메뉴 건너뛰기




Volumn 85, Issue 12, 2013, Pages 1803-1815

Substituted methcathinones differ in transporter and receptor interactions

Author keywords

Dopamine transporter; Methcathinone; Norepinephrine transporter; Serotonin receptor; Serotonin transporter

Indexed keywords

3,4 METHYLENEDIOXYPYROVALERONE; 4 FLUOROMETHCATHINONE; 4' METHYLMETHCATHINONE; AMPHETAMINE; BUTYLONE; CENTRAL NERVOUS SYSTEM AGENTS; CENTRAL STIMULANT AGENT; COCAINE; DOPAMINE RECEPTOR; DOPAMINE TRANSPORTER; METHCATHINONE DERIVATIVE; METHYLONE; NAPHYRONE; NEUROTRANSMITTER; NORADRENALIN TRANSPORTER; PSYCHOSTIMULANT AGENT; RADIOLIGAND; SEROTONIN 1A AGONIST; SEROTONIN 2A ANTAGONIST; SEROTONIN 2C ANTAGONIST; SEROTONIN RECEPTOR; SEROTONIN TRANSPORTER; SIGMA 1 OPIATE RECEPTOR; TRITIUM; UNCLASSIFIED DRUG; VESICULAR MONOAMINE TRANSPORTER 2;

EID: 84878858007     PISSN: 00062952     EISSN: 18732968     Source Type: Journal    
DOI: 10.1016/j.bcp.2013.04.004     Document Type: Article
Times cited : (191)

References (54)
  • 1
    • 80051712042 scopus 로고    scopus 로고
    • Clinical experience with and analytical confirmation of "bath salts" and "legal highs" (synthetic cathinones) in the United States
    • H.A. Spiller, M.L. Ryan, R.G. Weston, and J. Jansen Clinical experience with and analytical confirmation of "bath salts" and "legal highs" (synthetic cathinones) in the United States Clin Toxicol (Phila) 49 2011 499 505
    • (2011) Clin Toxicol (Phila) , vol.49 , pp. 499-505
    • Spiller, H.A.1    Ryan, M.L.2    Weston, R.G.3    Jansen, J.4
  • 2
    • 81955164869 scopus 로고    scopus 로고
    • Acute psychotic sequelae of "bath salts"
    • J.M. Striebel, and J.M. Pierre Acute psychotic sequelae of "bath salts" Schizophr Res 133 2011 259 260
    • (2011) Schizophr Res , vol.133 , pp. 259-260
    • Striebel, J.M.1    Pierre, J.M.2
  • 4
    • 79960634938 scopus 로고    scopus 로고
    • Cathinone derivatives: A review of their chemistry, pharmacology and toxicology
    • J.P. Kelly Cathinone derivatives: a review of their chemistry, pharmacology and toxicology Drug Test Anal 3 2011 439 453
    • (2011) Drug Test Anal , vol.3 , pp. 439-453
    • Kelly, J.P.1
  • 5
    • 80052488621 scopus 로고    scopus 로고
    • Sympathomimetic toxicity in a case of analytically confirmed recreational use of naphyrone (naphthylpyrovalerone)
    • A. Derungs, S. Schietzel, M.R. Meyer, H.H. Maurer, S. Krahenbuhl, and M.E. Liechti Sympathomimetic toxicity in a case of analytically confirmed recreational use of naphyrone (naphthylpyrovalerone) Clin Toxicol (Phila) 49 2011 691 693
    • (2011) Clin Toxicol (Phila) , vol.49 , pp. 691-693
    • Derungs, A.1    Schietzel, S.2    Meyer, M.R.3    Maurer, H.H.4    Krahenbuhl, S.5    Liechti, M.E.6
  • 7
    • 33144477907 scopus 로고    scopus 로고
    • 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (pyrovalerone) analogues: A promising class of monoamine uptake inhibitors
    • DOI 10.1021/jm050797a
    • P.C. Meltzer, D. Butler, J.R. Deschamps, and B.K. Madras 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors J Med Chem 49 2006 1420 1432 (Pubitemid 43271895)
    • (2006) Journal of Medicinal Chemistry , vol.49 , Issue.4 , pp. 1420-1432
    • Meltzer, P.C.1    Butler, D.2    Deschamps, J.R.3    Madras, B.K.4
  • 10
    • 0027189782 scopus 로고
    • Cocaine-stimulus generalization to two new designer drugs: Methcathinone and 4-methylaminorex
    • R. Young, and R.A. Glennon Cocaine-stimulus generalization to two new designer drugs: methcathinone and 4-methylaminorex Pharmacol Biochem Behav 45 1993 229 231
    • (1993) Pharmacol Biochem Behav , vol.45 , pp. 229-231
    • Young, R.1    Glennon, R.A.2
  • 12
    • 0031415190 scopus 로고    scopus 로고
    • Cathinone: An investigation of several N-alkyl and methylenedioxy- substituted analogs
    • DOI 10.1016/S0091-3057(97)00323-7, PII S0091305797003237
    • T.A. Dal Cason, R. Young, and R.A. Glennon Cathinone: an investigation of several N-alkyl and methylenedioxy-substituted analogs Pharmacol Biochem Behav 58 1997 1109 1116 (Pubitemid 28108223)
    • (1997) Pharmacology Biochemistry and Behavior , vol.58 , Issue.4 , pp. 1109-1116
    • Dal Cason, T.A.1    Young, R.2    Glennon, R.A.3
  • 13
    • 84867841572 scopus 로고    scopus 로고
    • Contrasting effects of d-methamphetamine, 3,4- methylenedioxymethamphetamine, 3,4-methylenedioxypyrovalerone, and 4-methylmethcathinone on wheel activity in rats
    • P.K. Huang, S.M. Aarde, D. Angrish, K.L. Houseknecht, T.J. Dickerson, and M.A. Taffe Contrasting effects of d-methamphetamine, 3,4- methylenedioxymethamphetamine, 3,4-methylenedioxypyrovalerone, and 4-methylmethcathinone on wheel activity in rats Drug Alcohol Depend 126 2012 168 175
    • (2012) Drug Alcohol Depend , vol.126 , pp. 168-175
    • Huang, P.K.1    Aarde, S.M.2    Angrish, D.3    Houseknecht, K.L.4    Dickerson, T.J.5    Taffe, M.A.6
  • 14
    • 84865424242 scopus 로고    scopus 로고
    • Comparative neuropharmacology of three psychostimulant cathinone derivatives: Butylone, mephedrone and methylone
    • R. Lopez-Arnau, J. Martinez-Clemente, D. Pubill, E. Escubedo, and J. Camarasa Comparative neuropharmacology of three psychostimulant cathinone derivatives: butylone, mephedrone and methylone Br J Pharmacol 167 2012 407 420
    • (2012) Br J Pharmacol , vol.167 , pp. 407-420
    • Lopez-Arnau, R.1    Martinez-Clemente, J.2    Pubill, D.3    Escubedo, E.4    Camarasa, J.5
  • 15
    • 14744299673 scopus 로고    scopus 로고
    • Sensitivity to psychostimulants in mice bred for high and low stimulation to methamphetamine
    • DOI 10.1111/j.1601-183X.2004.00101.x
    • H.M. Kamens, S. Burkhart-Kasch, C.S. McKinnon, N. Li, C. Reed, and T.J. Phillips Sensitivity to psychostimulants in mice bred for high and low stimulation to methamphetamine Genes Brain Behav 4 2005 110 125 (Pubitemid 40333315)
    • (2005) Genes, Brain and Behavior , vol.4 , Issue.2 , pp. 110-125
    • Kamens, H.M.1    Burkhart-Kasch, S.2    McKinnon, C.S.3    Li, N.4    Reed, C.5    Phillips, T.J.6
  • 16
    • 0028608794 scopus 로고
    • The effects of methamphetamine and cocaine on motor behavior and extracellular dopamine in the ventral striatum of Lewis versus Fischer 344 rats
    • D.M. Camp, K.E. Browman, and T.E. Robinson The effects of methamphetamine and cocaine on motor behavior and extracellular dopamine in the ventral striatum of Lewis versus Fischer 344 rats Brain Res 668 1994 180 193
    • (1994) Brain Res , vol.668 , pp. 180-193
    • Camp, D.M.1    Browman, K.E.2    Robinson, T.E.3
  • 17
