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Toxicology
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== Adverse Effects and Precautions ==
== Adverse Effects and Precautions ==
Phenoxymethylpenicillin is usually well tolerated but may occasionally cause transient [[nausea]], vomiting, epigastric distress, [[diarrhea]], and [[black hairy tongue]]. A previous [[hypersensitivity|hypersensitivity reaction]] to ''any'' [[penicillin]] is a [[contraindication]].<ref name="DailyMed"/><ref name="Martindale"/>
Phenoxymethylpenicillin is usually well tolerated but may occasionally cause transient [[nausea]], vomiting, epigastric distress, [[diarrhea]], and [[black hairy tongue]]. A previous [[hypersensitivity|hypersensitivity reaction]] to ''any'' [[penicillin]] is a [[contraindication]].<ref name="DailyMed"/><ref name="Martindale"/>

== Toxicology ==
{{Expand-section|date=26 March 2010}}


==References==
==References==

Revision as of 08:54, 26 March 2010

Phenoxymethylpenicillin
Clinical data
License data
Routes of
administration
enteral
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability60%
Protein binding80%
Metabolismhepatic
Elimination half-life30–60 min
Excretionrenal
Identifiers
  • (2S,5R,6R)-3,3-dimethyl-7-oxo-6- [(phenylacetyl)amino]- 4-thia-1-azabicyclo[3.2.0] heptane-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
CompTox Dashboard (EPA)
ECHA InfoCard100.001.566 Edit this at Wikidata
Chemical and physical data
FormulaC16H18N2O5S
Molar mass350.39 g/mol g·mol−1
3D model (JSmol)
  • OC(=O)[C@@H]2N3C(=O)[C@@H](NC(=O)Cc1ccccc1)[C@H]3SC2(C)C

Phenoxymethylpenicillin, commonly known as penicillin V, is the orally active form of penicillin. It is less active than benzylpenicillin, however, and is appropriate only in conditions where high tissue concentrations are not required. Phenoxymethylpenicillin exerts a bactericidal action against penicillin sensitive microorganisms during the stage of active multiplication. It acts through the inhibition of biosynthesis of cell-wall Peptidoglycan. It is not active against the Beta-lactamase-producing bacteria, which include many strains of staphylococci.[1]

Phenoxymethylpenicillin has a range of antimicrobial activity similar to that of benzylpenicillin and a similar mode of action. It may be less active against some susceptible organisms, particularly Gram-negative bacteria. The mechanisms and patterns of resistance to phenoxymethylpenicillin are similar to those of benzylpenicillin.[1][2]

It is used only for the treatment of mild to moderate infections, and not for chronic, severe, or deep-seated infections since absorption can be unpredictable. Therapy should be guided by bacteriological studies (including sensitivity tests) and by clinical response.[1] Patients treated initially with parenteral benzylpenicillin may continue oral treatment with phenoxymethylpenicillin once a satisfactory clinical response has been obtained.[2]

Indications

Specific indications for phenoxymethylpenicillin include:[2][3]

Penicillin V is the first choice in the treatment of odontogenic infections.

Adverse Effects and Precautions

Phenoxymethylpenicillin is usually well tolerated but may occasionally cause transient nausea, vomiting, epigastric distress, diarrhea, and black hairy tongue. A previous hypersensitivity reaction to any penicillin is a contraindication.[1][2]

Toxicology

References

  1. ^ a b c d "Penicillin V Potassium tablet: Drug Label Sections". U.S. National Library of Medicine, Daily Med: Current Medication Information. 12/2006. Retrieved 2009-08-02. {{cite web}}: Check date values in: |date= (help)
  2. ^ a b c d Sweetman S., ed. (2002). Martindale: The complete drug reference (Electronic version ed.). London: Royal Pharmaceutical Society of Great Britain and the Pharmaceutical Press.
  3. ^ Rossi S., ed. (2006). Australian Medicines Handbook. Adelaide: Australian Medicines Handbook Pty Ltd. ISBN 0-9757919-2-3.

See also