Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C11H16N2O.2ClH |
| Molecular Weight | 265.179 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.Cl.COC1=C(C=CC=C1)N2CCNCC2
InChI
InChIKey=ZGWQDMTYAQEMHA-UHFFFAOYSA-N
InChI=1S/C11H16N2O.2ClH/c1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13;;/h2-5,12H,6-9H2,1H3;2*1H
1-(2-methoxyphenyl)piperazine is an effective blocker of striatal dopaminergic receptors in rat brain and is apparently the simplest chemical structure known to exert dopaminergic blocking activity. It is exhibited pronounced antihypertensive and weak sympatholytic activities in experimental animals. Blood pressure was also lowered in hypertensive patients and this effect was sometimes accompanied by a strong sedation, and after large repeated doses, by disorientation and stupor. In a filter paper bioassay 1-(2-methoxyphenyl)piperazine demonstrated acaricidal activity. 1-(2-methoxyphenyl)piperazine is a building block of many serotonergic and dopaminergic agents. Some of them have antidepressant activity.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2093868 |
|||
| 35.0 nM [Ki] | |||
Target ID: P19327 Gene ID: 24473.0 Gene Symbol: Htr1a Target Organism: Rattus norvegicus (Rat) |
68.0 nM [Ki] | ||
Target ID: P50406 Gene ID: 3362.0 Gene Symbol: HTR6 Target Organism: Homo sapiens (Human) |
1200.0 nM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. | 1993 Aug 25 |
|
| Substituted phenoxyalkylpiperazines as dopamine D3 receptor ligands. | 2001 Apr |
|
| Development of novel mixed-ligand oxotechnetium [SNS/S] complexes as potential 5-HT1A receptor imaging agents. | 2001 Mar |
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| Oxotechnetium 99mTcO[SN(R)S][S] complexes as potential 5-HT1A receptor imaging agents. | 2002 Nov |
|
| Workplace monitoring of isocyanates using ion trap liquid chromatography/tandem mass spectrometry. | 2003 |
|
| Evaluation of some aroxyethylamine derivatives for hypotensive properties and their affinities for adrenergic receptors. | 2003 Dec |
|
| Toxicological detection of the new designer drug 1-(4-methoxyphenyl)piperazine and its metabolites in urine and differentiation from an intake of structurally related medicaments using gas chromatography-mass spectrometry. | 2003 Dec 25 |
|
| Investigation of the competitive rate of derivatization of several secondary amines with phenylisocyanate (PHI), hexamethylene-1,6-diisocyanate (HDI), 4,4'-methylenebis(phenyl isocyanate) (MDI) and toluene diisocyanate (TDI) in liquid medium. | 2003 Feb |
|
| Novel oxorhenium and oxotechnetium MO(NS)(S)2 complexes in the development of 5-HT1A receptor imaging agents. | 2003 Jan 15 |
|
| Synthesis, in vitro and in vivo 5-HT1A/5-HT2A serotonin receptor activity of new hybrid 1,2,3,4-tetrahydro-gamma-carbolines with 1-(2-methoxyphenyl)piperazine moiety. | 2003 Nov-Dec |
|
| Serotonergic and dopaminergic influence of the duration of embryogenesis and intracapsular locomotion of Lymnaea stagnalis L. | 2004 |
|
| Synthesis and evaluation of in vivo activity of diphenylhydantoin basic derivatives. | 2004 Dec |
|
| Biological monitoring of exposure to toluene diisocyanate. | 2004 Oct |
|
| A study on application of impregnated synthetic peptide TLC stationary phases for the screening of 5-HT1A ligands. Part 2. | 2004 Oct |
|
| Synthesis and in vitro binding of N-phenyl piperazine analogs as potential dopamine D3 receptor ligands. | 2005 Jan 3 |
|
| Synthesis and characterization of novel "3 + 2" oxorhenium complexes, ReO[SNO][NN]. | 2006 Jul 10 |
|
| Determination of airborne isocyanates generated during the thermal degradation of car paint in body repair shops. | 2006 Jun |
|
| Abstracts of papers presented at the 2007 pittsburgh conference. | 2007 |
|
| Quantitative monitoring of dermal and inhalation exposure to 1,6-hexamethylene diisocyanate monomer and oligomers. | 2008 Apr |
|
| Synthesis, alpha 1-adrenoceptor antagonist activity, and SAR study of novel arylpiperazine derivatives of phenytoin. | 2008 Jun 1 |
|
| Sampling and analytical methodology development for the determination of primary and secondary low molecular weight amines in ambient air. | 2008 Mar |
|
| Aniline in hydrolyzed urine and plasma--possible biomarkers for phenylisocyanate exposure. | 2008 Oct |
|
| 3-(1-Adamant-yl)-1-{[4-(2-meth-oxy-phen-yl)piperazin-1-yl]meth-yl}-4-methyl-1H-1,2,4-triazole-5(4H)-thione. | 2010 Jun 23 |
|
| Structure-dependent inhibition of the human α1β2γ2 GABAA receptor by piperazine derivatives: A novel mode of action. | 2015 Dec |
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254-167-1
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66373-53-3
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NON-SPECIFIC STOICHIOMETRY | |||
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38869-49-7
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DTXSID10192122
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3016017
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8ES41BS53U
Created by
admin on Sat Dec 16 11:38:09 GMT 2023 , Edited by admin on Sat Dec 16 11:38:09 GMT 2023
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PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD
