General Information of Drug (ID: DMP204G)

Drug Name
METHYLENEDIOXYAMPHETAMINE Drug Info
Synonyms
Tenamfetamine; 3,4-methylenedioxyamphetamine; Methylenedioxyamphetamine; 4764-17-4; 3,4-Methylenedioxy-amphetamine; MDA (pharmaceutical); Tenamfetamine [INN]; Tenamfetaminum [Latin]; Tenamfetamina [Spanish]; 1-(1,3-benzodioxol-5-yl)propan-2-amine; BRN 0150196; DEA No. 7400; AI3-24882; alpha-Methyl-1,3-benzodioxole-5-ethanamine; 1,3-Benzodioxole-5-ethanamine, alpha-methyl-; CHEMBL6731; ALPHA-METHYL-3,4-(METHYLENEDIOXY)PHENETHYLAMINE; NGBBVGZWCFBOGO-UHFFFAOYSA-N; 5-19-08-00417 (Beilstein Handbook Reference); Phenethylamine, alp
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
1614
ChEBI ID
CHEMBL6731
CAS Number
CAS 4764-17-4
TTD Drug ID
DMP204G
VARIDT Drug ID
DR00861

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
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 [4]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [5]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [6]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [4]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [7]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [8]
Tapentadol hydrochloride DMXLSH3 Acute pain MG31 Approved [9]
Venlafaxine DMR6QH0 Anxiety disorder 6B00-6B0Z Approved [8]
Trimipramine DM1SC8M Major depressive disorder 6A70.3 Approved [10]
Duloxetine DM9BI7M Depression 6A70-6A7Z Approved [11]
⏷ 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 [4]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [5]
Fluoxetine DM3PD2C Bipolar depression Approved [12]
Vortioxetine DM6F1PU Major depressive disorder 6A70.3 Approved [13]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [14]
Cocaine DMSOX7I Anaesthesia 9A78.6 Approved [7]
Bupropion DM5PCS7 Depression 6A70-6A7Z Approved [8]
Citalopram DM2G9AE Acute coronary syndrome BA41 Approved [12]
Nortriptyline DM4KDYJ Depression 6A70-6A7Z Approved [12]
Trazodone DMK1GBJ Depression 6A70-6A7Z Approved [12]
⏷ 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 [7]
Dasotraline DMLDQFV Attention deficit hyperactivity disorder 6A05.Z Approved [15]
Methylphenidate DM7SJD6 Attention deficit hyperactivity disorder 6A05.Z Approved [16]
Modafinil DMYILBE Malignant glioma 2A00.0 Approved [12]
Phenmetrazine DMXYTN9 Obesity 5B81 Approved [17]
Ioflupane i-123 DMNARJT Parkinson disease 8A00.0 Approved [18]
DEXMETHYLPHENIDATE HYDROCHLORIDE DM8WBAH Attention deficit hyperactivity disorder 6A05.Z Approved [19]
Altropane DMO9WDS Attention deficit hyperactivity disorder 6A05.Z Approved [20]
Amitifadine DMS1X67 Obesity 5B81 Phase 3 [21]
NAV5001 DMRSI1M Dementia 6D80-6D86 Phase 3 [20]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Flupentixol DM0DJ9O Schizophrenia 6A20 Approved [22]
Sertraline DM0FB1J Coronary heart disease BA80.Z Approved [3]
Crizotinib DM4F29C Non-small-cell lung cancer 2C25.Y Approved [23]
Lamotrigine DM8SXYG Bipolar disorder 6A60 Approved [24]
Cepharanthine DM9Y5JB N. A. N. A. Approved [25]
Itraconazole DMCR1MV Aspergillosis 1F20 Approved [26]
Clozapine DMFC71L Schizophrenia 6A20 Approved [27]
Midostaurin DMI6E0R Acute myeloid leukaemia 2A60 Approved [28]
Trifluoperazine DMKBYWI Anxiety Approved [29]
Olanzapine DMPFN6Y Bipolar depression Approved [27]
⏷ 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
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [1]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [1]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
ATP-dependent translocase ABCB1 (ABCB1) OTEJROBO MDR1_HUMAN Gene/Protein Processing [3]

