Structure via PubChem · Public domain (PubChem)
penicillin v
Sign in to saveAlso known as V-Cillin, Phenoxymethylpenicilline, V-cillin, Phenoxomethylpenicillin, Phenoxymethyl Penicillin, Fenospen
Phenoxymethylpenicillin, also known as penicillin V (PcV) and penicillin VK, is an antibiotic useful for the treatment of a number of bacterial infections. Specifically it is used for the treatment of strep throat, otitis media, and cellulitis. It is also used to prevent rheumatic fever and to prevent infections following removal of the spleen. It is given by mouth.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464200689
- Drug.image
- Penicillin-V-2D-skeletal.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Phenoxymethylpenicillin-from-xtal-3D-bs-17.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Veetids, Apocillin, others
- Drug.MedlinePlus
- a685015
- Drug.DailyMedID
- Penicillin V
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- CE02
- Drug.legal_US
- Rx-only
- Drug.legal_status
- Rx-only
- Drug.bioavailability
- 60%
- Drug.protein_bound
- 80%
- Drug.metabolism
- Liver
- Drug.elimination_half life
- 30–60 min
via Wikipedia infobox
Chemical data
- Formula
- C16H18N2O5S
- Molecular weight
- 350.4 g/mol
- IUPAC name
- (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C
- InChIKey
- BPLBGHOLXOTWMN-MBNYWOFBSA-N
- XLogP
- 2.1
- Polar surface area
- 121 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
2,850 papers- [Penicillin V].Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke · 1975
- Penicillin V.British medical journal · 1956
- Phenoxymethylpenicillin (penicillin V) and phenethicillin.The Medical clinics of North America · 1970
- Penicillin V potassium.Journal of the American Pharmaceutical Association · 1977
- Synthesis of penicillin V.Nature · 1957
via PubMed
~5 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Adverse effects
- Mechanism of action
- Compendial status
- History
- Society and culture
- Names
- References
Phenoxymethylpenicillin, also known as penicillin V (PcV) and penicillin VK, is an antibiotic useful for the treatment of a number of bacterial infections. Specifically it is used for the treatment of strep throat, otitis media, and cellulitis. It is also used to prevent rheumatic fever and to prevent infections following removal of the spleen. It is given by mouth.
Side effects include diarrhea, nausea, and allergic reactions including anaphylaxis. It is not recommended in those with a history of penicillin allergy. It is relatively safe for use during pregnancy. It is in the penicillin and beta lactam family of medications. It usually results in bacterial death.
Excerpted from Wikipedia’s “penicillin v” article, available under the CC BY-SA 4.0 licence.