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D2819

Sigma-Aldrich

Difloxacin hydrochloride

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Synonym(s):
6-Fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methylpiperazino)-4-oxo-3-quinolinecarboxylic acid hydrochloride
Empirical Formula (Hill Notation):
C21H19F2N3O3 · HCl
CAS Number:
91296-86-5
Molecular Weight:
435.85
MDL number:
MFCD03840489
UNSPSC Code:
51101500
PubChem Substance ID:
329798755

Assay

≥98% (HPLC)

Quality Level

200

form

powder

solubility

H2O: 5 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

room temp

SMILES string

Cl.CN1CCN(CC1)c2cc3N(C=C(C(O)=O)C(=O)c3cc2F)c4ccc(F)cc4

InChI

1S/C21H19F2N3O3.ClH/c1-24-6-8-25(9-7-24)19-11-18-15(10-17(19)23)20(27)16(21(28)29)12-26(18)14-4-2-13(22)3-5-14;/h2-5,10-12H,6-9H2,1H3,(H,28,29);1H

InChI key

JFMGBGLSDVIOHL-UHFFFAOYSA-N

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General description

Chemical structure: fluoroquinolone

Application

Difloxacin is a fluoroquinolone antibiotic commonly used in veterinary medicine. It is a potential treatment for Chlamydia trachomatis infections and chronic Q fever in humans. It has been used to study how potential supplementation (magnesium) may reduce quinolone-induced damage in the horse and dog models.

Biochem/physiol Actions

Difloxacin inhibits bacterial DNA gyrase and the topoisomerase II enzyme, which inhibits DNA replication and transcription
Fluoroquinolone antibacterial compound.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S V Gollapudi et al.
Antimicrobial agents and chemotherapy, 30(3), 390-394 (1986-09-01)
Aryl-fluoroquinolone derivatives A-56619 (difloxacin) and A-56620 were found to inhibit human peripheral blood mononuclear cell (MNC) proliferation (measured by [3H]thymidine uptake) that was induced by concanavalin A or monoclonal antibody OKT3. These antimicrobial agents exert their maximum suppressive effect when
J Segreti et al.
Antimicrobial agents and chemotherapy, 33(1), 118-119 (1989-01-01)
The in vitro activity of temafloxacin (A-62254), a new quinolone antibiotic, against 13 strains of Chlamydia trachomatis was determined and compared with those of doxycycline, norfloxacin, ciprofloxacin, and difloxacin. Temafloxacin and difloxacin were the most active quinolones tested, with bactericidal
In Vitro Evidence for Effects of Magnesium Supplementation on Quinolone-treated Horse and Dog Chondrocytes
M. Egerbacher, B. Wolfesberger, et al.
Veterinary Pathology, 29, 230-238 (2001)
Elias Gebru et al.
Veterinary microbiology, 154(3-4), 384-394 (2011-09-07)
The antibacterial activity, selection of Escherichia coli (E. coli) mutants and mechanisms of fluoroquinolone resistance were investigated by integrating the minimum inhibitory concentration (MIC), mutant prevention concentration (MPC) and in vitro dynamic model approaches. Difloxacin and orbifloxacin, for which the
Irina Gerchman et al.
Veterinary microbiology, 131(3-4), 266-276 (2008-06-07)
Monitoring of susceptibility to antibiotics in field isolates of pathogenic avian mycoplasmas is important for appropriate choice of treatment. Our study compared in vitro susceptibility to enrofloxacin and difloxacin in recent (2005-2006) isolates of Mycoplasma gallisepticum and Mycoplasma synoviae from
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