Penicillin V

(CC) Image: David E. Volk
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.

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.

• Penicillin V - FDA approved drug information (drug label) from DailyMed (U.S. National Library of Medicine).
• Penicillin V - Drug information for consumers from MedlinePlus (U.S. National Library of Medicine).
• Penicillin V - Detailed information from DrugBank.