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SML2134

Sigma-Aldrich

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
Pricing and availability is not currently available.

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

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H340,H361f

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class Code

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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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
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)

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