메뉴 건너뛰기




Volumn 21, Issue 8, 2007, Pages 888-894

Benzylpiperazine: A drug of abuse?

Author keywords

Benzylpiperazine; BZP; Drugs of abuse; p.e.p. pills; Party pills; TFMPP

Indexed keywords

1 (3 TRIFLUOROMETHYLPHENYL)PIPERAZINE; 3,4 METHYLENEDIOXYMETHAMPHETAMINE; N BENZYLPIPERAZINE; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 35648979085     PISSN: 02698811     EISSN: 14617285     Source Type: Journal    
DOI: 10.1177/0269881107077260     Document Type: Review
Times cited : (29)

References (56)
  • 1
    • 33748302062 scopus 로고    scopus 로고
    • Treatment of adolescent rats with 1-benzylpiperazine: A preliminary study of subsequent behavioral effects
    • Aitchison L.K., Hughes R.N. (2006) Treatment of adolescent rats with 1-benzylpiperazine: a preliminary study of subsequent behavioral effects. Neurotoxicol Teratol 28: 453 - 458
    • (2006) Neurotoxicol Teratol , vol.28 , pp. 453-458
    • Aitchison, L.K.1    Hughes, R.N.2
  • 2
    • 33646551443 scopus 로고    scopus 로고
    • Nephrotoxicity of BZP-based herbal party pills: A New Zealand case report
    • Alansari M., Hamilton D. (2006) Nephrotoxicity of BZP-based herbal party pills: a New Zealand case report. N Z Med J 119: U1959
    • (2006) N Z Med J , vol.119 , pp. 1959
    • Alansari, M.1    Hamilton, D.2
  • 3
    • 0026012114 scopus 로고
    • Substituted piperazine and indole compounds increase extracellular serotonin in rat diencephalon as determined by in vivo microdialysis
    • Auerbach S.B., Rutter J.J., Juliano P.J. (1991) Substituted piperazine and indole compounds increase extracellular serotonin in rat diencephalon as determined by in vivo microdialysis. Neuropharmacology 30: 307 - 311
    • (1991) Neuropharmacology , vol.30 , pp. 307-311
    • Auerbach, S.B.1    Rutter, J.J.2    Juliano, P.J.3
  • 4
    • 12144269150 scopus 로고    scopus 로고
    • Acute psychosis following ingestion of 'Rapture'. Australas
    • Austin H., Monasterio E. (2004) Acute psychosis following ingestion of 'Rapture'. Australas Psychiatry 12: 406 - 408
    • (2004) Psychiatry , vol.12 , pp. 406-408
    • Austin, H.1    Monasterio, E.2
  • 7
    • 13944249599 scopus 로고    scopus 로고
    • N-substituted piperazines abused by humans mimic the molecular mechanism of 3,4-methylenedioxymethamphetamine (MDMA, or 'Ecstasy')
    • Baumann M.H., Clark R.D., Budzynski A.G., Partilla J.S., Blough B.E., Rothman R.B. (2005) N-substituted piperazines abused by humans mimic the molecular mechanism of 3,4-methylenedioxymethamphetamine (MDMA, or 'Ecstasy') Neuropsychopharmacology 30: 550 - 560
    • (2005) Neuropsychopharmacology , vol.30 , pp. 550-560
    • Baumann, M.H.1    Clark, R.D.2    Budzynski, A.G.3    Partilla, J.S.4    Blough, B.E.5    Rothman, R.B.6
  • 8
    • 0025913111 scopus 로고
    • MDL72222, a serotonin 5-HT3 receptor antagonist, blocks MDMA's ability to establish a conditioned place preference
    • Bilsky E.J., Reid L.D. (1991) MDL72222, a serotonin 5-HT3 receptor antagonist, blocks MDMA's ability to establish a conditioned place preference. Pharmacol Biochem Behav 39: 509
    • (1991) Pharmacol Biochem Behav , vol.39 , pp. 509
    • Bilsky, E.J.1    Reid, L.D.2
  • 10
    • 33947606509 scopus 로고    scopus 로고
