title: [Research for the improvement of acylation conditions in antistaphylococcal penicillin synthesis].
abstract: OBJECTIVE
  The 6-aminopenicillanic acid acylation with certain acyl chlorides was performed in order to obtain antistaphylococcal penicillins with bigger crystals, easy to filtrate (shorter filtration time), much pure, and an increased output.
  
  
  METHODS
  Oxacillin sodium salt was synthesized by acylating an aqueous solution of 6-aminopenicillanic acid sodium salt (NaHCO3 not in excess) with an ethylacetate solution of 5-phenyl-3-methyl-isoxazolyl-4-carboxilic acid chloride. The crystallization was performed with a 40.5% sodium 2-ethyl hexanoate izopropanolic solution. All tests (IR spectrum, iodometric titration, and microbiological dosage) were performed according to the Xth Romanian Pharmacopoeia standards.
  
  
  RESULTS
  The amount of synthesized oxacillin was higher and the output of 88,21%. Oxacillin had a high chemical purity (98,72%), and a very good microbiological activity (95% of the standard activity).
  
  
  CONCLUSIONS
  Oxacillin crystals were bigger, the filtration speed was increased, and process efficacy improved. The output of the process was also improved being higher than with classical acylation.
authors: Universitatea de Medicină şi Farmacie "Gr. T. Popa", Iaşi, Facultatea de Farmacie, Disciplina de Industria Medicamentului şi Biotehnologii Farmaceutice.
authors: Cătălina Daniela
authors: CD
authors: Stan
authors: Alina
authors: A
authors: Stefanache
authors: Maria
authors: M
authors: Drăgan
authors: Antonia
authors: A
authors: Poiată
authors: D E
authors: DE
authors: Diaconu
authors: Lenuţa
authors: L
authors: Profire
mesh_terms: D000215:Acylation; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002264:Carboxylic Acids / Q000737:chemistry; D010068:Oxacillin / Q000138:chemical synthesis* / Q000494:pharmacology; D010397:Penicillanic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D013210:Staphylococcus / Q000187:drug effects*
chemical_list: D000900:Anti-Bacterial Agents; D002264:Carboxylic Acids; D010397:Penicillanic Acid; C004408:aminopenicillanic acid; D010068:Oxacillin