pivampicillin
Sign in to saveAlso known as Ampicillin pivaloyloxymethyl ester, Pivaloylampicillin, Pivaloyloxymethyl ampicillinate, Pivampicilina, Pivampicilline, Pivampicillinum
Pivampicillin is a pivaloyloxymethyl ester of ampicillin. It is a prodrug, which is thought to enhance the oral bioavailability of ampicillin because of its greater lipophilicity compared to that of ampicillin. __TOC__ ==Adverse effects== Prodrugs that release pivalic acid when broken down by the body—such as pivampicillin, pivmecillinam, and cefditoren pivoxil—have long been known to deplete levels of carnitine. This effect is not due to the drug itself but to pivalate, which is mostly removed from the body by forming a conjugate with carnitine. Although short-term use of these drugs can caus
Research
333 papers- Clinical pharmacology of pivampicillin.Antimicrobial agents and chemotherapy · 1974
- Pivampicillin for endocarditis.Lancet (London, England) · 1987
- [Ampicillin--pivampicillin--amoxicillin].Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke · 1977
- Choosing between oral amoxycillin, pivampicillin and ampicillin.Drug and therapeutics bulletin · 1989
- Pivampicillin-promoted excretion of pivaloylcarnitine in humans.Biochemical pharmacology · 1987
via PubMed
Wikidata facts
- Mass
- 463.177707
- Has use
- medication
Show 6 more facts
- chemical formula
- C₂₂H₂₉N₃O₆S
- canonical SMILES
- CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C(C)(C)C)C
- isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)C(C)(C)C)C
- World Health Organisation international non-proprietary name
- pivampicillin
- defined daily dose
- 1.05
- subject has role
- antibiotic
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Adverse effects
- Availability
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464208299 | IUPAC_name = 2,2-Dimethylpropanoyloxymethyl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenyl-acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | image = Pivampicillin.svg | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = Oral
Excerpted from Wikipedia’s “pivampicillin” article, available under the CC BY-SA 4.0 licence.