Skip to content
linezolid

Structure via PubChem · Public domain (PubChem)

EntityQ411377· pop 35· linked from 706 articles

Also known as U-100766, Zyvox, N-(((S)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl)methyl)acetamide, Linezolide, Linezolidum

Linezolid is an antibiotic used for the treatment of infections caused by Gram-positive bacteria that are resistant to other antibiotics. Linezolid is active against most Gram-positive bacteria that cause disease, including streptococci, vancomycin-resistant enterococci (VRE), and methicillin-resistant Staphylococcus aureus (MRSA). The main uses are infections of the skin and pneumonia although it may be used for a variety of other infections including drug-resistant tuberculosis. It is used either by injection into a vein or by mouth.

Key facts

Drug.pregnancy_AU
B3
Drug.verifiedrevid
850189766
Drug.image
Linezolid.svg
Drug.image_class
skin-invert-image
Drug.alt
Skeletal formula of linezolid
Drug.image2
Linezolid-from-xtal-2008-3D-balls.png
Drug.image_class2
bg-transparent
Drug.tradename
Zyvox, Zyvoxam, others
Drug.MedlinePlus
a602004
Drug.DailyMedID
Linezolid
Drug.routes_of_administration
Intravenous infusion, by mouth
Drug.class
Oxazolidinone antibiotic
Drug.ATC_prefix
J01
Drug.ATC_suffix
XX08
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only

via Wikipedia infobox

Chemical data

Formula
C16H20FN3O4
Molecular weight
337.35 g/mol
IUPAC name
N-[[(5S)-3-(3-fluoro-4-morpholin-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
SMILES
CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)N3CCOCC3)F
InChIKey
TYZROVQLWOKYKF-ZDUSSCGKSA-N
XLogP
0.7
Polar surface area
71.1 Ų
H-bond donors
1
H-bond acceptors
6
Formal charge
0

via PubChem

Research

10,045 papers

via PubMed

~41 min read

Encyclopedic overview

25 sections
Contents
  • Medical uses
  • Skin and soft tissue infections
  • Pneumonia
  • Other
  • Infections of the central nervous system
  • Catheter-related infections
  • Specific populations
  • Spectrum of activity
  • Gram-negative bacteria
  • Comparable antibiotics
  • Adverse effects
  • Long-term use
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Resistance
  • Mechanism
  • History
  • Society and culture
  • Economics
  • Brand names
  • References

{{Infobox drug | Verifiedfields = | Watchedfields = | verifiedrevid = 850189766 | image = Linezolid.svg | image_class = skin-invert-image | width = | alt = Skeletal formula of linezolid | image2 = Linezolid-from-xtal-2008-3D-balls.png | image_class2 = bg-transparent | width2 = | alt2 = | caption =

| pronounce = | tradename = Zyvox, Zyvoxam, others | Drugs.com = | MedlinePlus = a602004 | DailyMedID = Linezolid | pregnancy_AU = B3 | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = Intravenous infusion, by mouth | class = Oxazolidinone antibiotic | ATC_prefix = J01 | ATC_suffix = XX08 | ATC_supplemental =

Excerpted from Wikipedia’s “linezolid” article, available under the CC BY-SA 4.0 licence.

Gallery (9)