A monoamine neurotoxin, or monoaminergic neurotoxin, is a drug that selectively damages or destroys monoaminergic neurons.[1] Monoaminergic neurons are neurons that signal via stimulation by monoamine neurotransmitters including serotonin, dopamine, and norepinephrine.[1]
Examples of monoamine neurotoxins include the serotonergic neurotoxins para-chloroamphetamine (PCA), methylenedioxymethamphetamine (MDMA), and 5,7-dihydroxytryptamine (5,7-DHT);[2] the dopaminergic neurotoxins oxidopamine (6-hydroxydopamine), MPTP, and methamphetamine; and the noradrenergic neurotoxins oxidopamine and DSP-4.[1]
Dopaminergic neurotoxins can induce a Parkinson's disease-like condition in animals and humans.[1][3] Serotonergic neurotoxins have been associated with cognitive and memory deficits and psychiatric changes.[4][5][6][7]
List of monoamine neurotoxins
editSerotonergic neurotoxins
editPhenethylamines
edit- 2,4-Dichloroamphetamine (2,4-DCA)[8]
- 2,4,5-Trihydroxyamphetamine (2,4,5-THA)[9]
- 2,4,5-Trihydroxymethamphetamine (2,4,5-THMA)[9]
- 3-Chloroamphetamine (3-CA)[8][10]
- 3,4-Dichloroamphetamine (3,4-DCA)[8]
- 3,4-Dihydroxyamphetamine (HHA; 3,4-DHA; α-methyldopamine; α-Me-DA)[2]
- 3,4-Dihydroxymethamphetamine (HHMA; 3,4-DHMA; α-methylepinine; α,N-dimethyldopamine)[2]
- 3,4-Methylenedioxyamphetamine (MDA)[1][11][2][9]
- 3,4-Methylenedioxyethylamphetamine (MDEA)[11][12]
- 3,4-Methylenedioxymethamphetamine (MDMA)[1][2][13][14]
- 4-Chlorophenylisobutylamine (4-CAB; 4-chloro-α-desmethyl-α-ethylamphetamine; α-ethyl-PCA)[11]
- 5-MAPB (5-MBPB)[15]
- Fenfluramine[1][16][17][18]
- Mephedrone[19]
- Methamphetamine[1][14][9]
- Methylbenzodioxolylbutanamine (MBDB)[11][12]
- Methylone[19]
- Norfenfluramine[18][20]
- para-Bromoamphetamine (PBA; 4-bromoamphetamine; 4-BA)[21]
- para-Chloroamphetamine (PCA; 4-chloroamphetamine; 4-CA)[1][2][12]
- para-Chloromethamphetamine (PCMA; 4-chloromethamphetamine; 4-PCMA)[8][22]
- para-Iodoamphetamine (PIA; 4-iodoamphetamine; 4-IA)[11][23]
Tryptamines
edit- 5,6-Dihydroxytryptamine (5,6-DHT)[24][1][2]
- 5,7-Dihydroxytryptamine (5,7-DHT)[24][1][2]
- α-Ethyltryptamine (αET)[12][25][26]
2-Aminoindans
edit- 5-Iodo-2-aminoindan (5-IAI) (weak)[27][12][11]
- 5-Methoxy-6-methyl-2-aminoindane (MMAI) (weak; alone and with amphetamine)[28][29][30]
- 5,6-Methylenedioxy-2-aminoindan (MDAI) (weak; alone and with amphetamine)[31][11][32]
MPTP-related
editDopaminergic neurotoxins
editPhenethylamines
edit- 2,4,5-Trihydroxyamphetamine (2,4,5-THA)[9]
- 2,4,5-Trihydroxymethamphetamine (2,4,5-THMA)[9]
- 3,4-Methylenedioxymethamphetamine (MDMA) (in mice but not in humans)[14][6]
- 6-Hydroxydopa (6-OH-DOPA, 6-OHDOPA)[1][35][36]
- 6-Hydroxydopamine quinone (6-OHDA quinone; oxidopamine quinone)[37][38]
- Amphetamine[1]
- Mephedrone[19]
- Methamphetamine[1][13][14]
- Methylone[19]
- Oxidopamine (6-hydroxydopamine; 6-OHDA)[39][40][37]
Dopamine and metabolites
edit- 3,4-Dihydroxyphenylacetaldehyde (DOPAL; dopamine aldehyde)[41][42]
- 5-S-Cysteinyldopamine (5-S-CyS-DA)[43]
- DOPA quinone[44][45]
- DOPAL quinone[46]
- Dopamine[47]
- Dopamine quinone[44][45]
- N-Methylnorsalsolinol[48]
- Norsalsolinol[48]
- Salsolinol[48][49]
Tryptamines
edit- 5,6-Dihydroxytryptamine (5,6-DHT)[24][50]
MPTP-related
edit- 2′-CH3-MPTP (2′-methyl-MPTP)[51][52][53][54][55]
- Haloperidol[1][33]
- HPP+ (haloperidol pyridinium)[1][33]
- HPTP[1][34]
- MPP+ (cyperquat)[56][57]
- MPTP[56]
Pesticides
edit- Benomyl[58]
- Daidzin[58]
- Dieldrin[58]
- Fenpropathrin[59][60][61]
- Mancozeb[62]
- Maneb[62]
- Paraquat[59][62][63]
- Rotenone[1][59][62][64]
- Ziram[58]
Others
editNoradrenergic neurotoxins
editPhenethylamines and related
edit- 2,4,5-Trihydroxyamphetamine (2,4,5-THA)[9]
- 3,4-Methylenedioxyamphetamine (MDA)[9]
- 3,4-Dihydroxyphenylglycolaldehyde (DOPEGAL; norepinephrine/epinephrine aldehyde)[68]
- 5,6-Dihydroxytryptamine (5,6-DHT)[24][50]
- 5,7-Dihydroxytryptamine (5,7-DHT)[24][50]
- 6-Hydroxydopa (6-OH-DOPA, 6-OHDOPA)[1][35][36]
- DSP-4[69][70]
- Oxidopamine (6-hydroxydopamine; 6-OHDA)[39][37]
- Xylamine[1]
MPTP-related
edit- 2′-NH2-MPTP (2′-amino-MPTP)[1]
Unsorted or unknown
editSee also
editReferences
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