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Details

Stereochemistry ACHIRAL
Molecular Formula 2C11H16N2O.CH2O3
Molecular Weight 446.5399
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-(2-METHOXYPHENYL)PIPERAZINE HEMICARBONATE

SMILES

OC(O)=O.COC1=C(C=CC=C1)N2CCNCC2.COC3=C(C=CC=C3)N4CCNCC4

InChI

InChIKey=INQXKLUQTNOTIG-UHFFFAOYSA-N
InChI=1S/2C11H16N2O.CH2O3/c2*1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13;2-1(3)4/h2*2-5,12H,6-9H2,1H3;(H2,2,3,4)

HIDE SMILES / InChI

Description

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 TargetPharmacologyConditionPotency
35.0 nM [Ki]
68.0 nM [Ki]
1200.0 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

TitleDatePubMed
Development of novel mixed-ligand oxotechnetium [SNS/S] complexes as potential 5-HT1A receptor imaging agents.
2001 Mar
A comparison of solid sampler methods for the determination of hexamethylene-based isocyanates in spray-painting operations.
2001 Mar-Apr
2-H- and 2-acyl-9- [omega-[4-(2-methoxyphenyl)piperazinyl]-alkyl]-1,2,3,4-tetrahydro-beta-carbolines as ligands of 5-HT1A and 5-HT2A receptors.
2001 Sep-Oct
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
Characterisation of derivatised monomeric and prepolymeric isocyanates by matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry and structural elucidation by tandem mass spectrometry.
2005
Selective antagonist at D3 receptors, but not non-selective partial agonists, influences the expression of cocaine-induced conditioned place preference in free-feeding rats.
2005 Dec
Tape-strip sampling for measuring dermal exposure to 1,6-hexamethylene diisocyanate.
2006 Jun
Determination of airborne isocyanates generated during the thermal degradation of car paint in body repair shops.
2006 Jun
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

Sample Use Guides

In Vivo Use Guide
Rat: 150 uM/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Name Type Language
N-(2-METHOXYPHENYL)PIPERAZINE HEMICARBONATE
Common Name English
CARBONIC ACID, COMPD. WITH 1-(2-METHOXYPHENYL)PIPERAZINE (1:2)
Systematic Name English
PIPERAZINE, 1-(2-METHOXYPHENYL)-, CARBONATE (2:1)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID001002384 PRIMARY
FDA UNII
SS19CJ6UK9 PRIMARY
CAS
82010-88-6 PRIMARY
ECHA (EC/EINECS)
279-883-1 PRIMARY
PUBCHEM
44144684 PRIMARY