Structure via PubChem · Public domain (PubChem)
cefixime
Sign in to saveAlso known as CL-284635, FK-027, FR-17027, cefixime anhydrous, (−)-cefixime, suprax
Cefixime, sold under the brand name Suprax among others, is an antibiotic medication used to treat a number of bacterial infections. These infections include otitis media, strep throat, pneumonia, urinary tract infections, gonorrhea, and Lyme disease. For gonorrhea typically only one dose is required. In the United States it is a second-line treatment to ceftriaxone for gonorrhea. It is taken by mouth.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 460023156
- Drug.image
- Cefixime skeletal structure.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Cefixime ball-and-stick model from xtal 2013.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Suprax, others
- Drug.MedlinePlus
- a690007
- Drug.DailyMedID
- Cefixime
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- DD08
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_status
- Rx-only
- Drug.bioavailability
- 30 to 50%
via Wikipedia infobox
Chemical data
- Formula
- C16H15N5O7S2
- Molecular weight
- 453.5 g/mol
- IUPAC name
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- SMILES
- C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
- InChIKey
- OKBVVJOGVLARMR-QSWIMTSFSA-N
- XLogP
- -0.7
- Polar surface area
- 238 Ų
- H-bond donors
- 4
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 453.04128982000003
Show 7 more facts
- chemical formula
- C₁₆H₁₅N₅O₇S₂
- canonical SMILES
- C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O
- isomeric SMILES
- C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O
- World Health Organisation international non-proprietary name
- cefixime
- NCI Thesaurus ID
- C1100
- defined daily dose
- 0.4
- Commons category
- Cefixime
Sources (7)
via Wikidata · CC0
~7 min read
Article
11 sectionsContents
- Medical uses
- Spectrum of bacterial susceptibility
- Mechanism of action
- Absorption
- Distribution
- Contraindications
- Adverse effects
- Drug interactions
- History
- Marketing
- References
{{Infobox drug | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 460023156 | image = Cefixime skeletal structure.svg | image_class = skin-invert-image | width = | alt = | caption = | image2 = Cefixime ball-and-stick model from xtal 2013.png | image_class2 = bg-transparent
| pronounce = | tradename = Suprax, others | Drugs.com = | MedlinePlus = a690007 | DailyMedID = Cefixime | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth | class = | ATC_prefix = J01 | ATC_suffix = DD08 | ATC_supplemental =