    • Chronic benzylpiperazine (BZP) exposure produces behavioural sensitisation and cross sensitisation to methamphetamine (MA)
    • Brennan K.A., Johnstone A.C., Fitzmaurice P.S., Lea R.A., Schenk S. (In press) Chronic benzylpiperazine (BZP) exposure produces behavioural sensitisation and cross sensitisation to methamphetamine (MA). Drug Alcohol Depend
    • Drug Alcohol Depend
    • Brennan, K.A.1    Johnstone, A.C.2    Fitzmaurice, P.S.3    Lea, R.A.4    Schenk, S.5
  • 11
    • 0015675114 scopus 로고
    • A comparison of the effects of 1-benzylpiperazine and dexamphetamine on human performance tests
    • Bye C., Munro-Faure A.D., Peck A.W., Young P.A. (1973) A comparison of the effects of 1-benzylpiperazine and dexamphetamine on human performance tests. Eur J Clin Pharmacol 6: 163 - 169
    • (1973) Eur J Clin Pharmacol , vol.6 , pp. 163-169
    • Bye, C.1    Munro-Faure, A.D.2    Peck, A.W.3    Young, P.A.4
  • 12
    • 0015911260 scopus 로고
    • Comparison of the effects of dexamphetamine and 1-benzylpiperazine in former addicts
    • Campbell H., Cline W., Evans M., Lloyd J., Peck A.W. (1973) Comparison of the effects of dexamphetamine and 1-benzylpiperazine in former addicts. Eur J Clin Pharmacol 6: 170 - 176
    • (1973) Eur J Clin Pharmacol , vol.6 , pp. 170-176
    • Campbell, H.1    Cline, W.2    Evans, M.3    Lloyd, J.4    Peck, A.W.5
  • 13
    • 0022560524 scopus 로고
    • Possible 5-hydroxytryptamine1 (5-HT1) receptor involvement in the stimulus properties of 1-(m-trifluoromethylphenyl)piperazine (TFMPP)
    • Cunningham K.A., Appel J.B. (1986) Possible 5-hydroxytryptamine1 (5-HT1) receptor involvement in the stimulus properties of 1-(m-trifluoromethylphenyl) piperazine (TFMPP). J Pharmacol Exp Ther 237: 369 - 377
    • (1986) J Pharmacol Exp Ther , vol.237 , pp. 369-377
    • Cunningham, K.A.1    Appel, J.B.2
  • 15
    • 1642269272 scopus 로고    scopus 로고
    • Schedules of controlled substances; Placement of 2,5-dimethoxy-4-(n)- propylthiophenethylamine and N-benzylpiperazine into Schedule I of the Controlled Substances Act. Final rule
    • Dea (2004) Schedules of controlled substances; placement of 2,5-dimethoxy-4-(n)-propylthiophenethylamine and N-benzylpiperazine into Schedule I of the Controlled Substances Act. Final rule. Fed Regist 69: 12794 - 12797
    • (2004) Fed Regist , vol.69 , pp. 12794-12797
    • Dea1
  • 17
    • 12344255162 scopus 로고    scopus 로고
    • Reinforcing and discriminative stimulus effects of 1-benzylpiperazine and trifluoromethylphenylpiperazine in rhesus monkeys
    • Fantegrossi W.E., Winger G., Woods J.H., Woolverton W.L., Coop A. (2005) Reinforcing and discriminative stimulus effects of 1-benzylpiperazine and trifluoromethylphenylpiperazine in rhesus monkeys. Drug Alcohol Depend 77: 161 - 168
    • (2005) Drug Alcohol Depend , vol.77 , pp. 161-168
    • Fantegrossi, W.E.1    Winger, G.2    Woods, J.H.3    Woolverton, W.L.4    Coop, A.5
  • 18
    • 33644863295 scopus 로고    scopus 로고
    • Cannabis use and other illicit drug use: Testing the cannabis gateway hypothesis
    • Fergusson D.M., Boden J.M., Horwood L.J. (2006) Cannabis use and other illicit drug use: testing the cannabis gateway hypothesis. Addiction 101: 556 - 569
    • (2006) Addiction , vol.101 , pp. 556-569
