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Dicloxacillin

Catalog No. DB00485 Name DrugBank
CAS Number 3116-76-5 Website http://www.ualberta.ca/
M. F. C19H17Cl2N3O5S Telephone (780) 492-3111
M. W. 470.32638 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 368

SYNONYMS

IUPAC name
(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Name
Dynapen
Maclicine
Pathocil
Dycill
Synonyms
Dicloxacillinum [INN-Latin]
Diclossacillina [DCIT]
Dicloxacilina [INN-Spanish]
Dicloxacillin Sodium
Dicloxacilline [INN-French]
Dicloxacilin
Dicloxacycline

DATABASE IDS

PubChem CID 18381
CAS Number 3116-76-5
PubChem SID 46508182

PROPERTIES

Hydrophobicity(logP) 3.7
Solubility 3.63 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description One of the penicillins which is resistant to penicillinase. [PubChem]
Indication Used to treat infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drug.
Pharmacology Dicloxacillin is a beta-lactamase resistant penicillin similar to oxacillin. Dicloxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of dicloxacillin results from the inhibition of cell wall synthesis and is mediated through dicloxacillin binding to penicillin binding proteins (PBPs). Dicloxacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Toxicity Oral LD50 in rat is 3579 mg/kg. Symptoms of overexposure include irritation, rash, labored breathing, hives, itching, wheezing, nausea, chills, and fever.
Affected Organisms
Enteric bacteria and other eubacteria
Absorption Absorption of the isoxazolyl penicillins after oral administration is rapid but incomplete: peak blood levels are achieved in 1-1.5 hours. Oral absorption of cloxacillin, dicloxacillin, oxacillin and nafcillin is delayed when the drugs are administered after meals.
Half Life The elimination half-life for dicloxacillin is about 0.7 hour.
Protein Binding Binds to serum protein, mainly albumin.
Elimination Dicloxacillin sodium is rapidly excreted as unchanged drug in the urine by glomerular filtration and active tubular secretion.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES