General Information of Drug (ID: DMYVU47)

Drug Name
METHYLENEDIOXYMETHAMPHETAMINE Drug Info
Synonyms
3,4-Methylenedioxymethamphetamine; MDMA; 3,4-methylenedioxymethamphetamine; Ecstasy; Methylenedioxymethamphetamine; 42542-10-9; N-METHYL-3,4-METHYLENEDIOXYAMPHETAMINE; DL-(3,4-Methylenedioxy)methamphetamine; (RS)-3,4-(methylenedioxy)methamphetamine; Midomafetamine; MDMA (unspecified); N,alpha-Dimethyl-1,3-benzodioxole-5-ethanamine; HSDB 6929; 1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine; CHEBI:1391; DEA No 7405; (+-)-(3,4-Methylenedioxy)methamphetamine; (+-)-N-Methyl-3,4-(methylenedioxy)amphetamine; 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
1615
ChEBI ID
CHEMBL43048
CAS Number
CAS 42542-10-9
TTD Drug ID
DMYVU47
VARIDT Drug ID
DR00433
INTEDE Drug ID
DR1089

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DME
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Patented Agent(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [9]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [10]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [11]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [9]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [12]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [13]
Tapentadol hydrochloride DMXLSH3 Acute pain MG31 Approved [14]
Venlafaxine DMR6QH0 Anxiety disorder 6B00-6B0Z Approved [13]
Trimipramine DM1SC8M Major depressive disorder 6A70.3 Approved [15]
Duloxetine DM9BI7M Depression 6A70-6A7Z Approved [16]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [9]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [10]
Fluoxetine DM3PD2C Bipolar depression Approved [17]
Vortioxetine DM6F1PU Major depressive disorder 6A70.3 Approved [18]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [19]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [12]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [13]
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [17]
Nortriptyline DM4KDYJ Depression 6A70-6A7Z Approved [17]
Trazodone DMK1GBJ Depression 6A70-6A7Z Approved [17]
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Drug(s) Targeting 5-HT 2B receptor (HTR2B)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [20]
Triflupromazine DMKFQJP Nausea MD90 Approved [21]
Minaprine DM0EP7M Depression 6A70-6A7Z Approved [22]
SPN-812 DMTV7XH Attention deficit hyperactivity disorder 6A05.Z Phase 4 [23]
Vabicaserin DM9GZW6 Psychotic disorder 6A20-6A25 Phase 2 [24]
PRX-08066 DMR7H2V Pulmonary arterial hypertension BB01.0 Phase 2 [25]
Pyrimidine derivative 29 DMVOYJ8 N. A. N. A. Patented [26]
Pyrimidine derivative 26 DM90WKN N. A. N. A. Patented [26]
Pyrimidine derivative 23 DM5MLQU N. A. N. A. Patented [26]
Pyrimidine derivative 25 DM51MFS N. A. N. A. Patented [26]
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Drug(s) Targeting 5-HT 2A receptor (HTR2A)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [20]
ZOTEPINE DMF3VXA Anxiety disorder 6B00-6B0Z Approved [27]
Iloperidone DM6AUFY Schizophrenia 6A20 Approved [28]
Flibanserin DM70DTN Depression 6A70-6A7Z Approved [18]
Lurasidone hydrochloride DMCVPXO Schizophrenia 6A20 Approved [29]
Aniracetam DMOIFW0 Cerebrovascular ischaemia 8B1Z Approved [30]
lumateperone tosylate DMQ8HOJ Schizophrenia 6A20 Approved [31]
Sarpogrelate DMGLP6S Diabetic complication 5A2Y Approved [32]
Pimavanserin DMR7IVC Parkinson disease 8A00.0 Approved [33]
Zicronapine DMP8ESD Schizophrenia 6A20 Phase 3 [34]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Deutetrabenazine DMUPFLI Huntington disease 8A01.10 Approved [17]
Reserpine DM6VM38 Hypertension BA00-BA04 Approved [35]
Tetrabenazine DMYWQ0O Huntington disease 8A01.10 Approved [35]
Alseroxylon DMB47TQ Hypertension BA00-BA04 Approved [36]
Valbenazine Tosylate DMQSA2V Tardive dyskinesia 8A02.10 Approved [17]
Alkavervir DMB4HFI High blood pressure BA00 Approved [17]
Ingrezza DMVPLNC Tardive dyskinesia 8A02.10 Phase 4 [37]
NBI-98854 DMVO1C0 Movement disorder 8A07-8A0Z Phase 3 [38]
AV 133 DM0EQ9X Alzheimer disease 8A20 Phase 3 [39]
Lobeline DMT3KB4 Substance use disorder 6C4Z Phase 2 [40]
