Levofloxacin Hydrate
Grundinformationen
- CAS
138199-71-0- Standard-SMILES
C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23.C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc3c(=O)c(C(=O)O)cn1c23.O- InChIKey
SUIQUYDRLGGZOL-RCWTXCDDSA-N- Summenformel
- C36H42F2N6O9
- Durchschnittliche Molmasse
- 740,7 g/mol
- Monoisotopische Masse
- 740,29813326
Namen und Bezeichner
- Bevorzugter Name
- Levofloxacin Hydrate
- IUPAC
- bis((2S)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid);hydrate
- Englischer Name
- Levofloxacin heMihydrate
- Summenformel
- C18H22FN3O5
- Molmasse
- 379.39
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
138199-71-0- PubChem CID
- 3033924
- DTXSID
DTXSID60160533- UNII
- 6GNT3Y5LMF
- EC Number
- 604-067-2
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 148 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 17
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 53
- Formalladung
- 0
- Komplexität
- 634
Physikochemische Eigenschaften
- Schmelzpunkt
- 214 · 214-216°C
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- Aqueous Base (Slightly), DMSO (Sparingly), Methanol (Slightly)
- Aggregatzustand
- Solid
- Farbe
- Pale Yellow to Light Yellow
- Major Application
- pharmaceutical (small molecule)
- InChI
- 1S/2C18H20FN3O4.H2O/c2*1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21;/h2*7-8,10H,3-6,9H2,1-2H3,(H,24,25);1H2/t2*10-;/m00./s1
- InChIKey
- SUIQUYDRLGGZOL-RCWTXCDDSA-N
- SMILES
- O.C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(O)=O.C[C@H]5COc6c(N7CCN(C)CC7)c(F)cc8C(=O)C(=CN5c68)C(O)=O
- CAS Datenbank
- 138199 · 138199-71-0(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (99.1%): Harmful if swallowed [Warning Acute toxicity, oral];H317 (96.5%): May cause an allergic skin reaction [Warning Sensitization, Skin];H334 (96.5%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory];H361 (84.2%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity];H362 (83.3%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]
P203, P233, P260, P261, P263, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P318, P321, P330, P333+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 114 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Toxikologische Informationen
Health Effects
Irreversible peripheral neuropathy, central nervous system toxicity, cardiovascular toxicity, tendon / articular toxicity, and hepatic toxicity. Toxic epidermal necrolysis, coagulation abnormalities and pancytopenia are other possible adverse effect of levofloxacin. Administration of commercial levofloxin (Levaquin), increased risk of tendinitis and tendon rupture in all ages. This adverse reaction most frequently involves the Achilles tendon (L1009, L1017).
Toxicity Summary
Levofloxacin inhibits bacterial type II topoisomerases, topoisomerase IV and DNA gyrase. Levofloxacin, like other fluoroquinolones, inhibits the A subunits of DNA gyrase, two subunits encoded by the gyrA gene. This results in strand breakage on a bacterial chromosome, supercoiling, and resealing; DNA replication and transcription is inhibited.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2934990002
- risk_code
- 50/53
- hazard_code
- N
- safety_code
- 24/25-61-60
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 OralResp. Sens. 1Skin Sens. 1
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Mainly excreted as unchanged drug (87%); undergoes limited metabolism in humans. Levofloxacin is rapidly and essentially completely absorbed after oral administration. It is distributed into body tissues, especially in the skin and lung tissues. Levofloxacin is stereochemically stable in plasma and urine and does not invert metabolically to its enantiomer, D-ofloxacin. Levofloxacin undergoes limited metabolism in humans and is primarily excreted as unchanged drug in the urine. Following oral administration, approximately 87% of an administered dose was recovered as unchanged drug in urine within 48 hours, whereas less than 4% of the dose was recovered in feces in 72 hours. Less than 5% of an administered dose was recovered in the urine as the desmethyl and N-oxide metabolites, the only metabolites identified in humans. These metabolites have little relevant pharmacological activity. Levofloxacin is excreted largely as unchanged drug in the urine (L1009). Route of Elimination: Mainly excreted as unchanged drug in the urine. Half Life: 6-8 hours
Verwendung und Herstellung
Uses
For the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: <i>Corynebacterium</i> species, <i>Staphylococus aureus</i>, <i>Staphylococcus epidermidis</i>, <i>Streptococcus pneumoniae</i>, <i>Streptococcus</i> (Groups C/F/G), Viridans group streptococci, <i>Acinetobacter lwoffii</i>, <i>Haemophilus influenzae</i>, <i>Serratia marcescens</i>. Levofloxacin is a synthetic chemotherapeutic agent used to treat severe and life threatening bacterial infection (L1009).
Anwendungen
VerwendenLevofloxacin heMihydrate is an antibiotic used against gram-negative organisms.
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