    • 0032856963 scopus 로고    scopus 로고
    • Inhibition of plasma membrane monoamine transporters by β- ketoamphetamines
    • DOI 10.1016/S0014-2999(99)00538-5, PII S0014299999005385
    • N.V. Cozzi, M.K. Sievert, A.T. Shulgin, P. Jacob III, and A.E. Ruoho Inhibition of plasma membrane monoamine transporters by beta-ketoamphetamines Eur J Pharmacol 381 1999 63 69 (Pubitemid 29488590)
    • (1999) European Journal of Pharmacology , vol.381 , Issue.1 , pp. 63-69
    • Cozzi, N.V.1    Sievert, M.K.2    Shulgin, A.T.3    Jacob III, P.4    Ruoho, A.E.5
  • 18
    • 33847113912 scopus 로고    scopus 로고
    • The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain
    • DOI 10.1016/j.ejphar.2006.11.075, PII S0014299906013811
    • F. Nagai, R. Nonaka, and K.K. Satoh Hisashi The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain Eur J Pharmacol 559 2007 132 137 (Pubitemid 46295399)
    • (2007) European Journal of Pharmacology , vol.559 , Issue.2-3 , pp. 132-137
    • Nagai, F.1    Nonaka, R.2    Satoh Hisashi Kamimura, K.3
  • 20
    • 84858335179 scopus 로고    scopus 로고
    • The designer methcathinone analogs, mephedrone and methylone, are substrates for monoamine transporters in brain tissue
    • M.H. Baumann, M.A. Ayestas Jr., J.S. Partilla, J.R. Sink, A.T. Shulgin, and P.F. Daley The designer methcathinone analogs, mephedrone and methylone, are substrates for monoamine transporters in brain tissue Neuropsychopharmacology 37 2012 1192 1203
    • (2012) Neuropsychopharmacology , vol.37 , pp. 1192-1203
    • Baumann, M.H.1    Ayestas, Jr.M.A.2    Partilla, J.S.3    Sink, J.R.4    Shulgin, A.T.5    Daley, P.F.6
  • 21
    • 37349052331 scopus 로고    scopus 로고
    • 4 receptor selective compounds and a distinct structure-affinity relationship for butyrophenones
    • DOI 10.1016/j.ejphar.2007.09.020, PII S0014299907010473
    • I.T. Lee, S. Chen, and J.A. Schetz An unambiguous assay for the cloned human sigma1 receptor reveals high affinity interactions with dopamine D4 receptor selective compounds and a distinct structure-affinity relationship for butyrophenones Eur J Pharmacol 578 2008 123 136 (Pubitemid 350309585)
    • (2008) European Journal of Pharmacology , vol.578 , Issue.2-3 , pp. 123-136
    • Lee, I.T.1    Chen, S.2    Schetz, J.A.3
  • 24
    • 4243050488 scopus 로고    scopus 로고
    • Effects of methamphetamine and lobeline on vesicular monoamine and dopamine transporter-mediated dopamine release in a cotransfected model system
    • DOI 10.1124/jpet.104.067314
    • C.J. Wilhelm, R.A. Johnson, P.G. Lysko, A.J. Eshleman, and A. Janowsky Effects of methamphetamine and lobeline on vesicular monoamine and dopamine transporter-mediated dopamine release in a cotransfected model system J Pharmacol Exp Ther 310 2004 1142 1151 (Pubitemid 39108936)
    • (2004) Journal of Pharmacology and Experimental Therapeutics , vol.310 , Issue.3 , pp. 1142-1151
    • Wilhelm, C.J.1    Johnson, R.A.2    Lysko, P.G.3    Eshleman, A.J.4    Janowsky, A.5
  • 25
    • 0034012173 scopus 로고    scopus 로고
    • In vitro studies of striatal vesicles containing the vesicular monoamine transporter (VMAT2): Rat versus mouse differences in sequestration of 1- methyl-4-phenylpyridinium
