General Information of Drug (ID: DMUWVGP)

Drug Name
MMDA Drug Info
Synonyms
MMDA; 5-Methoxy-3,4-methylenedioxyamphetamine; (+-)-MMDA; DEA No. 7401; 13674-05-0; 3-Methoxy-4,5-methylenedioxyphenylisopropylamine; Amphetamine, 3,4-methylenedioxy-5-methoxy; 3-Methoxy-alpha-methyl-4,5-methylenedioxyphenethylamine; BRN 1246630; Phenethylamine, alpha-methyl-3-methoxy-4,5-(methylenedioxy)-; 1,3-benzodioxole-5-ethanamine, 7-methoxy-alpha-methyl-; 3-Methoxy-4,5-methylenedioxyamphetamine; beta-Methoxy-alpha-methyl-4,5-(methylenedioxy)phenethyl amine; Phenethylamine, 3-methoxy-alpha-methyl-4,5-(methylenedio
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
26175
CAS Number
CAS 13674-05-0
TTD Drug ID
DMUWVGP

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [2]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [3]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [4]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [2]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [5]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [6]
Tapentadol hydrochloride DMXLSH3 Acute pain MG31 Approved [7]
Venlafaxine DMR6QH0 Anxiety disorder 6B00-6B0Z Approved [6]
Trimipramine DM1SC8M Major depressive disorder 6A70.3 Approved [8]
Duloxetine DM9BI7M Depression 6A70-6A7Z Approved [9]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Acetaminophen DMUIE76 Allergic rhinitis CA08.0 Approved [2]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [3]
Fluoxetine DM3PD2C Bipolar depression Approved [10]
Vortioxetine DM6F1PU Major depressive disorder 6A70.3 Approved [11]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [12]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [5]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [6]
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [10]
Nortriptyline DM4KDYJ Depression 6A70-6A7Z Approved [10]
Trazodone DMK1GBJ Depression 6A70-6A7Z Approved [10]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 2A receptor (HTR2A)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [13]
ZOTEPINE DMF3VXA Anxiety disorder 6B00-6B0Z Approved [14]
Iloperidone DM6AUFY Schizophrenia 6A20 Approved [15]
Flibanserin DM70DTN Depression 6A70-6A7Z Approved [11]
Lurasidone hydrochloride DMCVPXO Schizophrenia 6A20 Approved [16]
Aniracetam DMOIFW0 Cerebrovascular ischaemia 8B1Z Approved [17]
lumateperone tosylate DMQ8HOJ Schizophrenia 6A20 Approved [18]
Sarpogrelate DMGLP6S Diabetic complication 5A2Y Approved [19]
Pimavanserin DMR7IVC Parkinson disease 8A00.0 Approved [20]
Zicronapine DMP8ESD Schizophrenia 6A20 Phase 3 [21]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Deutetrabenazine DMUPFLI Huntington disease 8A01.10 Approved [10]
Reserpine DM6VM38 Hypertension BA00-BA04 Approved [22]
Tetrabenazine DMYWQ0O Huntington disease 8A01.10 Approved [22]
Alseroxylon DMB47TQ Hypertension BA00-BA04 Approved [23]
Valbenazine Tosylate DMQSA2V Tardive dyskinesia 8A02.10 Approved [10]
Alkavervir DMB4HFI High blood pressure BA00 Approved [10]
Ingrezza DMVPLNC Tardive dyskinesia 8A02.10 Phase 4 [24]
NBI-98854 DMVO1C0 Movement disorder 8A07-8A0Z Phase 3 [25]
AV 133 DM0EQ9X Alzheimer disease 8A20 Phase 3 [26]
Lobeline DMT3KB4 Substance use disorder 6C4Z Phase 2 [27]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting Dopamine transporter (DAT)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [5]
Dasotraline DMLDQFV Attention deficit hyperactivity disorder 6A05.Z Approved [28]
Methylphenidate DM7SJD6 Attention deficit hyperactivity disorder 6A05.Z Approved [29]
Modafinil DMYILBE Malignant glioma 2A00.0 Approved [10]
Phenmetrazine DMXYTN9 Obesity 5B81 Approved [30]
Ioflupane i-123 DMNARJT Parkinson disease 8A00.0 Approved [31]
DEXMETHYLPHENIDATE HYDROCHLORIDE DM8WBAH Attention deficit hyperactivity disorder 6A05.Z Approved [32]
Altropane DMO9WDS Attention deficit hyperactivity disorder 6A05.Z Approved [33]
Amitifadine DMS1X67 Obesity 5B81 Phase 3 [34]
NAV5001 DMRSI1M Dementia 6D80-6D86 Phase 3 [33]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Selegiline Hydrochloride DM3VR1L Parkinson disease 8A00.0 Approved [35]
Phenelzine DMHIDUE Depression 6A70-6A7Z Approved [36]
Tranylcypromine DMGB5RE Major depressive disorder 6A70.3 Approved [37]
Selegiline DM6034S Major depressive disorder 6A70.3 Approved [38]
Safinamide mesylate DM0J2ZT Parkinson disease 8A00.0 Approved [39]
Rasagiline DM3WKQ4 Parkinson disease 8A00.0 Approved [40]
Sulphadoxine DMZI2UF Malaria 1F40-1F45 Approved [41]
Pargyline DMM0HR1 Hypertension BA00-BA04 Approved [42]
Indeloxazine DMWO3N6 Dementia 6D80-6D86 Approved [31]
Budipine DMODHQI Migraine 8A80 Approved [43]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Moclobemide DMNZWL7 Depression 6A70-6A7Z Approved [44]
Tranylcypromine DMGB5RE Major depressive disorder 6A70.3 Approved [45]
Clorgyline DMCEUJD Parkinson disease 8A00.0 Approved [46]
Isocarboxazid DMAF1NB Depression 6A70-6A7Z Approved [47]
TRYPTAMINE DMAFPHB N. A. N. A. Phase 3 [48]
Psoralen DMIZJ8M N. A. N. A. Phase 3 [49]
CHF-3381 DMQ2O8V Neuropathic pain 8E43.0 Phase 2 [50]
Ladostigil DMJSY3Q Alzheimer disease 8A20 Phase 2 [51]
CX157 DMS2WB5 Mood disorder 6A60-6E23 Phase 2 [52]
PIPERINE DMYEAB1 Vitiligo ED63.0 Phase 1/2 [53]
⏷ Show the Full List of 10 Drug(s)

