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HomeProduct name listNadifloxacin

Nadifloxacin

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;9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid;9-Fluoro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid;Acuatim

  • CAS NO.:124858-35-1
  • Empirical Formula: C19H21FN2O4
  • Molecular Weight: 360.38
  • MDL number: MFCD00865081
  • EINECS: 638-863-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Nadifloxacin Structural

What is Nadifloxacin?

Description

Nadifloxacin, one of the three new fluoroquinolone antibiotics launched in 1993 is indicated for topical treatment of acne vulgaris and other skin infections. Nadifloxacin has a potent and broad spectrum of activity against aerobic Gram-positive and -negative bacteria and against anaerobic bacteria. It produces significant improvement in patients with Propionibacterium acnes infection and does not appear to cause cross-resistance to other antibiotic agents. Its potent antimicrobial activity has also been demonstrated in the Pseudomonas aeruginosa burn wound infection model in mice. Nadifloxacin exerts its antibiotic activity by inhibiting the formation of supercoiled DNA by DNA gyrase.

Chemical properties

Off-White Crystalline Solid

Originator

Otsuka (Japan)

The Uses of Nadifloxacin

Fluorinated quinolone antibacterial (topical)

The Uses of Nadifloxacin

Nadifloxacin is a topical fluorinated quinolone antibacterial used to treat skin conditions such as acne and other dermal infections caused by bacteria. This drug belongs to a class of calcium salt of polyacrylic acid crosslinked with divinyl glycol with minimal AEs.

What are the applications of Application

Nadifloxacin is a fluoroquinolone broad spectrum antibiotic

Definition

ChEBI: Nadifloxacin is a pyridoquinoline, a hydroxypiperidine, a heteroarylpiperidine and a quinolone antibiotic. It has a role as an antibacterial drug. It is effective against the Gram-positive bacteria S. aureus and P. acnes, as well as Gram-negative bacteria.

brand name

Acuatim

Pharmaceutical Applications

A lipophilic tricyclic fluorobenzoquinoline with a 4- hydroxylpiperinyl moiety at the C-8 position, formulated as a cream for topical use. It is active against many Grampositive bacteria involved in skin infections, including Propionibacterium acnes (MIC 0.25–2.0 mg/L), and Staph. aureus (MIC 0.015–2 mg/L). It appears to inhibit the generation of reactive oxygen species by neutrophils. The sodium salt is used as a 1% cream for use in acne vulgaris and cutaneous staphylococcal infections.

Properties of Nadifloxacin

Melting point: 245-2470C (dec)
Boiling point: 624.9±55.0 °C(Predicted)
Density  1.46±0.1 g/cm3(Predicted)
storage temp.  Sealed in dry,Store in freezer, under -20°C
solubility  DMSO (Slightly), Methanol (Sparingly, Heated)
form  White to yellow crystalline solid.
pka 5.55±0.40(Predicted)
color  White to Off-White
Merck  14,6345
InChI 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)
CAS DataBase Reference 124858-35-1(CAS DataBase Reference)

Safety information for Nadifloxacin

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Nadifloxacin

InChIKey JYJTVFIEFKZWCJ-UHFFFAOYSA-N
SMILES C12=CC(F)=C(N3CCC(O)CC3)C3=C1N(C(C)CC3)C=C(C(O)=O)C2=O

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