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QuickView for Mezlocillin (compound)


PubChem
Name: Mezlocillin
PubChem Compound ID: 40027
Description: Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections.
Molecular formula: C21H25N5O8S2
Molecular weight: 539.584 g/mol
Synonyms:
Mezlocillinum [INN-Latin]; EINECS 257-233-8; Mezlin; Mezlocilina [INN-Spanish]; Mezlocillin [USAN:BAN:INN]; 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((((3-(methylsulfonyl)-2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-7-oxo-, (2S-(2alpha,5alpha,6beta(S*))); Mezlocilline [INN-French]; Multocillin; 51481-65-3; (2S,5R,6R)-3,3-Dimethyl-6-((R)-2-(3-(methylsulfonyl)-2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid.
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DrugBank
Identification
Name: Mezlocillin
Name (isomeric): DB00948
Drug Type: small molecule
Description: Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections.
Brand: Mezlin
Category: Anti-Bacterial Agents, Penicillins
CAS number: 51481-65-3
Pharmacology
Indication: Used to treat serious gram–negative infections of the lungs, urinary tract, and skin.
Pharmacology:
Mezlocillin 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. Mezlocillin has in vitro activity against gr...
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Mechanism of Action: By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, mezlocillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that mezlocillin interferes with an autolysin inhibitor.
Protein binding: 16-59%
Biotransformation: Unlike many other penicillins, mezlocillin is either extensively metabolized or is subject to biliary excretion, as only about 50% of the dose was accounted for in normal urine.
Half Life: 1.3 to 4.4 hours
Toxicity: Symptoms of overdose include rash, fever, chills, and peeling skin.
Affected organisms: Enteric bacteria and other eubacteria
Interactions
Drug interaction:
Ethinyl EstradiolThis anti-infectious agent could decrease the effect of the oral contraceptive
DoxycyclinePossible antagonism of action
DemeclocyclinePossible antagonism of action
MinocyclinePossible antagonism of action
MethotrexateThe penicillin increases the effect and toxicity of methotrexate
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Targets