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Phenoxymethylpenicillin

Phenoxymethylpenicillin
Penicillin-V-2D-skeletal.png
Phenoxymethylpenicillin ball-and-stick.png
Clinical data
Trade names Veetids, others
AHFS/Drugs.com Monograph
MedlinePlus a685015
License data
Pregnancy
category
  • US: B (No risk in non-human studies)
Routes of
administration
by mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability 60%
Protein binding 80%
Metabolism liver
Biological half-life 30–60 min
Excretion kidney
Identifiers
Synonyms penicillin phenoxymethyl, penicillin V
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.001.566
Chemical and physical data
Formula C16H18N2O5S
Molar mass 350.39 g/mol
3D model (Jmol)
Melting point 120–128 °C (248–262 °F)
  

Phenoxymethylpenicillin, also known as penicillin V, 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 follow 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.

Phenoxymethylpenicillin was first made in 1948. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. It is available as a generic medication. The wholesale cost in the developing world is about 0.05 to 0.96 USD per day. In the United States a course of treatment costs less than 25 USD.

Specific indications for phenoxymethylpenicillin include:

Penicillin V is sometimes used in the treatment of infections.

It is less active than benzylpenicillin (penicillin G) against Gram-negative bacteria. Phenoxymethylpenicillin has a range of antimicrobial activity against Gram-positive bacteria that is similar to that of benzylpenicillin and a similar mode of action, but it is substantially less active than benzylpenicillin against Gram-negative bacteria.


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