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Chapter Content
-History & Classification
-SAR & Synthesis
-Use & Adverse Effects
β-Lactam antibiotics
β-lactam antibiotics (beta-lactam antibiotics) are antibiotics that contain a beta-lactam
ring in their molecular structure. This includes penicillin derivatives (penams), cephalosporins
(cephems), monobactams, carbapenems and carbacephems.
Penicillins as well as cephalosporins are called beta-lactam antibiotics and are
characterized by three fundamental structural requirements:
 The fused beta-lactam structure
 Free carboxyl acid group
 one or more substituted amino acid side chains
Chemical Classification of Penicillin
a)Natural Penicillin
Benzylpenicillin
2-Pentenyl Penicillin F
Penicillin V
Penicillin X
Penicillin O
Penicillin K
N-pentyl penicillin
Semi-Synthetic Penicillin
Methicillin
Nafcillin Oxacillin Cloxacillin
Semi-Synthetic Penicillin
Dicloxacillin Flucloxacillin Carbenicillin
Ticarcillin
Piperacillin
Mezlocillin
Ciclacillin
Based on Spectrum of Activity
a)Effective against Gram positive bacteria: Benzyl
Penicillin,Ampicillin,Oxacillin
b)Effective against Gram Negative bacteria: Temocillin
c)Broad Spectrum penicillins: Ampicillin, Amoxicillin,
Carbenicillin
d)Penicillinase resistant penicillin: Methicillin, Nafacillin,
Oxacillin, Cloxacillin, Dicloxacillin, Flucloxacin
e)Acid resistant penicillin: Benzathine penicillin,
Phenoxymethyl penicillin,Phenoxy ethyl penicillin,Phenoxy
propyl penicillin
Metabolism of Penicillin
(6-Aminopenicillanic acid)
Synthesis of Benzylpenicillin
Brand Name
Amoxil Nafcil
Bactocill Pipracil
Bicillin L-A Veetids
Cloxapen Ticar
Crysticillin Staphcillin
Dynapen Principen
Geocillin Pfizerpen

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