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Azlocillin

Catalog No. DB01061 Name DrugBank
CAS Number 37091-66-0 Website http://www.ualberta.ca/
M. F. C20H23N5O6S Telephone (780) 492-3111
M. W. 461.49152 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 932

SYNONYMS

IUPAC name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-{2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(2-oxoimidazolidine-1-carbonylamino)-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Name
Bayer Brand of Azlocillin
Azlin
Securopen
Synonyms
Azlocilline [INN-French]
Azlocillinum [INN-Latin]
Azlocilina [INN-Spanish]
Azlocillin sodium salt

DATABASE IDS

CAS Number 37091-66-0

PROPERTIES

Hydrophobicity(logP) 0.2
Solubility Sodium salt is soluble in water (50 mg/ml)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A semisynthetic ampicillin-derived acylureido penicillin. [PubChem]
Indication For the treatment of infections caused by Pseudomonas aeruginosa, Escherichia coli, and Haemophilus influenzae.
Pharmacology Azlocillin, similar to mezlocillin and piperacillin, is an acylampicillin with an extended spectrum of activity and greater in vitro potency than the carboxy penicillins. Azlocillin demonstrates antibacterial activity against a broad spectrum of bacteria, including Pseudomonas aeruginosa, and, in contrast to most cephalosporins, exhibits activity against enterococci.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Eliminated predominantly by renal mechanisms, but also undergoes biotransformation within body tissues and intraintestinal degradation by bowel bacteria, with high concentrations found in bile.
Absorption Not significantly absorbed from the gastrointestinal tract.
Half Life Mean elimination half-life is 1.3 to 1.5 hours. Longer in neonates, and 2 to 6 hours in patients with renal impairment.
Protein Binding 20 to 46% bound to plasma proteins
References
Wright AJ: The penicillins. Mayo Clin Proc. 1999 Mar;74(3):290-307. [Pubmed]
External Links
Wikipedia

REFERENCES

  • Wright AJ: The penicillins. Mayo Clin Proc. 1999 Mar;74(3):290-307. Pubmed