Versapen
Versapen Uses, Dosage, Side Effects, Food Interaction and all others data.
Versapen is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Versapen has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Versapen results from the inhibition of cell wall synthesis and is mediated through Versapen binding to penicillin binding proteins (PBPs). Versapen has been withdrawn from the market since it has been discovered that it has no therapeutic advantage compared to non-ester derivatives like ampicillin.
Versapen is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Versapen has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Versapen results from the inhibition of cell wall synthesis and is mediated through Versapen binding to penicillin binding proteins (PBPs).
| Trade Name | Versapen |
| Generic | Hetacillin |
| Hetacillin Other Names | Hetacilina, Hetacillin, Hétacilline, Hetacillinum |
| Type | |
| Formula | C19H23N3O4S |
| Weight | Average: 389.469 Monoisotopic: 389.140926929 |
| Groups | Approved, Vet approved, Withdrawn |
| Therapeutic Class | |
| Manufacturer | |
| Available Country | |
| Last Updated: | September 19, 2023 at 7:00 am |
Uses
Versapen is a beta-lactam antibiotic prodrug used to treat bacterial infections. In the body it gets converted to ampicillin.
How Versapen works
Versapen is a semisynthetic penicillin prodrug which itself has no antibacterial activity, but is converted in the body to ampicillin and has actions and uses similar to those of ampicillin. Versapen is prepared by reacting ampicillin with acetone. Ampicillin rapidly decomposes because of the intramolecular attack of the side chain amino group on the lactam ring. In vitro studies have shown that hetacillin is resistant to beta lactamase activity. However, this effect is transient, as the hydrolysis product, ampicillin, is readily inactivated by beta lactamase. Versapen locks up the offending amino group and prevents the decomposition of Versapen. Once hydrolyzed to ampicillin (and acetone), ampicillin binds to the penicillin binding proteins found in susceptible bacteria. This inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.
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