    • Fergusson, D.M.1    Boden, J.M.2    Horwood, L.J.3
  • 19
    • 0023551705 scopus 로고
    • Species differences in the in vitro metabolism of EGYT-475, a new antidepressant agent
    • Fonyo M., Guttmann A., Magyar K. (1987) Species differences in the in vitro metabolism of EGYT-475, a new antidepressant agent. Pol J Pharmacol Pharm 39: 129 - 134
    • (1987) Pol J Pharmacol Pharm , vol.39 , pp. 129-134
    • Fonyo, M.1    Guttmann, A.2    Magyar, K.3
  • 20
    • 29844451040 scopus 로고    scopus 로고
    • Toxic effects of BZP-based herbal party pills in humans: A prospective study in Christchurch, New Zealand
    • Gee P., Richardson S., Woltersdorf W., Moore G. (2005) Toxic effects of BZP-based herbal party pills in humans: a prospective study in Christchurch, New Zealand. N Z Med J 118: U1784
    • (2005) N Z Med J , vol.118 , pp. 1784
    • Gee, P.1    Richardson, S.2    Woltersdorf, W.3    Moore, G.4
  • 21
    • 0021176978 scopus 로고
    • Discriminative stimulus properties of the serotonin agonist 1-(3-trifluoromethylphenyl)piperazine (TFMPP)
    • Glennon R.A., McKenney J.D., Young R. (1984) Discriminative stimulus properties of the serotonin agonist 1-(3-trifluoromethylphenyl)piperazine (TFMPP). Life Sci 35: 1475 - 1480
    • (1984) Life Sci , vol.35 , pp. 1475-1480
    • Glennon, R.A.1    McKenney, J.D.2    Young, R.3
  • 22
    • 0023550986 scopus 로고
    • The metabolism of EGYT-475, a new antidepressant agent, in rats
    • Guttmann A., Nagy J., Magyar K. (1987) The metabolism of EGYT-475, a new antidepressant agent, in rats. Pol J Pharmacol Pharm 39: 123 - 128
    • (1987) Pol J Pharmacol Pharm , vol.39 , pp. 123-128
    • Guttmann, A.1    Nagy, J.2    Magyar, K.3
  • 23
    • 0026437626 scopus 로고
    • Mechanistic investigation of the stimulus properties of 1-(3-trifluoromethylphenyl)piperazine
    • Herndon J.L., Pierson M.E., Glennon R.A. (1992) Mechanistic investigation of the stimulus properties of 1-(3-trifluoromethylphenyl)piperazine. Pharmacol Biochem Behav 43: 739 - 748
    • (1992) Pharmacol Biochem Behav , vol.43 , pp. 739-748
    • Herndon, J.L.1    Pierson, M.E.2    Glennon, R.A.3
  • 24
    • 0023895447 scopus 로고
    • Functional correlates of serotonin 5-HT1 recognition sites
    • Hoyer D. (1988) Functional correlates of serotonin 5-HT1 recognition sites. J Recept Res 8: 59 - 81
    • (1988) J Recept Res , vol.8 , pp. 59-81
    • Hoyer, D.1
  • 25
    • 0026688185 scopus 로고
    • Stages of progression in drug involvement from adolescence to adulthood: Further evidence for the gateway theory
    • Kandel D., Yamaguchi K., Chen K. (1992) Stages of progression in drug involvement from adolescence to adulthood: further evidence for the gateway theory. J Stud Alcohol 53: 447 - 457
    • (1992) J Stud Alcohol , vol.53 , pp. 447-457
    • Kandel, D.1    Yamaguchi, K.2    Chen, K.3
  • 27
    • 0034092057 scopus 로고    scopus 로고
    • Identification of the human cytochromes P450 involved in the oxidative metabolism of "ecstasy"-related designer drugs
    • Kreth K-P., Kovar K-A., Schwab M., Zanger U.M. (2000) Identification of the human cytochromes P450 involved in the oxidative metabolism of "Ecstasy"-related designer drugs. Biochem Pharmacol 59: 1563
    • (2000) Biochem Pharmacol , vol.59 , pp. 1563
    • Kreth, K.-P.1    Kovar, K.-A.2    Schwab, M.3    Zanger, U.M.4
  • 28
    • 0141677927 scopus 로고    scopus 로고
    • Debenzylation of tertiary amines using phosgene or triphosgene: An efficient and rapid procedure for the preparation of carbamoyl chlorides and unsymmetrical ureas. Application in carbon-11 chemistry
    • Lemoucheux L., Rouden J., Ibazizene M., Sobrio F., Lasne M.C. (2003) Debenzylation of tertiary amines using phosgene or triphosgene: an efficient and rapid procedure for the preparation of carbamoyl chlorides and unsymmetrical ureas. Application in carbon-11 chemistry. J Org Chem 68: 7289 - 7297
    • (2003) J Org Chem , vol.68 , pp. 7289-7297
    • Lemoucheux, L.1    Rouden, J.2    Ibazizene, M.3    Sobrio, F.4    Lasne, M.C.5
  • 29
    • 0022974217 scopus 로고
    • The action of trelibet, a new antidepressive agent on [3H]noradrenaline release from rabbit pulmonary artery
    • Magyar K., Fekete M.I., Tekes K., Torok T.L. (1986) The action of trelibet, a new antidepressive agent on [3H]noradrenaline release from rabbit pulmonary artery. Eur J Pharmacol 130: 219 - 227
    • (1986) Eur J Pharmacol , vol.130 , pp. 219-227
    • Magyar, K.1    Fekete, M.I.2    Tekes, K.3    Torok, T.L.4
  • 30
    • 0023571229 scopus 로고
    • Pharmacokinetic aspects of the mode of action of EGYT-475, a new antidepressant agent
    • Magyar K. (1987) Pharmacokinetic aspects of the mode of action of EGYT-475, a new antidepressant agent. Pol J Pharmacol Pharm 39: 107 - 112
    • (1987) Pol J Pharmacol Pharm , vol.39 , pp. 107-112
    • Magyar, K.1
  • 31
    • 0026345521 scopus 로고
    • Comparison of serotonin agonistic and antagonistic activities of a new antidepressant agent Trelibet (EGYT-475) and its metabolite EGYT-2760 on isolated rat fundus
    • Malomvolgyi B., Tothfalusi L., Tekes K., Magyar K. (1991) Comparison of serotonin agonistic and antagonistic activities of a new antidepressant agent Trelibet (EGYT-475) and its metabolite EGYT-2760 on isolated rat fundus. Acta Physiol Hung 78: 201 - 209
    • (1991) Acta Physiol Hung , vol.78 , pp. 201-209
    • Malomvolgyi, B.1    Tothfalusi, L.2    Tekes, K.3    Magyar, K.4
  • 33
    • 33645709289 scopus 로고    scopus 로고
    • Rewarding properties of 1-benzylpiperazine, a new drug of abuse, in rats. Basic
    • Meririnne E., Kajos M., Kankaanpaa A., Seppala T. (2006) Rewarding properties of 1-benzylpiperazine, a new drug of abuse, in rats. Basic Clin Pharmacol Toxicol 98: 346 - 350
    • (2006) Clin Pharmacol Toxicol , vol.98 , pp. 346-350
    • Meririnne, E.1    Kajos, M.2    Kankaanpaa, A.3    Seppala, T.4
  • 34
    • 35649003462 scopus 로고    scopus 로고
    • Mhra 2006. pep pill seizure. http://www.mhra.gov.uk/home/idcplg? IdcService=GET_FILE&dDocName=CON2024548&RevisionSelectionMethod= LatestReleasedAccessed:01/11/2006
    • (2006) Pep Pill Seizure
    • Mhra1
  • 35
    • 27244460822 scopus 로고    scopus 로고
    • Ministerial Action Group on Drugs
    • Ministerial Action Group on Drugs (2003) Methamphetamine Action Plan http://www.ndp.govt.nz/publications/methamphetamineactionplan.html
    • (2003) Methamphetamine Action Plan
  • 36
    • 0026357341 scopus 로고
    • Serotonin-selective arylpiperazines with neuroendocrine, behavioral, temperature, and cardiovascular effects in humans
