(90) were as follows: ciprofloxacin 4 and 64 microg/mL; clinafoxacin
Satoru Itoh et al.
Mutation research, 520(1-2), 133-139 (2002-09-26)
The skin micronucleus test combined with irradiation due to a sunlight simulator having a spectrum almost identical to solar irradiation was used as a novel in vivo testing method for detecting or comparing the photochemical chromosome damage of quinolone antibacterial
W Petermann et al.
Scandinavian journal of infectious diseases, 33(11), 832-837 (2002-01-05)
In an open-label, phase 3, randomized, multicenter study, clinafloxacin (200 mg/d) was compared to ceftriaxone (2 g/d; with or without erythromycin) in 527 patients with acute community-acquired bacterial pneumonia (CAP). Primary efficacy parameters were clinical cure rate and microbiologic eradication
Jordi Vila et al.
The Journal of antimicrobial chemotherapy, 49(3), 471-477 (2002-02-28)
The in vitro activity of clinafloxacin was studied in comparison with ciprofloxacin, levofloxacin, moxifloxacin, nalidixic acid, sparfloxacin and trovafloxacin against Acinetobacter baumannii clinical isolates. Clinafloxacin showed a MIC(90) of 4 mg/L, whereas the remaining quinolones showed a MIC(90) equal to

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