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 [1]
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Modulator [1]
Monoamine oxidase type A (MAO-A) TT3WG5C AOFA_HUMAN Antagonist [1]
Monoamine oxidase type B (MAO-B) TTGP7BY AOFB_HUMAN Antagonist [1]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Modulator [1]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Modulator [1]
Synaptic vesicle amine transporter (SLC18A2) TTNZRI3 VMAT2_HUMAN Antagonist [1]

References

1 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
2 Augmentation effect of combination therapy of aripiprazole and antidepressants on forced swimming test in mice. Psychopharmacology (Berl). 2009 Sep;206(1):97-107.
3 Treatment of comorbid pain with serotonin norepinephrine reuptake inhibitors. CNS Spectr. 2008 Jul;13(7 Suppl 11):22-6.
4 Invivo antioxidant status: a putative target of antidepressant action. Prog Neuropsychopharmacol Biol Psychiatry. 2009 Mar 17;33(2):220-8.
5 Differential involvement of the norepinephrine, serotonin and dopamine reuptake transporter proteins in cocaine-induced taste aversion. Pharmacol Biochem Behav. 2009 Jul;93(1):75-81.
6 Clinically relevant drug interactions with new generation antidepressants and antipsychotics. Ther Umsch. 2009 Jun;66(6):485-92.
7 2008 FDA drug approvals. Nat Rev Drug Discov. 2009 Feb;8(2):93-6.
8 Antidepressants suppress production of the Th1 cytokine interferon-gamma, independent of monoamine transporter blockade. Eur Neuropsychopharmacol. 2006 Oct;16(7):481-90.
9 Multi-target therapeutics: when the whole is greater than the sum of the parts. Drug Discov Today. 2007 Jan;12(1-2):34-42.
10 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
11 Radium 223 dichloride for prostate cancer treatment. Drug Des Devel Ther. 2017 Sep 6;11:2643-2651.
12 Psychopharmacological treatment of dermatological patients--when simply talking does not help. J Dtsch Dermatol Ges. 2007 Dec;5(12):1101-6.
13 Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors. Naunyn Schmiedebergs Arch Pharmacol. 2004 Aug;370(2):114-23.
14 Current and novel approaches to the drug treatment of schizophrenia. J Med Chem. 2001 Feb 15;44(4):477-501.
15 Hughes B: 2009 FDA drug approvals. Nat Rev Drug Discov. 2010 Feb;9(2):89-92.
16 Mullard A: 2010 FDA drug approvals. Nat Rev Drug Discov. 2011 Feb;10(2):82-5.
17 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.
18 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
19 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.
20 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.
21 Clinical pipeline report, company report or official report of Lundbeck.
22 Dopamine signaling is required for depolarization-induced slow current in cerebellar Purkinje cells. J Neurosci. 2009 Jul 1;29(26):8530-8.
23 Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34.
24 VMAT2 Inhibitors and the Path to Ingrezza (Valbenazine). Prog Med Chem. 2018;57(1):87-111.
25 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.
26 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.
27 Design, synthesis and interaction at the vesicular monoamine transporter-2 of lobeline analogs: potential pharmacotherapies for the treatment of psychostimulant abuse. Curr Top Med Chem. 2011;11(9):1103-27.
28 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.