    • Murphy D.L., Lesch K.P., Aulakh C.S., Pigott T.A. (1991) Serotonin-selective arylpiperazines with neuroendocrine, behavioral, temperature, and cardiovascular effects in humans. Pharmacol Rev 43: 527 - 552
    • (1991) Pharmacol Rev , vol.43 , pp. 527-552
    • Murphy, D.L.1    Lesch, K.P.2    Aulakh, C.S.3    Pigott, T.A.4
  • 40
    • 0038724557 scopus 로고    scopus 로고
    • Screening for and validated quantification of amphetamines and of amphetamine-and piperazine-derived designer drugs in human blood plasma by gas chromatography/mass spectrometry
    • Peters F.T., Schaefer S., Staack R.F., Kraemer T., Maurer H.H. (2003) Screening for and validated quantification of amphetamines and of amphetamine-and piperazine-derived designer drugs in human blood plasma by gas chromatography/mass spectrometry. J Mass Spectrom 38: 659 - 676
    • (2003) J Mass Spectrom , vol.38 , pp. 659-676
    • Peters, F.T.1    Schaefer, S.2    Staack, R.F.3    Kraemer, T.4    Maurer, H.H.5
  • 41
    • 0021255771 scopus 로고
    • Serotonin-releasing effects of substituted piperazines in vitro
    • Pettibone D.J., Williams M. (1984) Serotonin-releasing effects of substituted piperazines in vitro. Biochem Pharmacol 33: 1531 - 1535
    • (1984) Biochem Pharmacol , vol.33 , pp. 1531-1535
    • Pettibone, D.J.1    Williams, M.2
  • 42
    • 0032402384 scopus 로고    scopus 로고
    • Human CYP2D6 and metabolism of m-chlorophenylpiperazine
    • Rotzinger S., Fang J., Coutts R.T., Baker G.B. (1998) Human CYP2D6 and metabolism of m-chlorophenylpiperazine. Biol Psychiatry 44: 1185 - 1191
    • (1998) Biol Psychiatry , vol.44 , pp. 1185-1191
    • Rotzinger, S.1    Fang, J.2    Coutts, R.T.3    Baker, G.B.4
  • 43
    • 0024160505 scopus 로고
    • Serotonergic-dopaminergic mediation of 3,4-methylenedioxymethamphetamine (MDMA, "ecstasy")
    • Schechter M.D. (1988) Serotonergic-dopaminergic mediation of 3,4-methylenedioxymethamphetamine (MDMA, "ecstasy"). Pharmacol Biochem Behav 31: 817 - 824
    • (1988) Pharmacol Biochem Behav , vol.31 , pp. 817-824
    • Schechter, M.D.1
  • 45
    • 0037097059 scopus 로고    scopus 로고
    • Studies on the metabolism and toxicological detection of the new designer drug N-benzylpiperazine in urine using gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed
    • Staack R.F., Fritschi G., Maurer H.H. (2002) Studies on the metabolism and toxicological detection of the new designer drug N-benzylpiperazine in urine using gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 773: 35 - 46
    • (2002) Life Sci , vol.773 , pp. 35-46
    • Staack, R.F.1    Fritschi, G.2    Maurer, H.H.3
  • 46
    • 1642457236 scopus 로고    scopus 로고
    • Cytochrome P450 dependent metabolism of the new designer drug 1-(3-trifluoromethylphenyl)piperazine (TFMPP). In Vivo studies in Wistar and Dark Agouti rats as well as in vitro studies in human liver microsomes
    • Staack R.F., Paul L.D., Springer D., Kraemer T., Maurer H.H. (2004 a) Cytochrome P450 dependent metabolism of the new designer drug 1-(3-trifluoromethylphenyl)piperazine (TFMPP). In vivo studies in Wistar and Dark Agouti rats as well as in vitro studies in human liver microsomes. Biochem Pharmacol 67: 235 - 244
