General Information of Drug (ID: DMM1J2D)

Drug Name
m-chlorophenylpiperazine Drug Info
Synonyms 1-(m-chlorophenyl)piperazine; meta chlorophenyl piperazine
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
1355
ChEBI ID
CHEMBL478
CAS Number
CAS 6640-24-0
TTD Drug ID
DMM1J2D

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Patented Agent(s)
Discontinued Drug(s)
Investigative Drug(s)
Drug(s) Targeting 5-HT 1D receptor (HTR1D)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [2]
Eletriptan DMW649X Migraine 8A80 Approved [10]
Zolmitriptan DM1IB4Q Migraine 8A80 Approved [10]
Frovatriptan DM7RE8P Migraine 8A80 Approved [10]
Sumatriptan DMVYXR8 Cluster headache 8A81.0 Approved [11]
Rizatriptan DMDJMA3 Migraine 8A80 Approved [12]
Almogran DM7I64Z Migraine 8A80 Approved [13]
Neu-P11 DMIQDFW Alzheimer disease 8A20 Phase 2 [14]
FKB01MD DM2O7NM N. A. N. A. Phase 2 [15]
NXN-188 DMMBAIH Migraine 8A80 Phase 2 [16]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 6 receptor (HTR6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
LU AE58054 DMWGRQD Schizophrenia 6A20 Phase 3 [17]
SB-742457 DM6L4ZT Alzheimer disease 8A20 Phase 3 [18]
AVN 211 DMVB4OS Schizophrenia 6A20 Phase 2/3 [19]
SYN120 DMDF7XB Parkinson disease 8A00.0 Phase 2 [20]
AVN 101 DMJFLBC Alzheimer disease 8A20 Phase 2 [19]
SYN-120 DMPW0UL Alzheimer disease 8A20 Phase 2 [21]
PF-05212377 DMPVQYR Alzheimer disease 8A20 Phase 2 [22]
AVN 322 DMK2LGM Cognitive impairment 6D71 Phase 2 [18]
SAM-531 DMHVJZ6 Alzheimer disease 8A20 Phase 2 [23]
SUVN-502 DMQD753 Alzheimer disease 8A20 Phase 2 [24]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 2B receptor (HTR2B)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [25]
Triflupromazine DMKFQJP Nausea MD90 Approved [26]
Minaprine DM0EP7M Depression 6A70-6A7Z Approved [27]
SPN-812 DMTV7XH Attention deficit hyperactivity disorder 6A05.Z Phase 4 [28]
Vabicaserin DM9GZW6 Psychotic disorder 6A20-6A25 Phase 2 [29]
PRX-08066 DMR7H2V Pulmonary arterial hypertension BB01.0 Phase 2 [30]
Pyrimidine derivative 29 DMVOYJ8 N. A. N. A. Patented [31]
Pyrimidine derivative 26 DM90WKN N. A. N. A. Patented [31]
Pyrimidine derivative 23 DM5MLQU N. A. N. A. Patented [31]
Pyrimidine derivative 25 DM51MFS N. A. N. A. Patented [31]
⏷ 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 [25]
ZOTEPINE DMF3VXA Anxiety disorder 6B00-6B0Z Approved [32]
Iloperidone DM6AUFY Schizophrenia 6A20 Approved [33]
Flibanserin DM70DTN Depression 6A70-6A7Z Approved [34]
Lurasidone hydrochloride DMCVPXO Schizophrenia 6A20 Approved [35]
Aniracetam DMOIFW0 Cerebrovascular ischaemia 8B1Z Approved [36]
lumateperone tosylate DMQ8HOJ Schizophrenia 6A20 Approved [37]
Sarpogrelate DMGLP6S Diabetic complication 5A2Y Approved [38]
Pimavanserin DMR7IVC Parkinson disease 8A00.0 Approved [39]
Zicronapine DMP8ESD Schizophrenia 6A20 Phase 3 [40]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 7 receptor (HTR7)
Drug Name Drug ID Indication ICD 11 Highest Status REF
RP5063 DMKUE8O Schizophrenia 6A20 Phase 2 [15]
JNJ-18038683 DMV1T59 Major depressive disorder 6A70.3 Phase 2 [41]
AVN-101 DMOGFNI Cognitive impairment 6D71 Phase 2 [42]
ATI-9242 DM6GKMU Schizophrenia 6A20 Phase 1 [43]
PMID30124346-Compound-34TABLE4 DM2G3VE Attention deficit hyperactivity disorder 6A05.Z Patented [44]
PMID30124346-Compound-13TABLE4 DMHTJVA Attention deficit hyperactivity disorder 6A05.Z Patented [44]
Carbamide derivative 2 DMW5GI3 N. A. N. A. Patented [45]
4-oxadiazole derivative 1 DMWFHKR N. A. N. A. Patented [45]
SB-269970 DM8WTGA Sleep-wake disorder 7A00-7B2Z Terminated [46]
4-(4-butylpiperidin-1-yl)-1-o-tolylbutan-1-one DMM9X0G Discovery agent N.A. Investigative [47]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 2C receptor (HTR2C)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [25]
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 [29]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Targeting 5-HT 1E receptor (HTR1E)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metergolin DMJFP6G Hyperprolactinaemia 5A60.1 Approved [3]
5-CT DM260KD Discovery agent N.A. Investigative [3]
TFMPP DMAC8TP Discovery agent N.A. Investigative [3]
1-naphthylpiperazine DM6BIWK Discovery agent N.A. Investigative [3]
BRL-15572 DMM61Y2 Discovery agent N.A. Investigative [56]
2-methyl-5-HT DM1S5CB N. A. N. A. Investigative [57]
alpha-methyl-5-HT DMCAYXF Discovery agent N.A. Investigative [3]
EDMT DMS3AXK Discovery agent N.A. Investigative [58]
9-OH-risperidone DMGORXQ Discovery agent N.A. Investigative [59]
[3H]5-HT DMYJXV7 Discovery agent N.A. Investigative [60]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Gabapentin DM6T924 Complex partial seizure 8A68.0 Approved [61]
Fluphenazine DMIT8LX Psychotic disorder 6A20-6A25 Approved [62]
Paliperidone DM7NPJS Psychotic disorder 6A20-6A25 Approved [63]
Haloperidol DM96SE0 Delirium Approved [63]
Valproate DMCFE9I Epilepsy 8A60-8A68 Approved [64]
Temozolomide DMKECZD Adenocarcinoma 2D40 Approved [65]
Olanzapine DMPFN6Y Bipolar depression Approved [66]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [67]
Arsenic DMTL2Y1 N. A. N. A. Approved [68]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [69]
⏷ 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 1D receptor (HTR1D) TT6MSOK 5HT1D_HUMAN Antagonist [2]
5-HT 1E receptor (HTR1E) TTCPG9S 5HT1E_HUMAN Agonist [3]
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Agonist [4]
5-HT 2B receptor (HTR2B) TT0K1SC 5HT2B_HUMAN Agonist [5]
5-HT 2C receptor (HTR2C) TTWJBZ5 5HT2C_HUMAN Agonist [6]
5-HT 6 receptor (HTR6) TTJS8PY 5HT6R_HUMAN Agonist [7]
5-HT 7 receptor (HTR7) TTO9X1H 5HT7R_HUMAN Agonist [8]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
5-hydroxytryptamine receptor 2A (HTR2A) OTWXJX0M 5HT2A_HUMAN Drug Response [9]

References

1 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: 142).
2 Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor. Mol Pharmacol. 1991 Aug;40(2):143-8.
3 Molecular cloning and pharmacological characterization of the guinea pig 5-HT1E receptor. Eur J Pharmacol. 2004 Jan 26;484(2-3):127-39.
4 Comparisons of hallucinogenic phenylisopropylamine binding affinities at cloned human 5-HT2A, -HT(2B) and 5-HT2C receptors. Naunyn Schmiedebergs Arch Pharmacol. 1999 Jan;359(1):1-6.
5 Pharmacological characteristics of the newly cloned rat 5-hydroxytryptamine2F receptor. Mol Pharmacol. 1993 Mar;43(3):419-26.
6 Pharmacological profile of YM348, a novel, potent and orally active 5-HT2C receptor agonist. Eur J Pharmacol. 2004 Jan 1;483(1):37-43.
7 Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs. Mol Pharmacol. 1993 Mar;43(3):320-7.
8 Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. J Biol Chem. 1993 Aug 25;268(24):18200-4.
9 Pharmacologic analysis of non-synonymous coding h5-HT2A SNPs reveals alterations in atypical antipsychotic and agonist efficacies. Pharmacogenomics J. 2006 Jan-Feb;6(1):42-51. doi: 10.1038/sj.tpj.6500342.
10 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
11 Irritable bowel syndrome: new agents targeting serotonin receptor subtypes. Drugs. 2001;61(3):317-32.
12 An introduction to migraine: from ancient treatment to functional pharmacology and antimigraine therapy. Proc West Pharmacol Soc. 2002;45:199-210.
13 Efficacy and tolerability of subcutaneous almotriptan for the treatment of acute migraine: a randomized, double-blind, parallel-group, dose-finding study. Clin Ther. 2001 Nov;23(11):1867-75.
14 Clinical pipeline report, company report or official report of Neurim Pharmaceuticals.
15 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
16 Company report (NeurAxon)
17 Lu AE58054, a 5-HT6 antagonist, reverses cognitive impairment induced by subchronic phencyclidine in a novel object recognition test in rats. Int J Neuropsychopharmacol. 2010 Sep;13(8):1021-33.
18 5-HT6 receptors and Alzheimer's disease. Alzheimers Res Ther. 2013; 5(2): 15.
19 Latrepirdine, a potential novel treatment for Alzheimer's disease and Huntington's chorea. Curr Opin Investig Drugs. 2010 January; 11(1): 80-91.
20 Therapeutic strategies for Parkinson disease: beyond dopaminergic drugs. Nat Rev Drug Discov. 2018 Nov;17(11):804-822.
21 The Serotonin-6 Receptor as a Novel Therapeutic Target. Exp Neurobiol. 2011 December; 20(4): 159-168.
22 PF-05212377 Alzheimer's Disease (Phase 2). Pfizer.
23 Activation of 5-HT6 receptors modulates sleep-wake activity and hippocampal theta oscillation. ACS Chem Neurosci. 2013 Jan 16;4(1):191-9.
24 Novel and Potent 5-Piperazinyl Methyl-N1-aryl Sulfonyl Indole Derivatives as 5-HT6 Receptor Ligands. ACS Med Chem Lett. 2010 October 14; 1(7): 340-344.
25 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.
26 Some properties of 5-hydroxytryptamine receptors in the hindquarters of the rat. Br J Pharmacol. 1979 Sep;67(1):79-85.
27 Privileged structures: a useful concept for the rational design of new lead drug candidates. Mini Rev Med Chem. 2007 Nov;7(11):1108-19.
28 New Insights into the Mechanism of Action of Viloxazine: Serotonin and Norepinephrine Modulating Properties. J Exp Pharmacol. 2020 Aug 25;12:285-300.
29 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.
30 Emerging treatments for pulmonary arterial hypertension. Expert Opin Emerg Drugs. 2006 Nov;11(4):609-19.
31 Novel serotonin receptor 2 (5-HT2R) agonists and antagonists: a patent review (2004-2014).Expert Opin Ther Pat. 2016;26(1):89-106.
32 Current and novel approaches to the drug treatment of schizophrenia. J Med Chem. 2001 Feb 15;44(4):477-501.
33 Hughes B: 2009 FDA drug approvals. Nat Rev Drug Discov. 2010 Feb;9(2):89-92.
34 Radium 223 dichloride for prostate cancer treatment. Drug Des Devel Ther. 2017 Sep 6;11:2643-2651.
35 Mullard A: 2010 FDA drug approvals. Nat Rev Drug Discov. 2011 Feb;10(2):82-5.
36 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.
37 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2019
38 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.
39 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.
40 Clinical pipeline report, company report or official report of Lundbeck.
41 Selective pharmacological blockade of the 5-HT7 receptor attenuates light and 8-OH-DPAT induced phase shifts of mouse circadian wheel running activity. Front Behav Neurosci. 2015 Jan 15;8:453.
42 AVN-101: A Multi-Target Drug Candidate for the Treatment of CNS Disorders. J Alzheimers Dis. 2016 May 25;53(2):583-620.
43 Pharmacological characteristics of ATI-9242, a Novel Atypical Antipsychotic. FASEB J, April, 2010, 24(Meeting Abstract Supplement),773.12.
44 5-HT1A receptor ligands and their therapeutic applications: review of new patents.Expert Opin Ther Pat. 2018 Sep;28(9):679-689.
45 Acyltransferase inhibitors: a patent review (2010-present).Expert Opin Ther Pat. 2015 Feb;25(2):145-58.
46 [(3)H]-SB-269970--A selective antagonist radioligand for 5-HT(7) receptors. Br J Pharmacol. 2000 May;130(2):409-17.
47 Discovery of N-{1-[3-(3-oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)propyl]piperidin-4-yl}-2-phenylacetamide (Lu AE51090): an allosteric muscarinic M1 rec... J Med Chem. 2010 Sep 9;53(17):6386-97.
48 Anti-obesity drugs. Expert Opin Pharmacother. 2008 Jun;9(8):1339-50.
49 The inhibitory effects of tramadol on 5-hydroxytryptamine type 2C receptors expressed in Xenopus oocytes. Anesth Analg. 2004 May;98(5):1401-6, table of contents.
50 Inverse agonist and neutral antagonist actions of antidepressants at recombinant and native 5-hydroxytryptamine2C receptors: differential modulatio... Mol Pharmacol. 2008 Mar;73(3):748-57.
51 Serotonin 5-HT2C receptors as a target for the treatment of depressive and anxious states: focus on novel therapeutic strategies. Therapie. 2005 Sep-Oct;60(5):441-60.
52 Spinal serotonin receptor activation modulates the exercise ventilatory response with increased dead space in goats. Respir Physiol Neurobiol. 2008 May 31;161(3):230-8.
53 Clinical pipeline report, company report or official report of Jazz Pharmaceuticals.
54 Non-basic ligands for aminergic GPCRs: the discovery and development diaryl sulfones as selective, orally bioavailable 5-HT2A receptor antagonists ... Bioorg Med Chem Lett. 2010 Jun 15;20(12):3708-12.
55 SR46349-B, a 5-HT(2A/2C) receptor antagonist, potentiates haloperidol-induced dopamine release in rat medial prefrontal cortex and nucleus accumbens. Neuropsychopharmacology. 2002 Sep;27(3):430-41.
56 SB-216641 and BRL-15572--compounds to pharmacologically discriminate h5-HT1B and h5-HT1D receptors. Naunyn Schmiedebergs Arch Pharmacol. 1997 Sep;356(3):312-20.
57 Cloning of another human serotonin receptor (5-HT1F): a fifth 5-HT1 receptor subtype coupled to the inhibition of adenylate cyclase. Proc Natl Acad Sci U S A. 1993 Jan 15;90(2):408-12.
58 2-Substituted tryptamines: agents with selectivity for 5-HT(6) serotonin receptors. J Med Chem. 2000 Mar 9;43(5):1011-8.
59 Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding. Psychopharmacology (Berl). 1996 Mar;124(1-2):57-73.
60 Molecular cloning of a serotonin receptor from human brain (5HT1E): a fifth 5HT1-like subtype. Proc Natl Acad Sci U S A. 1992 Jun 15;89(12):5517-21.
61 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
62 Discovery of antiandrogen activity of nonsteroidal scaffolds of marketed drugs. Proc Natl Acad Sci U S A. 2007 Jul 17;104(29):11927-32. doi: 10.1073/pnas.0609752104. Epub 2007 Jul 2.
63 Risperidone: a novel antipsychotic with balanced serotonin-dopamine antagonism, receptor occupancy profile, and pharmacologic activity. J Clin Psychiatry. 1994 May;55 Suppl:5-12.
64 Integrative omics data analyses of repeated dose toxicity of valproic acid in vitro reveal new mechanisms of steatosis induction. Toxicology. 2018 Jan 15;393:160-170.
65 Temozolomide induces activation of Wnt/-catenin signaling in glioma cells via PI3K/Akt pathway: implications in glioma therapy. Cell Biol Toxicol. 2020 Jun;36(3):273-278. doi: 10.1007/s10565-019-09502-7. Epub 2019 Nov 22.
66 No evidence for binding of clozapine, olanzapine and/or haloperidol to selected receptors involved in body weight regulation. Pharmacogenomics J. 2007 Aug;7(4):275-81. doi: 10.1038/sj.tpj.6500418. Epub 2006 Sep 19.
67 Nephrotoxicity induced by cisplatin is primarily due to the activation of the 5-hydroxytryptamine degradation system in proximal renal tubules. Chem Biol Interact. 2021 Nov 1;349:109662. doi: 10.1016/j.cbi.2021.109662. Epub 2021 Sep 21.
68 Prenatal arsenic exposure and the epigenome: identifying sites of 5-methylcytosine alterations that predict functional changes in gene expression in newborn cord blood and subsequent birth outcomes. Toxicol Sci. 2015 Jan;143(1):97-106. doi: 10.1093/toxsci/kfu210. Epub 2014 Oct 10.
69 Endometrial receptivity is affected in women with high circulating progesterone levels at the end of the follicular phase: a functional genomics analysis. Hum Reprod. 2011 Jul;26(7):1813-25.