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Nafcillin

Catalog No. DB00607 Name DrugBank
CAS Number 985-16-0 Website http://www.ualberta.ca/
M. F. C21H22N2O5S Telephone (780) 492-3111
M. W. 414.47478 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 489

SYNONYMS

IUPAC name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Name
Nafcillin sodium for injection
Nallpen In Plastic Container
Nafcilin-1
Nallpen
Naphcillin
Unipen
Synonyms
Nafcillin sodium salt
Nafcilline [INN-French]
Nafcillinum [INN-Latin]
Nafcilina [INN-Spanish]
Nafcillin Sodium

DATABASE IDS

PubChem SID 46508100
CAS Number 985-16-0
PubChem CID 8982

PROPERTIES

Hydrophobicity(logP) 3.3
Solubility Soluble

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A semi-synthetic antibiotic related to penicillin. [PubChem]
Indication For the treatment of infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drugs.
Pharmacology Nafcillin is a semisynthetic antibiotic substance derived from 6-amino-penicillanic acid. The drugs in this class are highly resistant to inactivation by staphylococcal penicillinase and are active against penicillinase-producing and non penicillinase-producing strains of Staphylococcus aureus. The penicillinase- resistant penicillins are active in vitro against a variety of other bacteria.
Toxicity Serious toxicity is unlikely following large doses of nafcillin. Acute ingestion of large doses of nafcillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins.
Half Life The serum half-life of nafcillin administered by the intravenous route ranged from 33 to 61 minutes as measured in three separate studies.
Protein Binding 89.9 ±1.5%
Elimination Nafcillin is primarily eliminated by nonrenal routes, namely hepatic inactivation and excretion in the bile.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES