Original Investigations

Archives of Toxicology

, Volume 58, Issue 4, pp 229-234

First online:

Identification of the n-heptane metabolites in rat and human urine

  • Luigi PerbelliniAffiliated withInstitute of Occupational Medicine, University of Verona
  • , Francesco BrugnoneAffiliated withInstitute of Occupational Medicine, University of Verona
  • , Vincenzo CocheoAffiliated withFoundation “Clinica del Lavoro”
  • , Edoardo De RosaAffiliated withInstitute of Occupational Medicine, University of Padua
  • , Giovanni Battista BartolucciAffiliated withInstitute of Occupational Medicine, University of Padua

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Abstract

Numerous n-heptane metabolites have been identified and quantified by gas chromatography and mass spectrometry in some tissues and in the urine of Sprague Dawley rats exposed for 6 h to 1800 ppm n-heptane. 2-Heptanol and 3-heptanol were the main biotransformation products of the solvent. 2-Heptanone, 3-heptanone, 4-heptanol, 2,5-heptanedione, γ-valerolactone, 2-ethyl-5-methyl-2, 3-dihydrofuran and 2,6-dimethyl-2,5-dihydropyran were also found as metabolites of n-heptane. In five shoe factory workers and in three rubber factory workers the mean exposure to technical heptane was measured (n-heptane ranged between 5 and 196 mg/m3). In the urine collected at the end of their work shift some n-heptane biotransformation products were found: 2-heptanol, 3-heptanol, 2-heptanone, 4-heptanone and 2,5-heptanedione. 2-Heptanol was the main n-heptane metabolite and its urinary concentrations ranged between 0.1 and 1.9 mg/l. Urinary 2,5-heptanedione was detectable only in some samples and at very low concentration (0.1–0.4 mg/1).

These data suggest that n-heptane can be considered as a neurotoxic product, since it gives rise to 2,5-heptanedione, but the small amount of the urinary metabolite is very unlikely to cause clinical damage to the peripheral nervous system.

Key words

n-Heptane Biotransformation Urinary metabolites 2,5-Heptanedione