Beta-Lactam Antibiotics Flashcards
Describe the mechanism of resistance in beta-lactam antibiotics.
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Describe the MOA of beta-lactam antibiotics.
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Name the classes of Beta-Lactam Antibiotics.
Penicillins
Cephalosporins
Monobactams
Carbapenems
Name the classes of Penicillin Antibiotics.
Natural
β-Lactamase Resistant
Aminopenicillin
Carboxypenicillin
Acylureidopenicillin
Name the Natural Penicillins (Brand & Generic).
Penicillin G—benzylpenicillin
Penicillin V—Phenoxymethylpenicillin
What are the ROA’s for the natural Penicillins.
Penicillin G—IV
Penicillin V—PO
What are the Gram(+)/(-) for Natural Penicillins?
Penicillin G—Gram(+) Potent
Penicillin V—Gram(+) Potent
Beta-LA Resistance for Natural Penicillins
Penicillin G—Hydrolyzed
Penicillin V—Hydrolyzed
Spectrum of Natural Penicillins
Penicillin G—Narrow
Penicillin V—Narrow
Additional Notes for Natural Penicillins
Penicillin G—Poor amide resonance = fairly basic N
Penicillin V—Electron withdrawing group (EWG) increases bioavailability; T1/2 = 5hrs
Name the Beta-Lactamase Resistant Penicillins (Brand & Generic)
Staphcillin—methicillin
Unipen—naphcillin
Prostaphilin—oxacillin (X1 = X2 = H)
Tegopen—cloxacillin (X1= Cl, X2 = H)
Dynapen—dicloxacillin (X1 = X2 = Cl)
ROA for Beta-Lactamase Resistant Penicillins
Staphcillin—IV
Unipen—PO
Prostaphilin—PO
Tegopen—PO
Dynapen—PO
Gram (+)/(-) for Beta-Lactamase Resistant Penicillins
Staphcillin—Gram (+)-Good
Unipen—Gram (+)-Good
Prostaphilin—Gram (+)-Good
Tegopen—Gram (+)-Good
Dynapen—Gram (+)-Good
Additional Notes for Beta-Lactamase Resistant Penicillins
Staphcillin—More acid Labile (liable to change) than Pen G
Unipen—Most Active; mass-to-mass comparison
Prostacillin—Differ in the Halogen on Ring (EWG)
Order of increase H Stability (OCD)
↑ Acid Solubility = ↑EWG = Stable
Tegopen—Differ in the Halogen on Ring (EWG)
Order of increase H Stability (OCD)
↑ Acid Solubility = ↑EWG = Stable
Dynopen—Differ in the Halogen on Ring (EWG)
Order of increase H Stability (OCD)
↑ Acid Solubility = ↑EWG = Stable
Name the Aminopenicillin Penicillins (Brand & Generic)
Polycillin—ampicillin (bacampicillin)
Amoxil—amoxicillin
ROA for Aminopenicillin Penicillins
Polycillin—PO
Amoxil—PO
Gram (+)/(-) for Aminocillin Penicillins
Polycillin—Gram (+)-Good, Gram (-)-Low
Amoxil—Gram (+)-Good, Gram (-)-Low
Beta-LA Resistance for Aminocillins
Polycillin—Hydrolyzed
Amoxil—Hydrolyzed
Beta-LA Resistance for Beta-Lactamase Resistant Penicillins
Staphcillin—Stable
Unipen—Stable
Prostaphilin—Good
Tegopen—Good
Dynapen—Good
Spectrum for Beta-Lactamase Resistant Penicillins
Staphcillin—Narrow
Unipen—Narrow
Prostaphilin—Narrow
Tegopen—Narrow
Dynapen—Narrow
Spectrum for Aminocillin Penicillins
Polycillin—Moderate
Amoxil—Moderate
Additional Notes for Aminocillin Penicillins
