Home > Compound List > Product Information
Amdinocillin_Molecular_structure_CAS_32887-01-7)
Click picture or here to close

Amdinocillin

Catalog No. DB01163 Name DrugBank
CAS Number 32887-01-7 Website http://www.ualberta.ca/
M. F. C15H23N3O3S Telephone (780) 492-3111
M. W. 325.42642 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1034

SYNONYMS

IUPAC name
(2S,5R,6R)-6-[(E)-(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
selexidin
Brand Name
Coactin
Synonyms
Mecillinam
Amdinocillin mecillinam

DATABASE IDS

CAS Number 32887-01-7

PROPERTIES

Hydrophobicity(logP) 1.3
Solubility 0.0103 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Amidinopenicillanic acid derivative with broad spectrum antibacterial action. It is poorly absorbed if given orally and is used in urinary infections and typhus. [PubChem]
Indication Used in the treatment of urinary tract infections caused by some strains of E. coli and klebsiella and enterobacter species. Used mainly against Gram negative organisms.
Pharmacology Amdinocillin is a novel, semisynthetic penicillin effective against many gram-negative bacteria. The antibacterial activity of amdinocillin is derived from its ability to bind specifically and avidly to Penicillin Binding Protein-2 (PBP 2). Amdinocillin is active alone against many gram-negative organisms. Pseudomonas and non-fermenting gram-negative bacteria, however, are usually resistant. Amdinocillin, in combination with many beta-lactams, exhibits marked synergy against many enterobacteriaceae. No such synergy can be demonstrated for gram-positive organisms or pseudomonas species. Amdinocillin is not beta-lactamase stable. Organisms which produce high levels of plasma-mediated beta-lactamase are resistant to the drug. Co-administration of probenecid results in markedly elevated plasma levels of amdinocillin and delays its excretion.
Affected Organisms
Gram-negative Bacteria
Absorption Poorly absorbed if given orally.
Half Life Approximately 1 hour in patients with normal renal function. Increases to 3 to 6 hours in anephric patients.
References
Neu HC: Penicillin-binding proteins and role of amdinocillin in causing bacterial cell death. Am J Med. 1983 Aug 29;75(2A):9-20. [Pubmed]

REFERENCES

  • Neu HC: Penicillin-binding proteins and role of amdinocillin in causing bacterial cell death. Am J Med. 1983 Aug 29;75(2A):9-20. Pubmed