Decomposition of amitriptyline hydrochloride in aqueous solution: identification of decomposition products

J Pharm Sci. 1975 Sep;64(9):1497-9. doi: 10.1002/jps.2600640915.


The decomposition of amitriptyline hydrochloride upon autoclaving in a buffered solution (pH 6.8) was investigated. Three major decomposition products [3-(propa-1,3-dienyl)-1,2:4,5-dibenzocyclohepta-1,4-diene, dibenzosuberone, and 3-(2-oxoethylidene)-1,2:4,5-dibenzocyclohepta-1,4-diene] were detected and identified by chromatographic and spectroscopic techniques. Evidence is presented that the latter two compounds are formed by further oxidation of 3-(propa-1,3-dienyl)-1,2:4,5-dibenzocyclohepta-1,4-diene, and a possible decomposition pathway is outlined.

MeSH terms

  • Amitriptyline*
  • Chemical Phenomena
  • Chemistry
  • Chromatography, Gas
  • Chromatography, Thin Layer
  • Solutions


  • Solutions
  • Amitriptyline