Metacillin

Metacillin - General Information

One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem]

Pharmacology of Metacillin

Metacillin (INN, BAN) or methicillin (USAN) is a narrow spectrum beta-lactam antibiotic of the penicillin class. It is no longer clinically used. Its role in therapy has been largely replaced by flucloxacillin and dicloxacillin, however the term methicillin-resistant Staphylococcus aureus (MRSA) continues to be used to describe Staphylococcus aureus strains resistant to all penicillins.

Additional information about Metacillin

Metacillin Indication: Used to treat infections caused by susceptible Gram-positive bacteria, particularly beta-lactamase-producing organisms such as Staphylococcus aureus that would otherwise be resistant to most penicillins.
Mechanism Of Action: Like other beta-lactam antibiotics, meticillin acts by inhibiting the synthesis of bacterial cell walls. It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell wall of Gram-positive bacteria. It does this by binding to and competitively inhibiting the transpeptidase enzyme used by bacteria to cross-link the peptide (D-alanyl-alanine) used in peptidogylcan synthesis.
Drug Interactions: Not Available
Food Interactions: Not Available
Generic Name: Meticillin
Synonyms: (2,6-Dimethoxyphenyl)penicillin; 6-(2,6-Dimethoxybenzamido)penicillanic acid; Meticilina [inn-spanish]; Meticilline [inn-french]; Meticillinum [inn-latin]; Methicillinum; Methycillin; Meticillin
Drug Category: Anti-Bacterial Agents; Penicillins
Drug Type: Small Molecule; Approved

Other Brand Names containing Meticillin: Dimocillin; Metacillin;
Absorption: Not absorbed following oral administration.
Toxicity (Overdose): Not Available
Protein Binding: Not Available
Biotransformation: Hepatic (20-40%).
Half Life: 25-60 minutes
Dosage Forms of Metacillin: Solution Parenteral
Chemical IUPAC Name: (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Chemical Formula: C17H20N2O6S
Meticillin on Wikipedia: https://en.wikipedia.org/wiki/Methicillin
Organisms Affected: Enteric bacteria and other eubacteria