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D2819

Sigma-Aldrich

Difloxacin hydrochloride

Synonym(s):

6-Fluoro-1-(4-fluorophenyl)-1,4-dihydro-7-(4-methylpiperazino)-4-oxo-3-quinolinecarboxylic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H19F2N3O3 · HCl
CAS Number:
91296-86-5
Molecular Weight:
435.85
MDL number:
MFCD03840489
UNSPSC Code:
41116107
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[1] and chronic Q fever in humans[2]. It has been used to study how potential supplementation (magnesium) may reduce quinolone-induced damage in the horse and dog models[3].

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBF6108V
SLBC5367V
091M1530V
091M1530
071M1870V

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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
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
M R Yeaman et al.
Antimicrobial agents and chemotherapy, 33(7), 1052-1057 (1989-07-01)
Antibiotic susceptibility testing of two isolates of the Q-fever agent, Coxiella burnetii, was performed with recently and persistently infected L929 fibroblast cells. The two genetically distinct isolates, Nine Mile and Priscilla, are implicated in two different clinical disease syndromes, acute
Jianbin Guo et al.
Waste management (New York, N.Y.), 32(1), 131-136 (2011-08-27)
Antibiotics of inorganic and organic origin in pig manure can inhibit the anaerobic process in biogas plants. The influence of three frequently used antibiotics, copper dosed as CuSO(4), sulfadiazine (SDZ), and difloxacin (DIF), on the anaerobic digestion process of pig
D Moema et al.
Analytica chimica acta, 730, 80-86 (2012-05-29)
A simple and cost effective sample pre-treatment method, dispersive liquid-liquid microextraction (DLLME), has been developed for the extraction of six fluoroquinolones (FQs) from chicken liver samples. Clean DLLME extracts were analyzed for fluoroquinolones using liquid chromatography with diode array detection
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