Hydrophillic Interaction Chromatography-tandem Mass Spectrometry Method for Identification and Quantitation of 5-MeO-DIPT and its Metabolites in Rat Urine

  • Kim, Yoon (Doping Control Center, Korea Institute of Science and Technology) ;
  • Kim, Un-Yong (Doping Control Center, Korea Institute of Science and Technology) ;
  • In, Moon-Kyo (Drug Analysis Laboratory, Supreme Prosecutors' Office) ;
  • Lee, Jae-Ick (Doping Control Center, Korea Institute of Science and Technology) ;
  • Kwon, Oh-Seung (Doping Control Center, Korea Institute of Science and Technology) ;
  • Yoo, Hye-Hyun (Doping Control Center, Korea Institute of Science and Technology)
  • Received : 2010.10.02
  • Accepted : 2011.01.29
  • Published : 2011.04.20


5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT), a psychoactive tryptamine derivative, is a hallucinogenic drug of abuse. In this study, 5-OH-DIPT and its metabolites were identified and the quantitative method was developed and validated by using hydrophilic interaction chromatography-tandem mass spectrometry (HILICMS/MS). Chromatographic separation was achieved on an Atlantis HILIC silica column ($5{\mu}m$, $100{\times}2.1\;mm$). The metabolites of 5-MeO-DIPT in rat urine were characterized via Q1 scanning and product ion scanning. As a consequence, 5-MeO-IPT, 5-OH-DIPT, 6-OH-5-MeO-DIPT and their glucuronide conjugates were detected and identified as the metabolites of 5-MeO-DIPT. Subsequently, a quantitative method for 5-MeO-DIPT and its major metabolites, 5-MeO-IPT and 5-OH-DIPT, was developed in multiple reactions monitoring (MRM) mode. The calibration curves for all analytes evidenced good linearity over the concentration range of 1-1000 ng/mL with linear correlation co-efficients ($r^2$) in excess of 0.99. The intra- and inter-day accuracy and precision were 92.2-110.2% and 1.5-9.9%, respectively.


  1. Kikura-Hanajiri, R.; Hayashi, M.; Saisho, K.; Goda, Y. J. Chromatogra. B 2005, 825, 29.
  2. Shulgin, A. T.; Carter, M. F. Commun. Psychopharmacol. 1980, 4, 363.
  3. Fantegrossi, W. E.; Harrington, A. W.; Kiessel, C. L.; Eckler, J. R.; Rabin, R. A.; Winter, J. C.; Coop, A.; Rice, K. C.; Woods, J. H. Pharmacol. Biochem. Behav. 2006, 83, 122.
  4. Leonhart, M. M. Fed. Regist. 2004, 69, 58050.
  5. Kamata, T.; Katagi, M.; Kamata, H. T.; Miki, A.; Shima, N.; Zaitsu, K.; Nishikawa, M. L; Tanaka, E.; Honda, K.; Tsuchihashi, H. Drug. Metab. Dispos. 2006, 34, 512.
  6. Narimatsu, S.; Yonemoto, R.; Saito, K.; Takaya, K.; Kumamoto, T.; Ishikawa, T.; Asanuma, M.; Funada, M.; Kiryu, K.; Naito, S.; Yoshida, Y.; Yamamoto, S.; Hanioka, N. Biochem. Pharmacol. 2006, 71, 1377.
  7. Wilson, J. M.; McGeorge, F.; Smolinske, S.; Meatherall, R. Forensic. Sci. Int. 2005, 148, 31.
  8. Tanaka, E.; Kamata, T.; Ktagi, M.; Tsuchihashi, H.; Honda, K. Forensi. Sci. Int. 2006, 163, 152.
  9. Knanmori, T.; Kuwayama, K.; Tsujikawa, K.; Miyaguchi, H.; Iwata, Y.; Inoue, H.; Kishi, T. J. Health Sci. 2006, 52, 425.
  10. Vorce, S. P.; Sklerov, J. H. J. Anal. Toxicol. 2004, 28, 407.
  11. Chen, B. H.; Liu, J. T.; Chen, W. X.; Chen, H. M.; Lin, C. H. Talanta. 2008, 74, 512.
  13. Richard, B. C. Electrospray and MALDI Mass Spectrometry, 2nd ed.; Wiley: MA, U.S.A., 2010; pp 13-19.