References

1 Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioampheta... Bioorg Med Chem. 2010 Jun 1;18(11):4009-31.
2 Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents. Eur J Med Chem. 2009 Dec;44(12):4862-88.
3 Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein. Toxicol Lett. 2013 Feb 27;217(2):137-42. doi: 10.1016/j.toxlet.2012.12.012. Epub 2012 Dec 27.
4 Augmentation effect of combination therapy of aripiprazole and antidepressants on forced swimming test in mice. Psychopharmacology (Berl). 2009 Sep;206(1):97-107.
5 Treatment of comorbid pain with serotonin norepinephrine reuptake inhibitors. CNS Spectr. 2008 Jul;13(7 Suppl 11):22-6.
6 Invivo antioxidant status: a putative target of antidepressant action. Prog Neuropsychopharmacol Biol Psychiatry. 2009 Mar 17;33(2):220-8.
7 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.
8 Clinically relevant drug interactions with new generation antidepressants and antipsychotics. Ther Umsch. 2009 Jun;66(6):485-92.
9 2008 FDA drug approvals. Nat Rev Drug Discov. 2009 Feb;8(2):93-6.
10 Antidepressants suppress production of the Th1 cytokine interferon-gamma, independent of monoamine transporter blockade. Eur Neuropsychopharmacol. 2006 Oct;16(7):481-90.
11 Multi-target therapeutics: when the whole is greater than the sum of the parts. Drug Discov Today. 2007 Jan;12(1-2):34-42.
12 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
13 Radium 223 dichloride for prostate cancer treatment. Drug Des Devel Ther. 2017 Sep 6;11:2643-2651.
14 Psychopharmacological treatment of dermatological patients--when simply talking does not help. J Dtsch Dermatol Ges. 2007 Dec;5(12):1101-6.
15 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.
16 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.
17 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.
18 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
19 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.
20 Rapid detection of Parkinson's disease by SPECT with altropane: a selective ligand for dopamine transporters. Synapse. 1998 Jun;29(2):128-41.
21 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).
22 Characteristics of P388/VMDRC.04, a simple, sensitive model for studying P-glycoprotein antagonists. Cancer Res. 1994 Feb 1;54(3):730-7.
23 Editor's Highlight: PlacentalDisposition and Effects of Crizotinib: An Ex Vivo Study in the Isolated Dual-Side Perfused Human Cotyledon. Toxicol Sci. 2017 Jun 1;157(2):500-509. doi: 10.1093/toxsci/kfx063.
24 Functional evaluation of polymorphisms in the human ABCB1 gene and the impact on clinical responses of antiepileptic drugs. Pharmacogenet Genomics. 2008 May;18(5):390-402. doi: 10.1097/FPC.0b013e3282f85e36.
25 Cepharanthine potently enhances the sensitivity of anticancer agents in K562 cells. Cancer Sci. 2005 Jun;96(6):372-6. doi: 10.1111/j.1349-7006.2005.00057.x.
26 Clinical pharmacokinetic monitoring of itraconazole is warranted in only a subset of patients. Ther Drug Monit. 2005 Jun;27(3):322-33. doi: 10.1097/01.ftd.0000150135.22645.ea.
27 Evaluation of antipsychotic drugs as inhibitors of multidrug resistance transporter P-glycoprotein. Psychopharmacology (Berl). 2006 Sep;187(4):415-23. doi: 10.1007/s00213-006-0437-9. Epub 2006 Jun 30.
28 Actions of the selective protein kinase C inhibitor PKC412 on B-chronic lymphocytic leukemia cells in vitro. Haematologica. 2002 Feb;87(2):167-76.
29 Characterization of the ATPase activity of the Mr 170,000 to 180,000 membrane glycoprotein (P-glycoprotein) associated with multidrug resistance in K562/ADM cells. Cancer Res. 1988 Sep 1;48(17):4926-32.