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Hetacillin

Chemical compound

Summary

Chemical compound

| Drugs.com =

| elimination_half-life =

Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and has no antibacterial activity itself, but quickly splits off acetone in the human body to form ampicillin, which is active against a variety of bacteria. TOC

Administration

Hetacillin can be administered orally. The potassium salt, hetacillin potassium, is administered by injection, either intravenously or intramuscularly. It is sold under the trade name Hetacin for intramammary injection in veterinary use.

Hetacillin was withdrawn from the market for human use when the discovery was made that it had no advantages over ampicillin.

Chemistry

Hetacillin is prepared from ampicillin and acetone. In aqueous solutions it is unstable, with a half life of 15 to 30 minutes at 37 °C and pH 7, quickly releasing acetone again.

References

References

  1. "Hetacillin". Drugbank.
  2. (June 1967). "Laboratory and pharmacological studies in man with hetacillin and ampicillin". British Medical Journal.
  3. (August 1970). "[Clinical effect of intravenous injection of potassium hetacillin (Versapen 'Bristol') on pre- and post-operative infections] (in Japanese)". The Japanese Journal of Antibiotics.
  4. (December 1970). "[Therapeutic experience with intramuscular injection of hetacillin (Versapen 'Bristol') in infection in children] (in Japanese)". The Japanese Journal of Antibiotics.
  5. Hetacin-K Intramammary Infusion for {{Drugs.com. vet. hetacin-k-intramammary-infusion
  6. (1970). "Hetacillin: A Chemical and Biological Comparison with Ampicillin". Chemotherapy.
  7. (January 1973). "Independent antibiotic actions of hetacillin and ampicillin revealed by fast methods". Antimicrobial Agents and Chemotherapy.
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This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

penicillins prodrugs withdrawn-drugs imidazolidinones
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