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Healthcare Communications

Ampicillin & Amoxycillin


Beta Lactam Antibiotics

Possess beta-lactam ring in their nucleus include
- Penicillins
- Cephalosporins



Basic Structure Of Penicillin




- Possess beta-lactam ring and thiazolidine ring in their nucleus (6-APA : 6-amino penicillanic acid)
- Semi synthetic penicillins produced by altering the composition of the side chain attached to 6 APA nucleus
- Stability of penicillins against gastric acid and beta-lactamase varies among individual compounds

Classification Of Penicillins

- Natural penicillins : Penicillin G (Benzyl penicillin) Procaine penicillin G
Benzathine penicillin G
- Acid resistant penicillins : Phenoxymethyl penicillin (penicillin V)
Phenoxyethyl penicillin (phenethicillin
- Penicillinase-resistant penicillins : a) Acid Labile : Methicillin, Nafcillin, Cloxacillin, Dicloxacillin b) Acid resistant : Flucloxacillin


Classification Of Penicillins (Contd…)

- Penicillins effective against Gram-positive and some Gram-negative organisms: Ampicillin, Amoxycillin, Talampicillin, Pivampicillin
- Extended spectrum penicillins:
a) Carboxypenicillins : Carbenicillin, Ticarcillin
b) Ureidopenicillins : Piperacillin, Mezlicillin
c) Amidinopenicillins : Mecillinam, Pivmecillinam
- Penicillins with betalactamase inhibitors:
Amoxycillin-clavulanic acid
Ticarcillin-clavulanic acid



Types of penicillin
of adm.
Broad /
narrow spectrum

1) Natural
eg; Benzyl penicillin

relatively narrow
2) Acid resistant
eg; Phenoxymethyl penicillin
relatively narrow
3) Isoxazolyl penicillins eg; Cloxacillin
Oral, parenteral
4) Aminopenicillins, eg.,ampicillin, amoxycillin
Oral, parenteral


Mechanism Of Action Of Penicillins

* Bactericidal
* Inhibition of bacterial cell wall synthesis



* Hydrolysis by beta lactamase breaks the beta lactam ring
* Important mechanism of resistance
* Beta lactamase producers include Staph. aureus, E. coli, H. influenzae, Neisseriae, etc.



Broad spectrum penicillin, effective against gram-positive and gram-negative bacteria


Ampicillin - Antibacterial Spectrum some important organisms

Gram +ve Streptococci
Gram -ve
H. Influenzae Proteus mirabilis Salmonella Shigella E. coli



* Absorbed following oral administration
* Peak 2 hours after oral dose; 1 hour after IM dose * Plasma levels persist for 6 hours



* Well distributed in tissues / fluids
* Excreted unchanged in urine
* Good concentrations in bile
* Crosses blood-brain barrier when meninges are inflammed
* Crosses placental barrier and excreted in breast milk


Fate / Excretion

* Not metabolized in the body
* Excreted unchanged in urine
* Unabsorbed drug excreted in stools


Dosage & Administration

* Usual adult dose 250-500 mg 6 hourly orally / IM / IV. (Higher doses eg., 1 g 6 hourly for refractory infections)
* Children : 25 - 100 mg / Kg / day


* Well known for good tolerability
* Diarrhoea, skin rashes may occur
* Safe in pregnancy, lactation, children
* Contraindicated in hypersensitivity to penicillins



* Respiratory tract and ENT infections eg, pharyngitis, tonsillitis, otitis media, sinusitis, bronchitis, pneumonia

- Good concentrations in respiratory tract and coverage of common organisms in RTI, eg, Streptococci and H. influenzae
- Good efficacy and tolerability; suitable for day-to-day respiratory infections


Indications (Contd…)

* Urinary tract infections « Excreted in urine in active form
- Covers E. coli and other organisms involved in UTI

* Biliary tract infections « Enterohepatic circulation; high concentrations in biliary tract
- Efficacy against salmonella; useful in typhoid carriers


Indications (Contd…)

* Meningitis
- Achieves adequate concentrations in CSF in the presence of inflamed meninges. Covers bacterial causes eg., E. coli, H. influenzae, Neisseria

* G. I. Infections / Enteric fever
- Effective against some strains of shigella & salmonella, but other drugs eg, fluoroquinolones may be preferred for these situations today

* Gonorrhoea
- Effective against non-beta lactamase - producing strains of Neisseria gonorrhoea
- 1g single dose



- Broad spectrum penicillin; similar to ampicillin
- OH group in chemical structure confers pharmacokinetic differences from ampicillin
- Superior G. I. absorption, with serum concentration double that with a similar dose of ampicillin


Amoxycillin Spectrum - Important Organisms

Gram +ve Streptococci  
Gram -ve Neisseria H. Influenzae Proteus mirabilis Salmonella Shigella E. coli




* Well absorbed orally; serum concentrations twice those with ampicillin
* Higher tissue concentrations than ampicillin
* Peak similar to ampicillin (2 hours) but levels persist longer (8 hours), hence t. d. s. administration
* Good concentrations in bile & urine; crosses placental barrier and excreted in breast milk
* Not metabolized in body; excreted unchanged in urine

Dosage and Administration

* Usual adult dose 250-50 mg 8 hourly
* Children : 25 - 100 mg / Kg / day (Administered orally and parenterally)



* Well known for good tolerability
* Lower incidence of diarrhoea & rash than with ampicillin
* Safe in pregnancy, lactation, children
* Contraindicated in patients hyper sensitive to penicillins



Salient Features of Ampicillin & Amoxycillin

* Broad spectrum penicillins, similar spectra covering common gram positive and gram negative bacteria
* Effective by oral / parenteral routes
* Safety and good tolerability is well known
* Well distributed in the body
* Effective in RTI & ENT infections, UTI, biliary tract infections, G. I. Infections, enteric fever, meningitis, gonorrhoea
* Safe in pregnancy, lactation & in children
* Amoxycillin is better absorbed than ampicillin; achieves twice the serum concentrations of ampicillin
* Less diarrhoea, rash with amoxycillin