Hetacillin
| File:Hetacillin structure.svg | |
| Clinical data | |
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| Trade names | Hetacin, Versapen |
| AHFS/Drugs.com | Veterinary Use |
| Routes of administration | Intramammary injection |
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| E number | {{#property:P628}} |
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| ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
| Chemical and physical data | |
| Formula | C19H23N3O4S |
| Molar mass | 389.47 g·mol−1 |
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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.
Administration
[edit | edit source]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Hetacillin was withdrawn from the market for human use when the discovery was made that it had no advantages over ampicillin.[6]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
[edit | edit source]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]
References
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- ^ Hetacin-K Intramammary Infusion for Veterinary Use
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