Substance

ID:298

Names and Identifiers
IUPAC name
(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
ampicillin
Synonyms
Ampicillin BaseAmpicillin AnhydrousAmpicillin AcidAminobenzylpenicillinAmpicillinAmpicillina [Dcit]Ampicillin TrihydrateAmpicillin SodiumAmpicillinum [INN-Latin]Ampicillin AnhydrateD-AmpicillinAmpicillin [Usan:Ban:Inn:Jan]Anhydrous AmpicillinBayer 5427AmpicillineAmpicilina [INN-Spanish]Ampicilline [INN-French]
Brand Name
UltrabionUltrabronViccillinPrincillinPrincipen '500'SumipantoSynpeninTrifacilinaViccillin SPfizerpen-APrincipen '250'Ro-AmpenRosamplineTokiocillinTolomolGeocillinOrbicilinaPen a OralPenbritin PaediatricPenbrockPensynPolycillin-NAmpy-PenylBonapicillinBritacilCopharcilinDeripenOmnipenPenbristolPenbritin SyrupPenimicPentrexlPfizerpen AGrampenilGuicitrineMorepenNorobrittinNuvapenOlin KidAmpivetBRLBinotalCimexD-CillinDelcillinAmblosinAmfipenAmpi-BolAmpi-CoAmpi-TabAmpisynSupenTexcillinTotapenVampenAlpenRacenacillinRoscillinSemicillin RServicillinSk-AmpicillinSpectrobidPenbritin-SPentrexPentrexylPonecilPrincipen '125'QidampDuphacillinLifeampilOmnipen-NPen APen AmpilPenbritinAmpipenin, Nt3AmplisomAustrapenCampicillinDivercillinDoktacillinAmcillAmfipen VAmipenix SAmpichelAmpicilAmpicinSemicillinTotacillinTotacillin-NTotalciclinaWypicilAcillinAmplinGuicitrinaNovo-AmpicillinPeniclinePolycillinPrincipenAmpiAmpicillin AAmpikelAmpimedAmpipeninAmpiscelAmplacilinaAmplipenylAmplitalAB-PCAdobacillinAmpenAb-Pc SolAmpifarmAmpivax
Registration numbers
CAS Number
PubChem CID
PubChem SID
Properties
Physical Property
Solubility
1.01E+004 mg/L
Hydrophobicity(logP)
0.4
Molecule Details
Drug Groups
approved
Description
Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. [PubChem]
Indication
For treatment of infection (Respiratory, GI, UTI and meningitis) due to E. coli, P. mirabilis, enterococci, Shigella, S. typhosa and other Salmonella, nonpenicillinase-producing N. gononhoeae, H. influenzae, staphylococci, streptococci including streptoc
Pharmacology
Ampicillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Ampicillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Ampicillin results from the inhibition of cell wall synthesis and is mediated through Ampicillin binding to penicillin binding proteins (PBPs). Ampicillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Affected Organisms
Enteric bacteria and other eubacteria
Elimination
Ampicillin is excreted largely unchanged in the urine.
External Links
Molecular Spectra
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References
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Ampicillin, CAS 69-53-4 | Molfinder