Penicillin V: Difference between revisions

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{{Chem infobox
{{Chem infobox
|align=right
|align=right
|image=[[Image:Penicillin V structure.jpg|right|thumb|250px|{{#ifexist:Template:Penicillin V structure.jpg/credit|{{Penicillin V structure.jpg/credit}}<br/>|}}]]  
|image=[[Image:Penicillin V structure.jpg|center|thumb|250px|{{#ifexist:Template:Penicillin V structure.jpg/credit|{{Penicillin V structure.jpg/credit}}<br/>|}}]]  
|width=250px
|width=250px
|molname=penicillin V
|molname=penicillin V
|synonyms=''phenoxymethyl penicillin'''
|synonyms= see below
|molformula= C<sub>16</sub>H<sub>18</sub>N<sub>2</sub>O<sub>5</sub>S
|molformula= C<sub>16</sub>H<sub>18</sub>N<sub>2</sub>O<sub>5</sub>S
|molmass= 350.3895  
|molmass= 350.3895  
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'''Penicillin V''', or '''phenoxymethyl penicillin''', is a broad-spectrum, beta-[[lactam]]-based [[antibiotic]] used to treat mild to severe infections due to gram-positive bacteria.  It is used to treat dental, hear, middle ear, respiratory tract and skin infections, and can also treat [[rheumatic fever|rheumatic]] and [[scarlet fever]]s.
'''Penicillin V''', or '''phenoxymethyl penicillin''', is a broad-spectrum, beta-[[lactam]]-based [[antibiotic]] used to treat mild to severe infections due to Gram-positive bacteria.  It is used to treat dental, ear, middle ear, respiratory tract and skin infections, and can also treat [[rheumatic fever|rheumatic]] and [[scarlet fever]]s.  As opposed to [[penicillin G]], it is resistant to digestive acids and is effective when [[oral drug administration|administered orally]].


== Mechanism of action ==
== Mechanism of action ==
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* Fenospen®  
* Fenospen®  
* Fenoxypen®  
* Fenoxypen®  
* Ledercillin Vk®
{{col-break|width=25%}}
{{col-break|width=25%}}
'''Brand names'''
'''Brand names'''
* Ledercillin Vk®
* Meropenin®  
* Meropenin®  
* Oracillin®  
* Oracillin®  
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== External links ==
== External links ==
* {{DailyMed}}
{{CZMed}}
* {{MedMaster}}
* {{DrugBank}}

Revision as of 04:15, 16 February 2010

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penicillin V
IUPAC name: see chemistry section
Synonyms: see below
Formula: C16H18N2O5S

 Uses: antibiotic drug

 Properties: beta-lactam

 Hazards: see drug interactions

Mass (g/mol): CAS #:
350.3895 87-08-1



Penicillin V, or phenoxymethyl penicillin, is a broad-spectrum, beta-lactam-based antibiotic used to treat mild to severe infections due to Gram-positive bacteria. It is used to treat dental, ear, middle ear, respiratory tract and skin infections, and can also treat rheumatic and scarlet fevers. As opposed to penicillin G, it is resistant to digestive acids and is effective when administered orally.

Mechanism of action

Like other penicillin-like drugs, penicillin V works by binding to specific penicillin-binding proteins in bacterial cell walls and blocking the final cross-linking step in the synthesis of bacterial cell walls. This induces autolysis of the bactertial cells by autolysins.

Chemistry

Penicillin V is stable against degradation by beta-lactamases, including penicillinases, and cephalosporinases. Its IUPAC chemical name is (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[[2-(phenoxy)acetyl]amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid and it has molecular formula C16H18N2O5S (MM = 350.3895 g/mol).

Drug interactions

Tetracycline and its derivatives demeclocycline, doxycycline, methacycline, minocycline, oxytetracycline, rolitetracycline, and tetracycline are antagonists of penicillins. The effects of oral contraceptives, including [[ethinyl estradiol] and mestranol are decreased when using penicillin. Penicillins increases the effect and toxicity of methotrexate.[1]

Synonyms and brand names

synonyms

  • Fenossimetilpenicillina
  • Fenoximetilpenicilina
  • Penicillin Phenoxymethyl
  • Penicillin V Potassium
  • Phenoxymethylpenicillinic Acid
  • Phenoxymethylpenicillinic Acid Potassium Salt
  • Phenoxymethylpenicillin Potassium
  • Phenoxymethylenepenicillinic Acid
  • Phenoxymethyl Penicillin
  • Phenoximethylpenicillinum

Brand names

  • Acipen V®
  • Apopen®
  • Beepen-Vk®
  • Beromycin®
  • Betapen-Vk®
  • Calcipen®
  • Compocillin V®
  • Crystapen V®
  • Distaquaine V®
  • Eskacillian V®
  • Eskacillin V®
  • Fenacilin®
  • Fenospen®
  • Fenoxypen®
  • Ledercillin Vk®

Brand names

  • Meropenin®
  • Oracillin®
  • Oratren®
  • Ospen®
  • Pen-Oral®
  • Pen-V®
  • Pen-Vee®
  • Pen-Vee K®
  • Penapar-Vk®
  • Penicillin Vk®
  • Penicillin-Vk®
  • Pfizerpen Vk®
  • Phenocillin®
  • Phenomycilline®
  • Phenopenicillin®

Brand Names

  • Robicillin®
  • Rocilin®
  • Stabicillin®
  • Uticillin Vk®
  • V-Cil®
  • V-Cillin®
  • V-Cillin K®
  • V-Cylina®
  • V-Cyline®
  • V-Tablopen®
  • Vebecillin®
  • Veetids®
  • Veetids '125'®
  • Veetids '250'®
  • Veetids '500'®

External links

The most up-to-date information about Penicillin V and other drugs can be found at the following sites.