Nadifloxacin
Grundinformationen
- CAS
124858-35-1- Standard-SMILES
CC1CCc2c(N3CCC(O)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23- InChIKey
JYJTVFIEFKZWCJ-UHFFFAOYSA-N- Summenformel
- C19H21FN2O4
- Durchschnittliche Molmasse
- 360,4 g/mol
- Monoisotopische Masse
- 360,14853532
Überblick
Nadifloxacin is a pyridoquinoline, a heteroarylpiperidine, a hydroxypiperidine and a quinolone antibiotic. It has a role as an antibacterial drug.
Namen und Bezeichner
- Bevorzugter Name
- Nadifloxacin
- IUPAC
- 7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
- Englischer Name
- Nadifloxacin
- Summenformel
- C19H21FN2O4
- Molmasse
- 360.38
Namen und Synonyme
nadifloxacin124858-35-1jinofloxacinAcuatimNadifloxacineOPC-7251NadixaNadifloxacinoOpc 7251NadifloxacinumNDFXDTXSID5046483
Weitere Namen anzeigen
Acuatiopc7251NadifloNafloxacinNadiroxisanNadifiloxacin
6CL9Y5YZEQNSC-759622CHEBI:318891H,5H-Benzo[ij]quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-DTXCID30264831H,5H-Benzo(ij)quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-, (+-)-7-fluoro-8-(4-hydroxypiperidin-1-yl)-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid1H,5H-Benzo(ij)quinolizine-2-carboxylic acid, 9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-
Datenbank-Bezeichner
- CAS
124858-35-1- PubChem CID
- 4410
- DTXSID
DTXSID5046483- ChEMBL
CHEMBL363449- ChEBI
CHEBI:31889- UNII
- 6CL9Y5YZEQ
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,9
- Polarare Oberfläche (TPSA)
- 81,1 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 26
- Formalladung
- 0
- Komplexität
- 631
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic use
Pharmaceuticals -> Antibiotics
Pharmaceuticals
LogP1.89
Physikochemische Eigenschaften
- Schmelzpunkt
- 245 · 245-2470C (dec)
- Siedepunkt
- 624.9 · 624.9±55.0 °C(Predicted)
- Dichte
- 1.46 · 1.46±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- DMSO (Slightly), Methanol (Sparingly, Heated)
- pka
- 5.55 · 5.55±0.40(Predicted)
- Aggregatzustand
- White to yellow crystalline solid.
- Farbe
- White to Off-White
- Biologische Quelle
- synthetic (Organic)
- Merck
- 14 · 14,6345
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H362 (100%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]
P203, P260, P263, P264, P270, P318, P319, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesLact. (100%)
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 2933.99.7500
- Toxizität
- LD50 male, female mice and rats (mg/kg): 376.5, 420.6, 225.7, 240.5 i.v. (Hashimoto)
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Chemie und Industrie
Pharmakologische Informationen
ATC Code
D - Dermatologicals
QD - Dermatologicals
PharmacodynamicsNadifloxacin has anti-inflammatory properties. It attenuated the release of proinflammatory cytokines by human peripheral blood mononuclear cells and normal human keratinocytes.
Mechanism of ActionThe exact mechanism of action of nadifloxacin has not been fully elucidated.
MeSH Pharmacological Classification
Substances that inhibit the growth or reproduction of BACTERIA.
Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.
Verwendung und Herstellung
UsesUse (kg; approx.) in Germany (2009): >10
Anwendungen
BeschreibungNadifloxacin, 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.
VerwendenNadifloxacin 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.
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