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Drug(s) Targeting Dopamine transporter (DAT)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [12]
Dasotraline DMLDQFV Attention deficit hyperactivity disorder 6A05.Z Approved [41]
Methylphenidate DM7SJD6 Attention deficit hyperactivity disorder 6A05.Z Approved [42]
Modafinil DMYILBE Malignant glioma 2A00.0 Approved [17]
Phenmetrazine DMXYTN9 Obesity 5B81 Approved [43]
Ioflupane i-123 DMNARJT Parkinson disease 8A00.0 Approved [44]
DEXMETHYLPHENIDATE HYDROCHLORIDE DM8WBAH Attention deficit hyperactivity disorder 6A05.Z Approved [45]
Altropane DMO9WDS Attention deficit hyperactivity disorder 6A05.Z Approved [46]
Amitifadine DMS1X67 Obesity 5B81 Phase 3 [47]
NAV5001 DMRSI1M Dementia 6D80-6D86 Phase 3 [46]
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Drug(s) Targeting 5-HT 2C receptor (HTR2C)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [20]
Lorcaserin DMG6OYJ Obesity 5B81 Approved [48]
Tramadol DMRQD04 Osteoarthritis FA00-FA05 Approved [49]
Mirtazapine DML53ZJ Depression 6A70-6A7Z Approved [50]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [51]
Methysergide DM1EF73 Migraine 8A80 Approved [52]
Eltoprazine DMW6C81 Attention deficit hyperactivity disorder 6A05.Z Phase 3 [53]
M100907 DM7ZFBA Sleep-wake disorder 7A00-7B2Z Phase 3 [54]
SR46349B DM1ODMR Primary insomnia 7A00 Phase 3 [55]
Vabicaserin DM9GZW6 Psychotic disorder 6A20-6A25 Phase 2 [24]
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Drug(s) Metabolized By Cytochrome P450 2D6 (CYP2D6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [56]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [57]
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [58]
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [59]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [60]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [61]
Propofol DMB4OLE Anaesthesia 9A78.6 Approved [62]
Dopamine DMPGUCF Acromegaly 5A60.0 Approved [63]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [64]
Propranolol DM79NTF Angina pectoris BA40 Approved [65]
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Drug(s) Metabolized By Catechol O-methyltransferase (COMT)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Dopamine DMPGUCF Acromegaly 5A60.0 Approved [66]
Epinephrine DM3KJBC Acute asthma CA23 Approved [67]
Dobutamine DMD1B8Z Heart failure BD10-BD13 Approved [68]
Drug(s) Metabolized By Cytochrome P450 102A1 (cyp102)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [4]
Diclofenac DMPIHLS Chronic renal failure GB61.Z Approved [69]
Propranolol DM79NTF Angina pectoris BA40 Approved [70]
Dextromethorphan DMUDJZM Allergic rhinitis CA08.0 Approved [4]
Nifedipine DMSVOZT Angina pectoris BA40 Approved [71]
Chlorzoxazone DMCYVDT Acute pain MG31 Approved [71]
Amodiaquine DME4RA8 Malaria 1F40-1F45 Approved [4]
Buspirone DMBS632 Anxiety disorder 6B00-6B0Z Approved [4]
Mefenamic acid DMK7HFI Dysmenorrhea GA34.3 Approved [69]
Meclofenamic acid DM05FXR Ankylosing spondylitis FA92.0 Approved [69]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Selenium DM25CGV N. A. N. A. Approved [72]
Trametinib DM2JGQ3 Melanoma 2C30 Approved [73]
Quercetin DM3NC4M Obesity 5B81 Approved [74]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [75]
Remdesivir DMBFZ6L Coronavirus Disease 2019 (COVID-19) 1D6Y Approved [76]
Crizotinib DM4F29C Non-small-cell lung cancer 2C25.Y Approved [77]
Panobinostat DM58WKG Chronic graft versus host disease Approved [78]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [79]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [80]
Testosterone DM7HUNW Hot flushes GA30 Approved [81]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Flupentixol DM0DJ9O Schizophrenia 6A20 Approved [82]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [83]
Crizotinib DM4F29C Non-small-cell lung cancer 2C25.Y Approved [84]
Lamotrigine DM8SXYG Bipolar disorder 6A60 Approved [85]
Cepharanthine DM9Y5JB N. A. N. A. Approved [86]
Itraconazole DMCR1MV Aspergillosis 1F20 Approved [87]
Clozapine DMFC71L Schizophrenia 6A20 Approved [88]
