메뉴 건너뛰기




Volumn 8, Issue 8, 2016, Pages 779-791

Metabolic characterization of AH-7921, a synthetic opioid designer drug: in vitro metabolic stability assessment and metabolite identification, evaluation of in silico prediction, and in vivo confirmation

Author keywords

high resolution mass spectrometry; human hepatocytes; in silico prediction; metabolism; synthetic opioids

Indexed keywords

BIOMOLECULES; BODY FLUIDS; COPYRIGHTS; DATA HANDLING; FORECASTING; HYDROXYLATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLISM; PHYSIOLOGY; SYSTEM STABILITY;

EID: 84940887620     PISSN: 19427603     EISSN: 19427611     Source Type: Journal    
DOI: 10.1002/dta.1856     Document Type: Article
Times cited : (34)

References (26)
  • 2
    • 84938566670 scopus 로고    scopus 로고
    • Publications Office of the European Union
    • European Monitoring Centre for Drugs and Drug Addiction. European Drug Report 2014: Trends and Developments. Publications Office of the European Union. 2014. DOI: 10.2810/32306
    • (2014) European Drug Report 2014: Trends and Developments
  • 4
    • 84879793220 scopus 로고    scopus 로고
    • Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products
    • N. Uchiyama, S. Matsuda, M. Kawamura, R. Kikura-Hanajiri, Y. Goda. Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products. Forensic Toxicol. 2013, 31, 223.
    • (2013) Forensic Toxicol. , vol.31 , pp. 223
    • Uchiyama, N.1    Matsuda, S.2    Kawamura, M.3    Kikura-Hanajiri, R.4    Goda, Y.5
  • 10
    • 0015709685 scopus 로고
    • Anti-nociceptive effects in N-substituted cyclohexylmethylbenzamides
    • R. T. Brittain, D. N. Kellett, M. L. Neat, R. Stables. Anti-nociceptive effects in N-substituted cyclohexylmethylbenzamides. Br. J. Pharmacol. 1973, 49, 158P.
    • (1973) Br. J. Pharmacol. , vol.49 , pp. 158P
    • Brittain, R.T.1    Kellett, D.N.2    Neat, M.L.3    Stables, R.4
  • 12
    • 85153149216 scopus 로고    scopus 로고
    • [30 July 2015]
    • Australian Government, Department of Health. Reasons for scheduling delegates' final decisions. 2014. Available at: http://www.tga.gov.au/industry/scheduling-decisions-1405-final.htm#.U9AdU7H4IvJ [30 July 2015].
    • (2014) Reasons for scheduling delegates' final decisions
  • 14
    • 0020620592 scopus 로고
    • Determination of receptors that mediate opiate side effects in the mouse
    • A. G. Hayes, M. Tyers. Determination of receptors that mediate opiate side effects in the mouse. Br. J. Pharmacol. 1983, 79, 731.
    • (1983) Br. J. Pharmacol. , vol.79 , pp. 731
    • Hayes, A.G.1    Tyers, M.2
  • 15
    • 85153166697 scopus 로고    scopus 로고
    • [30 July 2015]
    • Bluelight Drug User Forum. Thread on AH-7921. 2012. Available at: http://www.bluelight.org/vb/threads/612116-The-AH-7921-%28Ah7921%29-Megathread-%28v1%29 [30 July 2015].
    • (2012) Thread on AH-7921
  • 16
    • 85153145762 scopus 로고    scopus 로고
    • [30 July 2015]
    • ChemsRUs Drug User Forum. Thread on AH-7921. 2013. Available at: http://www.chemsrus.com/forum/14-trip-reports/9826-ah-7921-my-experience-with-this-rc-opioid [30 July 2015].
    • (2013) Thread on AH-7921
  • 17
    • 84904559582 scopus 로고    scopus 로고
    • An investigation of the stability of emerging new psychoactive substances
    • Y. N. A. Soh, S. Elliott. An investigation of the stability of emerging new psychoactive substances. Drug Test. Anal. 2014, 6, 696.
    • (2014) Drug Test. Anal. , vol.6 , pp. 696
    • Soh, Y.N.A.1    Elliott, S.2
  • 18
    • 33748636018 scopus 로고    scopus 로고
    • Introduction to in vitro estimation of metabolic stability and drug interactions of new chemical entities in drug discovery and development
    • P. Baranczewski, A. Stanczak, K. Sundberg, R. Svensson, A. Wallin, J. Jansson, P. Garberg, H. Postlind. Introduction to in vitro estimation of metabolic stability and drug interactions of new chemical entities in drug discovery and development. Pharmacol. Rep. 2006, 58, 453.
    • (2006) Pharmacol. Rep. , vol.58 , pp. 453
    • Baranczewski, P.1    Stanczak, A.2    Sundberg, K.3    Svensson, R.4    Wallin, A.5    Jansson, J.6    Garberg, P.7    Postlind, H.8