    • (2004) Biochem Pharmacol , vol.67 , pp. 235-244
    • Staack, R.F.1    Paul, L.D.2    Springer, D.3    Kraemer, T.4    Maurer, H.H.5
  • 47
    • 1542314455 scopus 로고    scopus 로고
    • In vivo metabolism of the new designer drug 1-(4-methoxyphenyl)piperazine (MeOPP) in rat and identification of the human cytochrome P450 enzymes responsible for the major metabolic step
    • Staack R.F., Theobald D.S., Paul L.D., Springer D., Kraemer T., Maurer H.H. (2004 b) In vivo metabolism of the new designer drug 1-(4-methoxyphenyl) piperazine (MeOPP) in rat and identification of the human cytochrome P450 enzymes responsible for the major metabolic step. Xenobiotica 34: 179 - 192
    • (2004) Xenobiotica , vol.34 , pp. 179-192
    • Staack, R.F.1    Theobald, D.S.2    Paul, L.D.3    Springer, D.4    Kraemer, T.5    Maurer, H.H.6
  • 48
    • 19944368433 scopus 로고    scopus 로고
    • Metabolism of designer drugs of abuse
    • Staack R.F., Maurer H.H. (2005) Metabolism of designer drugs of abuse. Curr Drug Metab 6: 259 - 274
    • (2005) Curr Drug Metab , vol.6 , pp. 259-274
    • Staack, R.F.1    Maurer, H.H.2
  • 50
    • 0023298382 scopus 로고
    • The effect of EGYT-475 (Trelibet) and its metabolites on the potassium-stimulated 3H-noradrenaline release from cortical slices of rat brain
    • Szucks Z., Szentendrei T., Fekete M.I. (1987) The effect of EGYT-475 (Trelibet) and its metabolites on the potassium-stimulated 3H-noradrenaline release from cortical slices of rat brain. Pol J Pharmacol Pharm 39: 185 - 193
    • (1987) Pol J Pharmacol Pharm , vol.39 , pp. 185-193
    • Szucks, Z.1    Szentendrei, T.2    Fekete, M.I.3
  • 52
    • 17144420495 scopus 로고    scopus 로고
    • Development of simultaneous gas chromatography-mass spectrometric and liquid chromatography-electrospray ionization mass spectrometric determination method for the new designer drugs, N-benzylpiperazine (BZP), 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and their main metabolites in urine. J Chromatogr B Analyt Technol Biomed
    • Tsutsumi H., Katagi M., Miki A., Shima N., Kamata T., Nishikawa M., Nakajima K., Tsuchihashi H. (2005) Development of simultaneous gas chromatography-mass spectrometric and liquid chromatography-electrospray ionization mass spectrometric determination method for the new designer drugs, N-benzylpiperazine (BZP). 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and their main metabolites in urine. J Chromatogr B Analyt Technol Biomed Life Sci 819: 315 - 322
    • (2005) Life Sci , vol.819 , pp. 315-322
    • Tsutsumi, H.1    Katagi, M.2    Miki, A.3    Shima, N.4    Kamata, T.5    Nishikawa, M.6    Nakajima, K.7    Tsuchihashi, H.8
  • 53
  • 54
    • 0031783570 scopus 로고    scopus 로고
    • Psychological and cardiovascular effects and short-term sequelae of MDMA ("ecstasy") in MDMA-naive healthy volunteers
    • Vollenweider F.X., Gamma A., Liechti M., Huber T. (1998) Psychological and cardiovascular effects and short-term sequelae of MDMA ("ecstasy") in MDMA-naive healthy volunteers. Neuropsychopharmacology 19: 241 - 251
    • (1998) Neuropsychopharmacology , vol.19 , pp. 241-251
    • Vollenweider, F.X.1    Gamma, A.2    Liechti, M.3    Huber, T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.