Pivampicillin

DB01604ApprovedWithdrawnSmall molecule

Pivampicillin is an ampicillin prodrug used to treat a variety of infections. Pivalate ester analog of ampicillin.

Chemical structure of Pivampicillin
Mechanism
Curator reviewed
Primary indication
or the treatment of respiratory tract infections (including acute bronchitis, acute exacerbations of chronic bronchitis and pneumonia); ear, nose and throat infections; gynecological infections; urinary tract infections (including acute uncomplicated gonococcal urethritis) when caused by...Curator reviewed · 1 structured indication
Formula / weight
C22H29N3O6S · 463.547 g/mol (avg)
First approval
Canada, 1984
Also known as
Ampicillin pivaloyloxymethyl ester · Pivaloylampicillin · Pivaloyloxymethyl ampicillinate
Code names
MK-191

Resolves to

Compound
UNII0HLM346LL7CAS33817-20-8ChEMBLCHEMBL3182343ChEBI8255PubChem33478KEGGC11750
Clinical / RWD
RxNorm8372ATCJ01CA02ATCJ01CR50PharmGKBPA164776912
Structure
InChIKeyZEMIJUDPLILVNQ-ZXFNITATSA-NSMILES[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OCOC(=O)C(C)(C)C
Targets
Q8XJ01pbpA

What you can answer from here — as of September 13, 2026

2Protein targetsEach mapped to UniProt, with action and pharmacological action
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194Drug interactionsStructured to mechanism, not free text
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1Structured indicationCondition, population, route and combination as fields, not prose
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5Marketed productsAcross 2 countries and 2 labellers
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2ATC codesIncluding every combination product, plus 13 drug categories
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5+ReferencesStructured and connected to the statements they support
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