29 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.
30 Interaction of the anorectic medication, phendimetrazine, and its metabolites with monoamine transporters in rat brain. Eur J Pharmacol. 2002 Jun 28;447(1):51-7.
31 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
32 Synthesis and pharmacology of site-specific cocaine abuse treatment agents: restricted rotation analogues of methylphenidate. J Med Chem. 2007 May 31;50(11):2718-31.
33 Rapid detection of Parkinson's disease by SPECT with altropane: a selective ligand for dopamine transporters. Synapse. 1998 Jun;29(2):128-41.
34 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 927).
35 Emerging drugs for Parkinson's disease. Expert Opin Emerg Drugs. 2006 Sep;11(3):403-17.
36 Limitation of adipose tissue enlargement in rats chronically treated with semicarbazide-sensitive amine oxidase and monoamine oxidase inhibitors. Pharmacol Res. 2008 Jun;57(6):426-34.
37 Tranylcypromine: new perspectives on an "old" drug. Eur Arch Psychiatry Clin Neurosci. 2006 Aug;256(5):268-73.
38 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 2490).
39 2017 FDA drug approvals.Nat Rev Drug Discov. 2018 Feb;17(2):81-85.
40 Glyceraldehyde-3-phosphate dehydrogenase-monoamine oxidase B-mediated cell death-induced by ethanol is prevented by rasagiline and 1-R-aminoindan. Neurotox Res. 2009 Aug;16(2):148-59.
41 Novel monoamine oxidase inhibitors, 3-(2-aminoethoxy)-1,2-benzisoxazole derivatives, and their differential reversibility. Jpn J Pharmacol. 2002 Feb;88(2):174-82.
42 Dose-dependent activation of distinct hypertrophic pathways by serotonin in cardiac cells. Am J Physiol Heart Circ Physiol. 2009 Aug;297(2):H821-8.
43 Multiple mechanisms of action: the pharmacological profile of budipine. J Neural Transm Suppl. 1999;56:83-105.
44 Efficacy of citalopram and moclobemide in patients with social phobia: some preliminary findings. Hum Psychopharmacol. 2002 Dec;17(8):401-5.
45 Tramadol and another atypical opioid meperidine have exaggerated serotonin syndrome behavioural effects, but decreased analgesic effects, in genetically deficient serotonin transporter (SERT) mice. Int J Neuropsychopharmacol. 2009 Mar 11:1-11.
46 Further investigation into the mechanism of tachykinin NK(2) receptor-triggered serotonin release from guinea-pig proximal colon. J Pharmacol Sci. 2009 May;110(1):122-6.
47 MAOIs in the contemporary treatment of depression. Neuropsychopharmacology. 1995 May;12(3):185-219.
48 Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation. Bioorg Med Chem Lett. 2004 Feb 23;14(4):999-1002.
49 Inhibition of rat brain monoamine oxidase activities by psoralen and isopsoralen: implications for the treatment of affective disorders. Pharmacol Toxicol. 2001 Feb;88(2):75-80.
50 Emerging drugs in neuropathic pain. Expert Opin Emerg Drugs. 2007 Mar;12(1):113-26.
51 Ladostigil: a novel multimodal neuroprotective drug with cholinesterase and brain-selective monoamine oxidase inhibitory activities for Alzheimer's disease treatment. Curr Drug Targets. 2012 Apr;13(4):483-94.
52 Reversible inhibitors of monoamine oxidase-A (RIMAs): robust, reversible inhibition of human brain MAO-A by CX157. Neuropsychopharmacology. 2010 Feb;35(3):623-31.
53 Proposed structural basis of interaction of piperine and related compounds with monoamine oxidases. Bioorg Med Chem Lett. 2010 Jan 15;20(2):537-40.