Midostaurin DMI6E0R Acute myeloid leukaemia 2A60 Approved [89]
Trifluoperazine DMKBYWI Anxiety Approved [90]
Olanzapine DMPFN6Y Bipolar depression Approved [88]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Paroxetine DM5PVQE Anxiety disorder 6B00-6B0Z Approved [91]
Fluoxetine DM3PD2C Bipolar depression Approved [92]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [93]
Ribavirin DMEYLH9 Hepatitis C virus infection 1E51.1 Approved [94]
Colchicine DM2POTE Acute gout flare FA25.0 Approved [95]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [96]
Quercetin DM3NC4M Obesity 5B81 Approved [97]
Aripiprazole DM3NUMH Bipolar I disorder Approved [98]
Gabapentin DM6T924 Complex partial seizure 8A68.0 Approved [95]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [99]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [100]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [101]
Selenium DM25CGV N. A. N. A. Approved [102]
Quercetin DM3NC4M Obesity 5B81 Approved [103]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [104]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [105]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [106]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [107]
Hydroquinone DM6AVR4 Melasma ED60.1 Approved [108]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [109]
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Drug(s) Affected By Bcl-2-like protein 1 (BCL2L1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [110]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [111]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [101]
Selenium DM25CGV N. A. N. A. Approved [112]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [113]
Methotrexate DM2TEOL Anterior urethra cancer Approved [114]
Dactinomycin DM2YGNW Adult kidney Wilms tumor Approved [115]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [116]
Quercetin DM3NC4M Obesity 5B81 Approved [103]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [117]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Mechlorethamine DM0CVXA Chronic myelogenous leukaemia 2A20.0 Approved [118]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [119]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [120]
Methotrexate DM2TEOL Anterior urethra cancer Approved [114]
Quercetin DM3NC4M Obesity 5B81 Approved [121]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [105]
Levamisole DM5EN79 Parasitic infection 1D0Y-1G2Z Approved [122]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [123]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [124]
Promethazine DM6I5GR Hyperemesis gravidarum Approved [125]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Paclitaxel DMLB81S Breast carcinoma Approved [126]
Aprepitant DM053KT Depression 6A70-6A7Z Approved [127]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [100]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [128]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [129]
Quercetin DM3NC4M Obesity 5B81 Approved [130]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [104]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [131]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [79]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [132]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [93]
Nitric Oxide DM1RBYG Hypertension BA00-BA04 Approved [101]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [133]
Methotrexate DM2TEOL Anterior urethra cancer Approved [134]
Dactinomycin DM2YGNW Adult kidney Wilms tumor Approved [135]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [136]
Penicillamine DM40EF6 Cystinuria 5C60.2 Approved [137]
Nefazodone DM4ZS8M Major depressive disorder 6A70.3 Approved [138]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [139]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [80]
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Drug Name Drug ID Indication ICD 11 Highest Status REF
Procainamide DMNMXR8 Ventricular arrhythmias BC71 Approved [140]
Hydralazine DMU8JGH Chronic heart failure BD1Z Approved [141]
Aspirin DM672AH Acute coronary syndrome BA41 Approved [142]
