Pivmecillinam

  • 2,2 - Dimethylpropanoyloxymethyl (2S,5R,6R)-6-[(azepan-1-ylmethylen)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylat (IUPAC)
  • Amdinocillin pivoxil ( USAN )
  • 32886-97-8
  • 32887-03-9 (hydrochloride)

J01CA09

β -lactam antibiotics

  • 439.57 g.mol -1 ( base)
  • 476.04 g.mol -1 (hydrochloride)
  • 3020 mg · kg -1 ( LD50, Mouse, oral, hydrochloride)
  • 9500 mg · kg -1 ( LD50, Rat, oral, hydrochloride)

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Pivmecillinam is a semi- synthetic antibiotic effective drug from the group of β -lactam antibiotics. The compound is used almost exclusively as the hydrochloride.

Application

Pivmecillinam found mainly in the Scandinavian countries for the treatment of uncomplicated urinary tract infections use. Finished product there is in Germany no longer, but in Austria. In the current S3 guideline for the treatment of uncomplicated urinary tract infections Pivmecillinam is due to the favorable resistance profile recommended as the first choice for the treatment of uncomplicated cystitis. Effectiveness is especially against Gram- negative pathogens.

Mode of action

The bacteriostatic effect of pivmecillinam is based ( somewhat different than other β -lactam antibiotics ) on the blocking of the penicillin - binding protein 2 ( PBP2 ). Thus the formation of a new cell wall is hindered at present in the division phase bacteria.

Trade names

Selexid (A)

CAS registry number PubChem Anatomical Therapeutic Chemical Classification System Active ingredient Medical guideline
651986
de