General Information of Drug (ID: DMQ1BE8)

Drug Name
7-Methoxy-2,3,4,9-tetrahydro-1H-beta-carboline Drug Info
Synonyms
CHEMBL6310; 7-Methoxy-1,2,3,4-tetrahydro-beta-carboline; AC1LCCZT; 7-Methoxy-2,3,4,9-tetrahydro-1H-beta-carboline; 7-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole; SCIRNASYBOGBOO-UHFFFAOYSA-N; BDBM50132097; ZINC13587968; AKOS004119616; 91566-22-2; 7-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole; Methyl 2,3,4,9-tetrahydro-1H-beta-carbolin-7-yl ether #
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
599482
TTD Drug ID
DMQ1BE8

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
MOXONIDINE DMGFB0E Alcohol dependence 6C40.2 Approved [3]
Dihydroergocristine DM5SQ1G Alcohol dependence 6C40.2 Approved [4]
Brimonidine DMQLT4N Ocular hypertension 9C61.01 Approved [5]
Amosulalol DML8QSZ Hypertension BA00-BA04 Approved [6]
Amezinium DM6I2WQ Hypotension BA20-BA21 Approved [7]
Propylhexedrine DMTBW2O Obesity 5B81 Approved [8]
Tetrahydrozoline DMT57WC Ocular disease 1F00.1Z Approved [9]
Rilmenidine DM13PQW Hypertension BA00-BA04 Approved [10]
Xylometazoline DMKV32D Allergic rhinitis CA08.0 Phase 4 [11]
TNX-102 DMO1234 Fibromyalgia MG30.01 Phase 3 [12]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Lofexidine DM1WXA6 Heroin and opiate withdrawal 6C43 Approved [13]
MOXONIDINE DMGFB0E Alcohol dependence 6C40.2 Approved [3]
Connexyn DMF29Q5 Attention deficit hyperactivity disorder 6A05.Z Approved [14]
MEDETOMIDINE DMX9Y7V Pain MG30-MG3Z Phase 2 [15]
DSP-1200 DM4WSHG Depression 6A70-6A7Z Phase 1 [16]
MAZAPERTINE DMRHYAU N. A. N. A. Discontinued in Phase 2 [17]
NMI-870 DMU596F Sexual dysfunction HA00-HA01 Discontinued in Phase 2 [18]
SNAP-5089 DMROJEN Heart arrhythmia BC65 Terminated [19]
A-80426 DMBC3DG N. A. N. A. Terminated [20]
WB-4101 DMQU8B1 N. A. N. A. Terminated [21]
⏷ 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 [22]
Zotepine DMF3VXA Anxiety disorder 6B00-6B0Z Approved [23]
Iloperidone DM6AUFY Schizophrenia 6A20 Approved [24]
Flibanserin DM70DTN Mood disorder 6A60-6E23 Approved [25]
Lurasidone hydrochloride DMCVPXO Schizophrenia 6A20 Approved [26]
Aniracetam DMOIFW0 Cerebrovascular ischaemia 8B1Z Approved [27]
lumateperone tosylate DMQ8HOJ Schizophrenia 6A20 Approved [28]
Sarpogrelate DMGLP6S Diabetic complication 5A2Y Approved [29]
Pimavanserin DMR7IVC Parkinson disease 8A00.0 Approved [30]
Zicronapine DMP8ESD Schizophrenia 6A20 Phase 3 [31]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
MOXONIDINE DMGFB0E Alcohol dependence 6C40.2 Approved [3]
MEDETOMIDINE DMX9Y7V Pain MG30-MG3Z Phase 2 [15]
AGN-199981 DMP5Y1A Neuropathic pain 8E43.0 Phase 2 [32]
Indoramin DMNSJFD Hypertension BA00-BA04 Withdrawn from market [33]
MAZAPERTINE DMRHYAU N. A. N. A. Discontinued in Phase 2 [17]
SNAP-5089 DMROJEN Heart arrhythmia BC65 Terminated [19]
A-80426 DMBC3DG N. A. N. A. Terminated [20]
WB-4101 DMQU8B1 N. A. N. A. Terminated [21]
SK&F-104078 DMRADBU N. A. N. A. Terminated [33]
(+/-)-nantenine DM0L3GE Discovery agent N.A. Investigative [34]
⏷ 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 [43]
Budipine DMODHQI Migraine 8A80 Approved [44]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Moclobemide DMNZWL7 Depression 6A70-6A7Z Approved [45]
Tranylcypromine DMGB5RE Major depressive disorder 6A70.3 Approved [46]
Clorgyline DMCEUJD Parkinson disease 8A00.0 Approved [47]
Isocarboxazid DMAF1NB Depression 6A70-6A7Z Approved [48]
TRYPTAMINE DMAFPHB N. A. N. A. Phase 3 [49]
Psoralen DMIZJ8M N. A. N. A. Phase 3 [50]
CHF-3381 DMQ2O8V Neuropathic pain 8E43.0 Phase 2 [32]
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 Inhibitor [2]
Adrenergic receptor alpha-2A (ADRA2A) TTWG9A4 ADA2A_HUMAN Inhibitor [1]
Adrenergic receptor alpha-2B (ADRA2B) TTWM4TY ADA2B_HUMAN Inhibitor [1]
Adrenergic receptor alpha-2C (ADRA2C) TT2NUT5 ADA2C_HUMAN Inhibitor [1]
Monoamine oxidase type A (MAO-A) TT3WG5C AOFA_HUMAN Inhibitor [1]
Monoamine oxidase type B (MAO-B) TTGP7BY AOFB_HUMAN Inhibitor [1]

