Hetacillin
Chemical compound
From Wikipedia, the free encyclopedia
Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and has no antibacterial activity itself,[1] but quickly splits off acetone in the human body to form ampicillin,[2] which is active against a variety of bacteria.
administrationIntramammary injection
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| Trade names | Hetacin, Versapen |
| AHFS/Drugs.com | Veterinary Use |
| Routes of administration | Intramammary injection |
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| ECHA InfoCard | 100.020.466 |
| Chemical and physical data | |
| Formula | C19H23N3O4S |
| Molar mass | 389.47 g·mol−1 |
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Administration
Hetacillin can be administered orally. The potassium salt, hetacillin potassium, is administered by injection, either intravenously[3] or intramuscularly.[4] It is sold under the trade name Hetacin for intramammary 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Hetacillin was withdrawn from the market for human use when the discovery was made that it had no advantages over ampicillin.[6]
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 (99 °F) and pH 7, quickly releasing acetone again.[7]