    • R.G. Staal, K.A. Hogan, C.L. Liang, D.C. German, and P.K. Sonsalla In vitro studies of striatal vesicles containing the vesicular monoamine transporter (VMAT2): rat versus mouse differences in sequestration of 1-methyl-4-phenylpyridinium J Pharmacol Exp Ther 293 2000 329 335 (Pubitemid 30244078)
    • (2000) Journal of Pharmacology and Experimental Therapeutics , vol.293 , Issue.2 , pp. 329-335
    • Staal, R.G.W.1    Hogan, K.A.2    Liang, C.-L.3    German, D.C.4    Sonsalla, P.K.5
  • 26
    • 0031691557 scopus 로고    scopus 로고
    • Functional identification of vesicular monoamine and acetylcholine transporters
    • DOI 10.1016/S0076-6879(98)96008-6
    • H. Varoqui, and J.D. Erickson Functional identification of vesicular monoamine and acetylcholine transporters Methods Enzymol 296 1998 84 99 (Pubitemid 28455014)
    • (1998) Methods in Enzymology , vol.296 , pp. 84-99
    • Varoqui, H.1    Erickson, J.D.2
  • 29
    • 0032012257 scopus 로고    scopus 로고
    • Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications
    • L. Toll, I.P. Berzetei-Gurske, W.E. Polgar, S.R. Brandt, I.D. Adapa, and L. Rodriguez Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications NIDA Res Monogr 178 1998 440 466
    • (1998) NIDA Res Monogr , vol.178 , pp. 440-466
    • Toll, L.1    Berzetei-Gurske, I.P.2    Polgar, W.E.3    Brandt, S.R.4    Adapa, I.D.5    Rodriguez, L.6
  • 30
    • 0015861774 scopus 로고
    • Relationship between the inhibition constant (K1) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction
    • Y. Cheng, and W.H. Prusoff Relationship between the inhibition constant (K1) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction Biochem Pharmacol 22 1973 3099 3108
    • (1973) Biochem Pharmacol , vol.22 , pp. 3099-3108
    • Cheng, Y.1    Prusoff, W.H.2
  • 31
    • 0033984392 scopus 로고    scopus 로고
    • Neurochemical neutralization of methamphetamine with high-affinity nonselective inhibitors of biogenic amine transporters: A pharmacological strategy for treating stimulant abuse
    • DOI 10.1002/(SICI)1098-2396(20000301)35:3<222::AID-SYN7>3.0.CO;2-K
    • R.B. Rothman, J.S. Partilla, M.H. Baumann, C.M. Dersch, F.I. Carroll, and K.C. Rice Neurochemical neutralization of methamphetamine with high-affinity nonselective inhibitors of biogenic amine transporters: a pharmacological strategy for treating stimulant abuse Synapse 35 2000 222 227 (Pubitemid 30056719)
    • (2000) Synapse , vol.35 , Issue.3 , pp. 222-227
    • Rothman, R.B.1    Partilla, J.S.2    Baumann, M.H.3    Dersch, C.M.4    Carroll, F.I.5    Rice, K.C.6
  • 35
    • 0034613214 scopus 로고    scopus 로고
    • Differential effects of stimulants on monoaminergic transporters: Pharmacological consequences and implications for neurotoxicity
    • A.E. Fleckenstein, J.W. Gibb, and G.R. Hanson Differential effects of stimulants on monoaminergic transporters: pharmacological consequences and implications for neurotoxicity Eur J Pharmacol 406 2000 1 13
    • (2000) Eur J Pharmacol , vol.406 , pp. 1-13
    • Fleckenstein, A.E.1    Gibb, J.W.2    Hanson, G.R.3
  • 40
    • 84875244963 scopus 로고    scopus 로고
    • Mephedrone does not damage dopamine nerve endings of the striatum, but enhances the neurotoxicity of methamphetamine, amphetamine, and MDMA
