API reference

Levofloxacin

CAS number
100986-85-4
Molecular formula
C18H20FN3O4
Molecular weight
361.4 g/mol
Levofloxacin — 2D structure
2D structure (PubChem)

About this molecule

Levofloxacin is a fluoroquinolone antibiotic and the optical S-(-) isomer of racemic [ofloxacin]. It reportedly carries 8 to 128-fold more activity against both gram-negative and gram-positive bacteria compared to R-(+)-ofloxacin and remains stereochemically stable following administration (i.e. it does not invert to the inactive isomer). 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. Levofloxacin was first approved by the FDA in 1996, and was approved in Canada and several South American countries soon after.

Source: DrugBank, via PubChem.

Identifiers

IUPAC name
(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
InChIKey
GSDSWSVVBLHKDQ-JTQLQIEISA-N
SMILES
C[C@H]1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
PubChem CID
149096

Also known as

Levaquin · Quixin · (-)-Ofloxacin · Iquix · Cravit · (S)-Ofloxacin · Levofloxacine · Tavanic

Related entries in the range

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