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ECHA InfoCard | 100.048.483 |
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Formula | C20H23N5O6S |
Molar mass | 461.49 g·mol−1 |
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Azlocillin is an acyl ampicillin antibiotic with an extended spectrum of activity and greater in vitro potency than the carboxy penicillins. Azlocillin is similar to mezlocillin and piperacillin. It demonstrates antibacterial activity against a broad spectrum of bacteria, including Pseudomonas aeruginosa and, in contrast to most cephalosporins, exhibits activity against enterococci.
Spectrum of bacterial susceptibility[edit]
Azlocillin is considered a broad spectrum antibiotic and can be used against a number of Gram positive and Gram negative bacteria. The following represents MIC susceptibility data for a few medically significant organisms.[1]
- Escherichia coli 1 μg/mL – 32 μg/mL
- Haemophilus spp. 0.03 μg/mL – 2 μg/mL
- Pseudomonas aeruginosa 4 μg/mL – 6.25 μg/mL
Synthesis[edit]
![](https://upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Azlocillin_synthesis.svg/600px-Azlocillin_synthesis.svg.png)
![](https://upload.wikimedia.org/wikipedia/commons/thumb/d/d5/Azlocillin_synthesis2.svg/450px-Azlocillin_synthesis2.svg.png)
An interesting alternative synthesis of azlocillin involves activation of the substituted phenylglycine analogue 1 with 1,3-dimethyl-2-chloro-1-imidazolinium chloride (2) and then condensation with 6-APA.
See also[edit]
References[edit]
- ^ "Azlocillin sodium salt Susceptibility and Minimum Inhibitory and Concentration (MIC) Data" (PDF). The Antimicrobial Index. toku-e.com.
- ^ a b Koenig HB, Metzer KG, Offe HA, Schroeck W (1982). "Azlocillin. Ein Neues Penicillin aus der Acylureidoreihe: Synthese und Chemische Eigenschaften". Eur. J. Med. Chem. - Chim. Ther. (in German). 17 (1): 59–63.
- ^ Bauer VJ, Safir SR (November 1966). "Octamethylbiguanide perchlorate". Journal of Medicinal Chemistry. 9 (6): 980–1. doi:10.1021/jm00324a056. PMID 4291383.