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SML2134

Finafloxacin

≥95% (HPLC)

Synonym(s):

8-Cyano-1-cyclopropyl-6-fluoro-7-[(4aS,7aS)-hexahydropyrrolo[3,4-b][1,4]oxazin-6(2H)-yl]-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C20H19FN4O4
CAS Number:
209342-40-5
Molecular Weight:
398.39
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
powder

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

Fc1cc2c([n](cc([c]2=O)C(=O)O)C5CC5)c(c1N3C[C@@H]4NCCO[C@H]4C3)C#N

InChI

1S/C20H19FN4O4/c21-14-5-11-17(25(10-1-2-10)7-13(19(11)26)20(27)28)12(6-22)18(14)24-8-15-16(9-24)29-4-3-23-15/h5,7,10,15-16,23H,1-4,8-9H2,(H,27,28)/t15-,16-/m0/s1

InChI key

FYMHQCNFKNMJAV-HOTGVXAUSA-N

Biochem/physiol Actions

Finafloxacin is a fluoroquinolone antibiotic approved by the FDA in 2014 for treating swimmer′s ear. Its mechanism of action involves the inhibition of bacterial type II topoisomerase enzymes, DNA gyrase and topoisomerase IV
Fluoroquinolone antibiotic

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This Item
SML1608SML2795SML1581
Finafloxacin ≥95% (HPLC)

Sigma-Aldrich

SML2134

Finafloxacin

Besifloxacin hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1608

Besifloxacin hydrochloride

IMP-1700 ≥98% (HPLC)

Sigma-Aldrich

SML2795

IMP-1700

Moxifloxacin hydrochloride 98-102% (HPLC)

Sigma-Aldrich

SML1581

Moxifloxacin hydrochloride

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

98-102% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

H2O: slightly soluble

color

white to beige

color

white to light brown

color

white to beige

color

light yellow to yellow

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000230822
0000230822
0000127619
0000041846
0000041845

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Finafloxacin overcomes Burkholderia pseudomallei efflux-mediated fluoroquinolone resistance.
Linnell B Randall et al.
The Journal of antimicrobial chemotherapy, 72(4), 1258-1260 (2017-01-01)
Jung Won Lee et al.
Antimicrobial agents and chemotherapy, 59(12), 7629-7636 (2015-09-30)
Finafloxacin is a novel fluoroquinolone with improved antimicrobial efficacy, especially in an acidic environment. The efficacy of finafloxacin for the inhibition of Helicobacter pylori infection was compared with the efficacies of levofloxacin and moxifloxacin at neutral and acidic pH. The
Will Stubbings et al.
Antimicrobial agents and chemotherapy, 55(9), 4394-4397 (2011-06-29)
Finafloxacin is a novel fluoroquinolone that exhibits enhanced antibacterial activity under acidic conditions. The aim of this study was to define the in vitro pH-activity relationship. Finafloxacin exhibited optimal antibacterial activity between pH 5.0 and 6.0 at which MICs were

Global Trade Item Number

SKUGTIN
SML2134-50MG04061835302819
SML2134-10MG04061835302802

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