References

1 Binding of an imidazopyridoindole at imidazoline I2 receptors. Bioorg Med Chem Lett. 2004 Jan 19;14(2):527-9.
2 Binding of beta-carbolines at 5-HT(2) serotonin receptors. Bioorg Med Chem Lett. 2003 Dec 15;13(24):4421-5.
3 Synthesis and pharmacologic evaluation of 2-endo-amino-3-exo-isopropylbicyclo[2.2.1]heptane: a potent imidazoline1 receptor specific agent. J Med Chem. 1996 Mar 15;39(6):1193-5.
4 Effect of dihydroergocristine on blood pressure and activity at peripheral alpha-adrenoceptors in pithed rats. Eur J Pharmacol. 1984 Jan 13;97(1-2):21-7.
5 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. (Ligand id: 520).
6 Effects of amosulalol, a combined alpha 1- and beta-adrenoceptor-blocking agent, on ischemic myocardial energy metabolism in dogs. J Pharm Sci. 1993 Mar;82(3):291-5.
7 Pharmacology of amezinium, a novel antihypotensive drug. III. Studies on the mechanism of action. Arzneimittelforschung. 1981;31(9a):1558-65.
8 Airway compromise and delayed death following attempted central vein injection of propylhexedrine. J Emerg Med. 1994 Nov-Dec;12(6):795-7.
9 Prolonged cardiovascular effects after unintentional ingestion of tetrahydrozoline. Clin Toxicol (Phila). 2008 Feb;46(2):171-2.
10 Rilmenidine-induced ocular hypotension: role of imidazoline1 and alpha 2 receptors. Curr Eye Res. 1996 Sep;15(9):943-50.
11 Alpha-adrenoceptor agonistic activity of oxymetazoline and xylometazoline. Fundam Clin Pharmacol. 2010 Dec;24(6):729-39.
12 Clinical pipeline report, company report or official report of Tonix Pharmaceuticals.
13 2018 FDA drug approvals.Nat Rev Drug Discov. 2019 Feb;18(2):85-89.
14 alpha2A-adrenergic receptors heterosynaptically regulate glutamatergic transmission in the bed nucleus of the stria terminalis. Neuroscience. 2009 Sep 29;163(1):339-51.
15 A structure-activity relationship study of benzylic modifications of 4-[1-(1-naphthyl)ethyl]-1H-imidazoles on alpha 1- and alpha 2-adrenergic recep... J Med Chem. 1994 Jul 22;37(15):2328-33.
16 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
17 A new arylpiperazine antipsychotic with high D2/D3/5-HT1A/alpha 1A-adrenergic affinity and a low potential for extrapyramidal effects. J Med Chem. 1994 Apr 15;37(8):1060-2.
18 Female Sexual Dysfunction: Therapeutic Options and Experimental Challenges. Cardiovasc Hematol Agents Med Chem. 2009 October; 7(4): 260-269.
19 Design and synthesis of novel dihydropyridine alpha-1a antagonists. Bioorg Med Chem Lett. 1999 Oct 4;9(19):2843-8.
20 Discovery of a new series of centrally active tricyclic isoxazoles combining serotonin (5-HT) reuptake inhibition with alpha2-adrenoceptor blocking... J Med Chem. 2005 Mar 24;48(6):2054-71.
21 alpha 2 adrenoceptors: classification, localization, mechanisms, and targets for drugs. J Med Chem. 1982 Dec;25(12):1389-401.
22 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.
23 Current and novel approaches to the drug treatment of schizophrenia. J Med Chem. 2001 Feb 15;44(4):477-501.
24 Hughes B: 2009 FDA drug approvals. Nat Rev Drug Discov. 2010 Feb;9(2):89-92.
25 Radium 223 dichloride for prostate cancer treatment. Drug Des Devel Ther. 2017 Sep 6;11:2643-2651.
26 Mullard A: 2010 FDA drug approvals. Nat Rev Drug Discov. 2011 Feb;10(2):82-5.
27 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.
28 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
29 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.
30 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.
31 Clinical pipeline report, company report or official report of Lundbeck.
32 Emerging drugs in neuropathic pain. Expert Opin Emerg Drugs. 2007 Mar;12(1):113-26.
33 Alpha- and beta-adrenoceptors: from the gene to the clinic. 1. Molecular biology and adrenoceptor subclassification. J Med Chem. 1995 Sep 1;38(18):3415-44.
34 Synthetic studies and pharmacological evaluations on the MDMA ('Ecstasy') antagonist nantenine. Bioorg Med Chem Lett. 2010 Jan 15;20(2):628-31.
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 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
44 Multiple mechanisms of action: the pharmacological profile of budipine. J Neural Transm Suppl. 1999;56:83-105.
45 Efficacy of citalopram and moclobemide in patients with social phobia: some preliminary findings. Hum Psychopharmacol. 2002 Dec;17(8):401-5.
46 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.
47 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.
48 MAOIs in the contemporary treatment of depression. Neuropsychopharmacology. 1995 May;12(3):185-219.
49 Binding of beta-carbolines at imidazoline I2 receptors: a structure-affinity investigation. Bioorg Med Chem Lett. 2004 Feb 23;14(4):999-1002.
50 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.
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.