    • M. Angoa-Perez, M.J. Kane, D.I. Briggs, D.M. Francescutti, C.E. Sykes, and M.M. Shah Mephedrone does not damage dopamine nerve endings of the striatum, but enhances the neurotoxicity of methamphetamine, amphetamine, and MDMA J Neurochem 125 2013 102 110
    • (2013) J Neurochem , vol.125 , pp. 102-110
    • Angoa-Perez, M.1    Kane, M.J.2    Briggs, D.I.3    Francescutti, D.M.4    Sykes, C.E.5    Shah, M.M.6
  • 41
    • 84863410323 scopus 로고    scopus 로고
    • Mephedrone, an abused psychoactive component of 'bath salts' and methamphetamine congener, does not cause neurotoxicity to dopamine nerve endings of the striatum
    • M. Angoa-Perez, M.J. Kane, D.M. Francescutti, K.E. Sykes, M.M. Shah, and A.M. Mohammed Mephedrone, an abused psychoactive component of 'bath salts' and methamphetamine congener, does not cause neurotoxicity to dopamine nerve endings of the striatum J Neurochem 120 2012 1097 1107
    • (2012) J Neurochem , vol.120 , pp. 1097-1107
    • Angoa-Perez, M.1    Kane, M.J.2    Francescutti, D.M.3    Sykes, K.E.4    Shah, M.M.5    Mohammed, A.M.6
  • 42
    • 80054789464 scopus 로고    scopus 로고
    • 4-Methylmethcathinone (mephedrone): Neuropharmacological effects of a designer stimulant of abuse
    • G.C. Hadlock, K.M. Webb, L.M. McFadden, P.W. Chu, J.D. Ellis, and S.C. Allen 4-Methylmethcathinone (mephedrone): neuropharmacological effects of a designer stimulant of abuse J Pharmacol Exp Ther 339 2011 530 536
    • (2011) J Pharmacol Exp Ther , vol.339 , pp. 530-536
    • Hadlock, G.C.1    Webb, K.M.2    McFadden, L.M.3    Chu, P.W.4    Ellis, J.D.5    Allen, S.C.6
  • 43
    • 84857800731 scopus 로고    scopus 로고
    • The toxicology of bath salts: A review of synthetic cathinones
    • J.M. Prosser, and L.S. Nelson The toxicology of bath salts: a review of synthetic cathinones J Med Toxicol 8 2012 33 42
    • (2012) J Med Toxicol , vol.8 , pp. 33-42
    • Prosser, J.M.1    Nelson, L.S.2
  • 44
    • 84865737058 scopus 로고    scopus 로고
    • Psychosis from a bath salt product containing flephedrone and MDPV with serum, urine, and product quantification
    • S.L. Thornton, R.R. Gerona, and C.A. Tomaszewski Psychosis from a bath salt product containing flephedrone and MDPV with serum, urine, and product quantification J Med Toxicol 8 2012 310 313
    • (2012) J Med Toxicol , vol.8 , pp. 310-313
    • Thornton, S.L.1    Gerona, R.R.2    Tomaszewski, C.A.3
  • 46
    • 70349116879 scopus 로고    scopus 로고
    • The pharmacology of sigma-1 receptors
    • T. Maurice, and T.P. Su The pharmacology of sigma-1 receptors Pharmacol Ther 124 2009 195 206
    • (2009) Pharmacol Ther , vol.124 , pp. 195-206
    • Maurice, T.1    Su, T.P.2
  • 47
    • 84878885272 scopus 로고    scopus 로고
    • Bath salts components mephedrone and methylenedioxypyrovalerone (MDPV) act synergistically at the human dopamine transporter
    • K.N. Cameron, R. Kolanos, E. Solis, R.A. Glennon, and L.J. De Felice Bath salts components mephedrone and methylenedioxypyrovalerone (MDPV) act synergistically at the human dopamine transporter Br J Pharmacol 2012
    • (2012) Br J Pharmacol
    • Cameron, K.N.1    Kolanos, R.2    Solis, E.3    Glennon, R.A.4    De Felice, L.J.5
  • 48
    • 77953604436 scopus 로고    scopus 로고
    • Current perspectives of the roles of the central norepinephrine system in anxiety and depression
