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Merck
CN

G7298

Gatifloxacin synthetic

Synonym(s):

Gatifloxacin, (±)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid sesquihydrate sesquihydrate, Tequin®

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About This Item

Empirical Formula (Hill Notation):
C19H22FN3O4 · 1.5H2O
Molecular Weight:
402.42
UNSPSC Code:
51101500
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biological source

synthetic

assay

≥98% (HPLC)

form

powder or solid

color

white to light yellow

mp

162 °C

solubility

1 M NaOH: 10 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

room temp

General description

Gatifloxacin is a fourth-generation fluoroquinolone which inhbits DNA gyrase and topoisomerase.

Application

Gatifloxacin is a fluoroquinolone antibiotic clinically used to treat bronchitis, sinusitis, community-acquired pneumonia and skin infections. It is used to study potential side effects such as hyperglycemia, seizures and dysglycemia. It is used to study multidrug-resistant organisms.

Biochem/physiol Actions

Gatifloxacin is a fourth-generation fluoroquinolone antibiotic that inhibits DNA gyrase and topoisomerase, which are necessary for DNA replication, transcription, repair and recombination. It has 100 times higher affinity for bacterial DNA gyrase than for mammalian DNA gyrase. Gatifloxacin is active against both Gram-positive and Gram-negative bacteria.

Legal Information

Tequin is a registered trademark of Bristol-Myers Squibb Co.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Amy R Donaldson et al.
The Annals of pharmacotherapy, 38(4), 602-605 (2004-02-26)
To report a case of possible gatifloxacin-induced hyperglycemia in a nondiabetic middle-aged woman. A 64-year-old Indian woman with an extensive cardiovascular history was admitted for urosepsis. On admission, her blood glucose was 117 mg/dL. She was empirically started on gatifloxacin
Maria Agnes Dawis et al.
The Journal of antimicrobial chemotherapy, 51(5), 1203-1211 (2003-04-17)
To study the in vitro interaction of gatifloxacin in combination with gentamicin and with the beta-lactams cefepime, meropenem and piperacillin against clinical isolates of Stenotrophomonas maltophilia, Pseudomonas aeruginosa, Burkholderia cepacia, extended-spectrum beta-lactamase (ESBL)-producing Klebsiella pneumoniae, vancomycin-resistant Enterococcus faecium (VRE) and
Marva Seifert et al.
Antimicrobial agents and chemotherapy, 63(7) (2019-05-16)
Clinical phenotypic fluoroquinolone susceptibility testing of Mycobacterium tuberculosis is currently based on M. tuberculosis growth at a single critical concentration, which provides limited information for a nuanced clinical response. We propose using specific resistance-conferring M. tuberculosis mutations in gyrA together