Sulfamethoxazole DMB08GE Acute otitis media AB00 Approved [143]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [144]
Quercetin DM3NC4M Obesity 5B81 Approved [145]
Testosterone DM7HUNW Hot flushes GA30 Approved [146]
Calcitriol DM8ZVJ7 Congenital alopecia LC30 Approved [147]
Ciclosporin DMAZJFX Graft-versus-host disease 4B24 Approved [109]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [148]
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Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Agonist [2]
5-HT 2B receptor (HTR2B) TT0K1SC 5HT2B_HUMAN Agonist [2]
5-HT 2C receptor (HTR2C) TTWJBZ5 5HT2C_HUMAN Agonist [2]
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [2]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [2]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [2]
Synaptic vesicle amine transporter (SLC18A2) TTNZRI3 VMAT2_HUMAN Antagonist [2]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [3]
Catechol O-methyltransferase (COMT) DEV3T4A COMT_HUMAN Substrate [3]
Cytochrome P450 102A1 (cyp102) DE4OGUF CPXB_BACMB Substrate [4]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Arylamine N-acetyltransferase 2 (NAT2) OTBPDQOY ARY2_HUMAN Biotransformations [5]
ATP-dependent translocase ABCB1 (ABCB1) OTEJROBO MDR1_HUMAN Gene/Protein Processing [6]
Bcl-2 homologous antagonist/killer (BAK1) OTDP6ILW BAK_HUMAN Gene/Protein Processing [7]
Bcl-2-binding component 3, isoforms 3/4 (BBC3) OTUAXDAY BBC3B_HUMAN Gene/Protein Processing [7]
Bcl-2-like protein 1 (BCL2L1) OTRC5K9O B2CL1_HUMAN Gene/Protein Processing [7]
Bcl-2-like protein 11 (BCL2L11) OTNQQWFJ B2L11_HUMAN Gene/Protein Processing [7]
Bcl2-associated agonist of cell death (BAD) OT63ERYM BAD_HUMAN Gene/Protein Processing [7]
BH3-interacting domain death agonist (BID) OTOSHSHU BID_HUMAN Gene/Protein Processing [7]
Sodium-dependent serotonin transporter (SLC6A4) OT6FGDLW SC6A4_HUMAN Gene/Protein Processing [8]

References

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23 New Insights into the Mechanism of Action of Viloxazine: Serotonin and Norepinephrine Modulating Properties. J Exp Pharmacol. 2020 Aug 25;12:285-300.
24 Prediction of Efficacy of Vabicaserin, a 5-HT2C Agonist, for the Treatment of Schizophrenia Using a Quantitative Systems Pharmacology Model.CPT Pharmacometrics Syst Pharmacol.2014 Apr 23;3:e111.
25 Emerging treatments for pulmonary arterial hypertension. Expert Opin Emerg Drugs. 2006 Nov;11(4):609-19.
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30 Anxiolytic effects of aniracetam in three different mouse models of anxiety and the underlying mechanism. Eur J Pharmacol. 2001 May 18;420(1):33-43.
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32 Beneficial effects of sarpogrelate hydrochloride, a 5-HT2A receptor antagonist, supplemented with pioglitazone on diabetic model mice. Endocr Res. 2009;34(1-2):18-30.
33 Pimavanserin, a selective serotonin (5-HT)2A-inverse agonist, enhances the efficacy and safety of risperidone, 2mg/day, but does not enhance efficacy of haloperidol, 2mg/day: comparison with reference dose risperidone, 6mg/day.Schizophr Res.2012 Nov;141(2-3):144-52.
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37 VMAT2 Inhibitors and the Path to Ingrezza (Valbenazine). Prog Med Chem. 2018;57(1):87-111.
38 NBI-98854, a selective monoamine transport inhibitor for the treatment of tardive dyskinesia: A randomized, double-blind, placebo-controlled study. Mov Disord. 2015 Oct;30(12):1681-7.
39 Brain imaging of vesicular monoamine transporter type 2 in healthy aging subjects by 18F-FP-(+)-DTBZ PET. PLoS One. 2013 Sep 30;8(9):e75952.
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41 Dasotraline for the Treatment of Attention-Deficit/Hyperactivity Disorder: A Randomized, Double-Blind, Placebo-Controlled, Proof-of-Concept Trial in Adults. Neuropsychopharmacology. 2015 Nov;40(12):2745-52.
42 Imaging the effects of methylphenidate on brain dopamine: new model on its therapeutic actions for attention-deficit/hyperactivity disorder. Biol Psychiatry. 2005 Jun 1;57(11):1410-5.
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