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| Clinical data | |
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| Trade names | Hetacin, Versapen |
| AHFS/Drugs.com | Veterinary Use |
| Routes of administration | Intramammary injection |
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| CompTox Dashboard(EPA) | |
| ECHA InfoCard | 100.020.466 |
| Chemical and physical data | |
| Formula | C19H23N3O4S |
| Molar mass | 389.47 g·mol−1 |
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Hetacillin is abeta-lactam antibiotic that is part of theaminopenicillin family. It is aprodrug and has no antibacterial activity itself,[1] but quickly splits offacetone in the human body to formampicillin,[2] which is active against a variety of bacteria.
Hetacillin can be administered orally. Thepotassium salt, hetacillin potassium, is administered byinjection, either intravenously[3] or intramuscularly.[4] It is sold under the trade nameHetacin forintramammary injection in veterinary use.[5]
Hetacillin was withdrawn from the market for human use when the discovery was made that it had no advantages over ampicillin.[6]
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 (99 °F) and pH 7, quickly releasing acetone again.[7]