Polycillin—Prodrug-Hydro; R-isomer better for (G-)
Amoxil—2x better absorption; Less GI upset; #1
Name the Carboxypenicillin Penicillins (Brand & Generic)
Geopen—carbenicillin
Ticar—ticarcillin
ROA for Carboxypenicillin Penicillins
Geopen—PO, IV
Ticar—IV
Gram (+)/(-) for Caboxypenicillin Penicillins
Geopen—Gram (+)-Good, Gram (-)-Good
Ticar—Gram (+)-Good, Gram (-)-Good
Beta-LA Resistance for Carboxypenicillin Penicillins
Geopen—Hydrolized
Ticar—Hydrolized
Spectrum for Carboxypenicillin Penicillins
Geopen—Extended
Ticar—Extended
Additional Notes for Carboxypenicillin Penicillins
Geopen—Racemize in Soln, Affect platelet=bleed
Ticar—Req High Dose (30-40g) QD, Thiophene
Name the Acylureidopenicillin Penicillins (Brand & Generic)
Piperacil—pipericillin
Azlin—azlocillin
Mezlin—mezlocillin
ROA for Acylureidopenicillin Penicillins
Piperacil—IV
Azlin—IV
Mezlin—IV
Gram (+)/(-) for Acylureidopenicillin Penicillins
Piperacil—Gram (+)-Good, Gram(-)-Good
Azlin—Gram (+)-Good, Gram(-)-Good
Mezlin—Gram (+)-Good, Gram(-)-Good
Spectrum for Acylureidopenicillin Penicillins
Piperacil—Extended
Azlin—Extended
Mezlin—Extended
Beta-LA Resistance for Acylureidopenicillin Penicillins
Piperacil—Hydrolized
Azlin—Hydrolyzed
Mezlin—Hydrolyzed
Additional Notes for Acylureidopenicillin Penicillins
Piperacil—+20g QD, Bulk not close to block attack
Azlin—More potent than Carbencillin, Acid
Labile; Mezlo forms sulfonamide
Mezlin—More potent than Carbencillin, Acid
Labile; Mezlo forms sulfonamide
Name the classes of Cephalosporins
1st, 2nd, 3rd, and 4th Generation
Name the 1st Generation Cehphalosporins (Brand & Generic)
Keflin - Cephalothin
Ancef - Cefazolin
Keflex - Cephalexin
ROA for 1st Generation Cephalosporins
Keflin - IV
Ancef - IV
Keflex - PO
Gram (+)/(-) for 1st Generation Cephalosporins
Keflin - Gram (+): Good, Gram (-): Modest
Anceft - Gram (+): Good, Gram (-): Modest
Keflex - Gram (+): Good, Gram (-): Modest
Beta-LA Resistance in 1st Generation Cephalosporins
Keflin - Stable
Anceft - Stable
Keflex - Stable
Spectrum for 1st Generation Cephalosporins
Keflin - Moderate
Ancef - Moderate
Keflex - Moderate
Additional Notes for 1st Generation Cephalosporins
Keflin - Thiophene; R2 = Acetoxymethyl Activity
Ancef - Longest T1/2; 85% Serum Protein Bound
Keflex - Not metabolized (90% urine); UTI
Name the 2nd Generation Cephalosporins (Brand & Generic)
Ceftin - cefuroxime (axetil)
Mefoxin - cefoxitin
ROA for the 2nd Generation Cephalosporins
Ceftin - PO, IV
Mefoxin - IV
Gram (+)/(-) for 2nd Generation Cephalosporins
Ceftin - Gram (+): Good, Gram (-): Modest
Mefoxin - Gram (+): Low, Gram (-): Modest
Beta-LA Resistance for 2nd Generation Cephalosporins
Ceftin - Good
Mefoxin - Good
Specturm for 2nd Generation Cephalosporins
Ceftin - Moderate
Mefoxin - Moderate
Additional Notes for 2nd Generation Cephalosporins
Ceftin - Prodrug-Ester; Oxime Ether in Syn; CSF
Mefoxin - Anaerobes; Competitive Inhibitor