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SMB00375

Sigma-Aldrich

Nadifloxacin

≥98% (HPLC)

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Synonym(s):
Nadifloxacin, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, Acuatim, Jinofloxacin, OPC-7251,   9-Fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid
Empirical Formula (Hill Notation):
C19H21FN2O4
CAS Number:
124858-35-1
Molecular Weight:
360.38
UNSPSC Code:
51101500
NACRES:
NA.85

biological source

synthetic (Organic)

Assay

≥98% (HPLC)

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place. Heat sensitive. Storage class (TRGS 510) Non Combustible liquids.)

color

white to yellow

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | interferes

storage temp.

−20°C

InChI

1S/C19H21FN2O4/c1-10-2-3-12-16-13(18(24)14(19(25)26)9-22(10)16)8-15(20)17(12)21-6-4-11(23)5-7-21/h8-11,23H,2-7H2,1H3,(H,25,26)

InChI key

JYJTVFIEFKZWCJ-UHFFFAOYSA-N

General description

Chemical structure: fluoroquinolone
Nadifloxacin is antimicrobial in nature, and is a fluorinated quinolone. It is highly potent against Gram-negative and Gram-positive bacteria, especially Propionibacteruim acnes.

Biochem/physiol Actions

Nadifloxacin is used as a topical antibacterial, which is bactericidal due to its capability of preventing the negative supercoiling of bacterial DNA. DNA supercoiling, replication, transcription are catalyzed by DNA gyrase. In Japan, it is used to treat skin infection and acne. Studies show, that nadifloxacin is capable of successfully treating green nail syndrome (GNS) caused by Pseudomonas aeruginosa.

Storage and Stability

Keep container tightly closed in a dry and well-ventilated place. Heat sensitive. Storage class (TRGS 510) Non Combustible liquids.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Heat sensitive. Storage class (TRGS 510): Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Varsha Narayanan et al.
Dermatology and therapy, 4(2), 233-248 (2014-09-13)
Skin and soft tissue infections involve microbial invasion of the skin and underlying soft tissues and are estimated to affect 7-10% of hospitalized patients worldwide. Nadifloxacin, a topical fluoroquinolone, has been shown to be effective against aerobic Gram-negative, Gram-positive (including
Ujwala Shinde et al.
Indian journal of pharmaceutical sciences, 74(3), 237-247 (2013-02-27)
Topical microemulsion systems for the antiacne agent, nadifloxacin were designed and developed to overcome the problems associated with the cutaneous delivery due to poor water solubility. The solubility of nadifloxacin in oils, surfactants and cosurfactants was evaluated to screen the
Simon Müller et al.
Case reports in dermatology, 6(2), 180-184 (2014-09-10)
Green nail syndrome (GNS) caused by Pseudomonas aeruginosa is the most common bacterial nail infection. The treatment of GNS is challenging in many cases and recommendations based on clinical trials are lacking. We report two cases with GNS successfully treated

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