    • A.W. Goddard, S.G. Ball, J. Martinez, M.J. Robinson, C.R. Yang, and J.M. Russell Current perspectives of the roles of the central norepinephrine system in anxiety and depression Depress Anxiety 27 2010 339 350
    • (2010) Depress Anxiety , vol.27 , pp. 339-350
    • Goddard, A.W.1    Ball, S.G.2    Martinez, J.3    Robinson, M.J.4    Yang, C.R.5    Russell, J.M.6
  • 50
    • 84867893013 scopus 로고    scopus 로고
    • Mephedrone ('bath salt') elicits conditioned place preference and dopamine-sensitive motor activation
    • R. Lisek, W. Xu, E. Yuvasheva, Y.T. Chiu, A.B. Reitz, and L.Y. Liu-Chen Mephedrone ('bath salt') elicits conditioned place preference and dopamine-sensitive motor activation Drug Alcohol Depend 126 2012 257 262
    • (2012) Drug Alcohol Depend , vol.126 , pp. 257-262
    • Lisek, R.1    Xu, W.2    Yuvasheva, E.3    Chiu, Y.T.4    Reitz, A.B.5    Liu-Chen, L.Y.6
  • 51
    • 0022352694 scopus 로고
    • Stereoselectivity and isoenzyme selectivity of monoamine oxidase inhibitors. Enantiomers of amphetamine, N-methylamphetamine and deprenyl
    • DOI 10.1016/0006-2952(85)90201-1
    • J.B. Robinson Stereoselectivity and isoenzyme selectivity of monoamine oxidase inhibitors. Enantiomers of amphetamine, N-methylamphetamine and deprenyl Biochem Pharmacol 34 1985 4105 4108 (Pubitemid 16195470)
    • (1985) Biochemical Pharmacology , vol.34 , Issue.23 , pp. 4105-4108
    • Robinson, J.B.1
  • 52
    • 0029032794 scopus 로고
    • Amphetamine redistributes dopamine from synaptic vesicles to the cytosol and promotes reverse transport
    • D. Sulzer, T.K. Chen, Y.Y. Lau, H. Kristensen, S. Rayport, and A. Ewing Amphetamine redistributes dopamine from synaptic vesicles to the cytosol and promotes reverse transport J Neurosci 15 1995 4102 4108
    • (1995) J Neurosci , vol.15 , pp. 4102-4108
    • Sulzer, D.1    Chen, T.K.2    Lau, Y.Y.3    Kristensen, H.4    Rayport, S.5    Ewing, A.6
  • 53
    • 0031036030 scopus 로고    scopus 로고
    • Multiple ionic conductances of the human dopamine transporter: The actions of dopamine and psychostimulants
    • M.S. Sonders, S.J. Zhu, N.R. Zahniser, M.P. Kavanaugh, and S.G. Amara Multiple ionic conductances of the human dopamine transporter: the actions of dopamine and psychostimulants J Neurosci 17 1997 960 974 (Pubitemid 27043955)
    • (1997) Journal of Neuroscience , vol.17 , Issue.3 , pp. 960-974
    • Sonders, M.S.1    Zhu, S.-J.2    Zahniser, N.R.3    Kavanaugh, M.P.4    Amara, S.G.5
  • 54
    • 0031846705 scopus 로고    scopus 로고
    • Carrier-mediated release, transport rates, and charge transfer induced by amphetamine, tyramine, and dopamine in mammalian cells transfected with the human dopamine transporter
    • H.H. Sitte, S. Huck, H. Reither, S. Boehm, E.A. Singer, and C. Pifl Carrier-mediated release, transport rates, and charge transfer induced by amphetamine, tyramine, and dopamine in mammalian cells transfected with the human dopamine transporter J Neurochem 71 1998 1289 1297 (Pubitemid 28390284)
    • (1998) Journal of Neurochemistry , vol.71 , Issue.3 , pp. 1289-1297
    • Sitte, H.H.1    Huck, S.2    Reither, H.3    Boehm, S.4    Singer, E.A.5    Pifl, C.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.