  • 19
    • 40749151480 scopus 로고    scopus 로고
    • An automated liquid chromatography-mass spectrometry process to determine metabolic stability half-life and intrinsic clearance of drug candidates by substrate depletion
    • C. A. McNaney, D. M. Drexler, S. Y. Hnatyshyn, T. A. Zvyaga, J. O. Knipe, J. V. Belcastro, M. Sanders. An automated liquid chromatography-mass spectrometry process to determine metabolic stability half-life and intrinsic clearance of drug candidates by substrate depletion. ASSAY Drug Dev. Technol. 2008, 6, 121.
    • (2008) ASSAY Drug Dev. Technol. , vol.6 , pp. 121
    • McNaney, C.A.1    Drexler, D.M.2    Hnatyshyn, S.Y.3    Zvyaga, T.A.4    Knipe, J.O.5    Belcastro, J.V.6    Sanders, M.7
  • 20
    • 85153169018 scopus 로고    scopus 로고
    • [30 July 2015]
    • Molecular Discovery. Introduction on MetaSite software. 2015. Available at: http://www.moldiscovery.com/software/metasite/ [30 July 2015].
    • (2015) Introduction on MetaSite software
  • 21
    • 0030911863 scopus 로고    scopus 로고
    • The use of human hepatocytes to select compounds based on their expected hepatic extraction ratios in humans
    • T. Lavé, S. Dupin, C. Schmitt, B. Valles, G. Ubeaud, R. C. Chou, D. Jaeck, P. Coassolo. The use of human hepatocytes to select compounds based on their expected hepatic extraction ratios in humans. Pharm Res. 1997, 14, 152.
    • (1997) Pharm Res. , vol.14 , pp. 152
    • Lavé, T.1    Dupin, S.2    Schmitt, C.3    Valles, B.4    Ubeaud, G.5    Chou, R.C.6    Jaeck, D.7    Coassolo, P.8
  • 23
    • 0032880131 scopus 로고    scopus 로고
    • Determination of morphine, morphine-3-glucuronide, and morphine-6-glucuronide in plasma after intravenous and intrathecal morphine administration using HPLC with electrospray ionization and tandem mass spectrometry
    • M. H. Slawson, D. J. Crouch, D. M. Andrenyak, D. E. Rollins, J. K. Lu, P. L. Bailey. Determination of morphine, morphine-3-glucuronide, and morphine-6-glucuronide in plasma after intravenous and intrathecal morphine administration using HPLC with electrospray ionization and tandem mass spectrometry. J. Anal. Tox. 1999, 23, 468.
    • (1999) J. Anal. Tox. , vol.23 , pp. 468
    • Slawson, M.H.1    Crouch, D.J.2    Andrenyak, D.M.3    Rollins, D.E.4    Lu, J.K.5    Bailey, P.L.6
  • 24
    • 84860422863 scopus 로고    scopus 로고
    • Quantitative liquid chromatographic analysis of anthracyclines in biological fluids
    • K. E. Maudens, C. P. Stove, W. E. Lambert. Quantitative liquid chromatographic analysis of anthracyclines in biological fluids. J. Chrom. B. 2011, 879, 2471.
    • (2011) J. Chrom. B. , vol.879 , pp. 2471
    • Maudens, K.E.1    Stove, C.P.2    Lambert, W.E.3
  • 25
    • 77952312729 scopus 로고    scopus 로고
    • Sequential metabolism of secondary alkyl amines to metabolic-intermediate complexes: opposing roles for the secondary hydroxylamine and primary amine metabolites of desipramine, (S)-fluoxetine, and N-desmethyldiltiazem
    • K. L. Hanson, B. M. VandenBrink, K. N. Babu, K. E. Allen, W. L. Nelson, K. L. Kunze. Sequential metabolism of secondary alkyl amines to metabolic-intermediate complexes: opposing roles for the secondary hydroxylamine and primary amine metabolites of desipramine, (S)-fluoxetine, and N-desmethyldiltiazem. Drug Metab. Dispos. 2010, 38, 963.
    • (2010) Drug Metab. Dispos. , vol.38 , pp. 963
    • Hanson, K.L.1    VandenBrink, B.M.2    Babu, K.N.3    Allen, K.E.4    Nelson, W.L.5    Kunze, K.L.6
  • 26
    • 81855228701 scopus 로고    scopus 로고
    • Biosynthesis and identification of an N-oxide/N-glucuronide metabolite and first synthesis of an N-O-glucuronide metabolite of Lu AA21004
    • H. K. Uldam, M. Juhl, H. Pedersen, L. Dalgaard. Biosynthesis and identification of an N-oxide/N-glucuronide metabolite and first synthesis of an N-O-glucuronide metabolite of Lu AA21004. Drug Metab. Dispos. 2011, 39, 2264.
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 2264
    • Uldam, H.K.1    Juhl, M.2    Pedersen, H.3    Dalgaard, L.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.