Levofloxacin hemihydrateProduct ingredient for Levofloxacin
- Name
- Levofloxacin hemihydrate
- Drug Entry
- Levofloxacin
Levofloxacin is a fluoroquinolone antibiotic and the optical S-(-) isomer of racemic ofloxacin.1 It reportedly carries 8 to 128-fold more activity against both gram-negative and gram-positive bacteria compared to R-(+)-ofloxacin1 and remains stereochemically stable following administration (i.e. it does not invert to the inactive isomer).9 Levofloxacin, along with other quinolones such as gatifloxacin and moxifloxacin, is a member of the third generation of fluoroquinolones, colloquially referred to as the "respiratory quinolones" due to improved activity against gram-positive bacteria commonly implicated in respiratory infections.7,8
Levofloxacin was first approved by the FDA in 1996, and was approved in Canada and several South American countries soon after.1
- Accession Number
- DBSALT001001
- Structure
Structure for Levofloxacin hemihydrate (DBSALT001001)
- Synonyms
- L-ofloxacin / Levofloxacin / Levofloxacin (as hemihydrate) / Levofloxacin hydrate / Ofloxacin S-(-)-form hemihydrate
- UNII
- 6GNT3Y5LMF
- CAS Number
- 138199-71-0
- Weight
- Average: 740.762
Monoisotopic: 740.298133282 - Chemical Formula
- C36H42F2N6O9
- InChI Key
- SUIQUYDRLGGZOL-RCWTXCDDSA-N
- InChI
- 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
- IUPAC Name
- 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
- SMILES
- O.C[C@H]1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1.C[C@H]1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1
- External Links
- ChemSpider
- 2298495
- Predicted Properties
Property Value Source Water Solubility 1.44 mg/mL ALOGPS logP -0.02 ALOGPS logP 0.65 Chemaxon logS -2.4 ALOGPS pKa (Strongest Acidic) 5.45 Chemaxon pKa (Strongest Basic) 6.2 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 73.32 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 94.94 m3·mol-1 Chemaxon Polarizability 36.53 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon