Azidocillin

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Structural formula
Structural formula of azidocillin
General
Surname Azidocillin
other names
  • 6- ( D- α-azidophenylacetamido) penicillanic acid
  • (2 S , 5 R , 6 R ) -6 - {[(2 R ) -2-azido-2-phenylacetyl] amino} -3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2 .0] heptane-2-carboxylic acid
Molecular formula C 16 H 17 N 5 O 4 S
External identifiers / databases
CAS number
EC number 241-278-5
ECHA InfoCard 100.037.510
PubChem 15574941
ChemSpider 16735689
DrugBank DB08795
Wikidata Q4832566
Drug information
ATC code

J01 CE04

Drug class

β-lactam antibiotic

Mechanism of action

Inhibition of cell wall synthesis

properties
Molar mass 375.40 g mol −1
Physical state

firmly

safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azidocillin is an organic chemical compound belonging to the group of β-lactam antibiotics , more precisely the benzylpenicillins (beta-lactamase-sensitive penicillins). It was first patented by Beechem (now GlaxoSmithKline ) in 1966 . The narrow spectrum of activity includes only Gram-positive aerobic and anaerobic bacteria. The sodium salt is used, among other things, to treat streptococci and pneumococci.

properties

Azidocillin is acid-stable, which is why it can not only be administered parenterally, but also orally. The bioavailability of the substance is around 70% and is not affected by food. The half-life is similar to that of phenoxypenicillin and is estimated to be 30 to 60 minutes.

Individual evidence

  1. ^ A. Kleemann , J. Engel, B. Kutscher, D. Reichert: Pharmaceutical Substances Online . Thieme, Stuttgart, accessed on April 1, 2020.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. ^ The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006, ISBN 978-0-911910-00-1 , pp. 154.
  4. Entry on azidocillin. In: Römpp Online . Georg Thieme Verlag, accessed on April 1, 2020.
  5. a b D. Adam, K.-F. Bodmann, W. Elies, C. Lebert, K. Naber, K. Simons, F. Vogel, H. Wacha: Oral antibiotics in clinic and practice; Practice-oriented recommendations for antibiotic therapy of mild to moderate bacterial infections in adults in outpatient and inpatient settings. Springer, Heidelsberg, 2009, ISBN 978-3-642-00521-3 , pp. 12-13.
  6. T. Bruis, D. Förster, HJ Grofe, H. Weuta: Serum and tonsil concentration after injection of azidocillin. In: Infection, Vol. 5, No. 1, Springer, 1977, pp. 26-31, doi 10.1007 / BF01639106 .