Penicillin V

(CC) Image: David E. Volk
Penicillin V

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 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

1. Acipen V®
2. Apopen®
3. Beepen-Vk®
4. Beromycin®
5. Betapen-Vk®
6. Calcipen®
7. Compocillin V®
8. Crystapen V®
9. Distaquaine V®
10. Eskacillian V®
11. Eskacillin V®
12. Fenacilin®
13. Fenospen®
14. Fenoxypen®
15. Ledercillin Vk®
16. Meropenin®
17. Oracillin®
18. Oratren®
19. Ospen®
20. Pen-Oral®
21. Pen-V®
22. Pen-Vee®
23. Pen-Vee K®
24. Penapar-Vk®
25. Penicillin Vk®
26. Penicillin-Vk®
27. Pfizerpen Vk®
28. Phenocillin®
29. Phenomycilline®
30. Phenopenicillin®
31. Robicillin®
32. Rocilin®
33. Stabicillin®
34. Uticillin Vk®
35. V-Cil®
36. V-Cillin®
37. V-Cillin K®
38. V-Cylina®
39. V-Cyline®
40. V-Tablopen®
41. Vebecillin®
42. Veetids®
43. Veetids '125'®
44. Veetids '250'®
45. Veetids '500'®

External links

• Penicillin V - FDA approved drug information (drug label) from DailyMed (U.S. National Library of Medicine).
• Template:MedMaster
• Template:DrugBank