title: Development and optimization of the synthesis of new thiazolidin-4-one derivatives of ibuprofen.
abstract: Ibuprofen, an important nonsteroidal anti-inflammatory agent, is one of the most prescribed drugs for the treatment of pain and inflammation from various rheumatic diseases, but some side effects can occur on long-term use.
  
  
  OBJECTIVE
  The method for synthesis optimization of new derivatives of Ibuprofen with thiazolidin-4-one moiety, with improved pharmacological and toxicological profile.
  
  
  METHODS
  To optimize the derivatization method of free carboxyl group of Ibuprofen (2-(4-isobutylphenyl)propionic acid) the reaction conditions were varied (reagent ratio, catalyst, reaction medium).
  
  
  RESULTS
  The most favorable method was proved to be the reaction between ibuprofen hydrazone and mercaptoacetic acid, in excess, at 80-85 degrees C, for 6 h with 96% conversion rate.
  
  
  CONCLUSIONS
  The synthesis of 2-phenyl-3-[2-(4-(isobutyl)phenyl)-2-methyl]acetamido-thiazolidin-4-one derivative was optimized in view of applying it as a general procedure for the synthesis of other derivatives with related structure. The chemical structure and molecular weight of the synthesized compound were confirmed by spectral methods (IR, 1H NMR, 13C NMR, HR-MS).
authors.forename: Ioana
authors.initials: I
authors.lastname: Vasincu
authors.forename: Maria
authors.initials: M
authors.lastname: Apotrosoaei
authors.forename: Andreea
authors.initials: A
authors.lastname: Panzariu
authors.forename: F
authors.initials: F
authors.lastname: Buron
authors.forename: S
authors.initials: S
authors.lastname: Routier
authors.forename: Lenuta
authors.initials: L
authors.lastname: Profire
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000494:pharmacology; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007052:Ibuprofen / Q000737:chemistry / Q000494:pharmacology; D013053:Spectrophotometry; D053778:Thiazolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D000975:Antioxidants; D053778:Thiazolidines; C003438:thiazolidine-4-carboxylic acid; D007052:Ibuprofen