Natacillin

Natacillin Uses, Dosage, Side Effects, Food Interaction and all others data.

Natacillin 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. Natacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Natacillin results from the inhibition of cell wall synthesis and is mediated through Natacillin binding to penicillin binding proteins (PBPs). Natacillin has been withdrawn from the market since it has been discovered that it has no therapeutic advantage compared to non-ester derivatives like ampicillin.

Natacillin 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. Natacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Natacillin results from the inhibition of cell wall synthesis and is mediated through Natacillin binding to penicillin binding proteins (PBPs).

Trade Name Natacillin
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Groups Approved, Vet approved, Withdrawn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
Natacillin
Natacillin

Uses

Natacillin is a beta-lactam antibiotic prodrug used to treat bacterial infections. In the body it gets converted to ampicillin.

How Natacillin works

Natacillin 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. Natacillin 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. Natacillin locks up the offending amino group and prevents the decomposition of Natacillin. 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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