Drug General Information
Drug ID
D0V4RP
Former ID
DNC004908
Drug Name
1-(2-Methoxy-phenyl)-piperazine
Drug Type
Small molecular drug
Indication Discovery agent Investigative [528039]
Structure
Download
2D MOL

3D MOL

Formula
C11H16N2O
Canonical SMILES
COC1=CC=CC=C1N2CCNCC2
InChI
1S/C11H16N2O/c1-14-11-5-3-2-4-10(11)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3
InChIKey
VNZLQLYBRIOLFZ-UHFFFAOYSA-N
PubChem Compound ID
Target and Pathway
Target(s) Alpha-1D adrenergic receptor Target Info Inhibitor [528039]
5-hydroxytryptamine 1D receptor Target Info Inhibitor [533134]
Alpha-1A adrenergic receptor Target Info Inhibitor [528039]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [533476]
5-hydroxytryptamine 1A receptor Target Info Inhibitor [528039]
5-hydroxytryptamine 6 receptor Target Info Inhibitor [527463]
KEGG Pathway Calcium signaling pathway
cGMP-PKG signaling pathway
Neuroactive ligand-receptor interaction
Adrenergic signaling in cardiomyocytes
Vascular smooth muscle contraction
Salivary secretionhsa04024:cAMP signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
AMPK signaling pathway
Salivary secretionhsa04020:Calcium signaling pathway
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04024:cAMP signaling pathway
cAMP signaling pathway
NetPath Pathway IL2 Signaling Pathway
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00002:Alpha adrenergic receptor signaling pathwayP04374:5HT2 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP00026:Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
PathWhiz Pathway Excitatory Neural Signalling Through 5-HTR 6 and Serotonin
Reactome Adrenoceptors
G alpha (q) signalling events
G alpha (12/13) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (i) signalling eventsR-HSA-390696:Adrenoceptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling events
WikiPathways Monoamine GPCRs
Calcium Regulation in the Cardiac Cell
GPCRs, Class A Rhodopsin-like
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR ligand binding
GPCR downstream signaling
GPCRs, OtherWP722:Serotonin HTR1 Group and FOS Pathway
GPCR downstream signalingWP58:Monoamine GPCRs
Endothelin Pathways
AMPK SignalingWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
SIDS Susceptibility Pathways
GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
References
Ref 528039J Med Chem. 1991 Jun;34(6):1850-4.Pyrimido[5,4-b]indole derivatives. 1. A new class of potent and selective alpha 1 adrenoceptor ligands.
Ref 527463Bioorg Med Chem Lett. 2005 Mar 15;15(6):1707-11.1-(1-Naphthyl)piperazine as a novel template for 5-HT6 serotonin receptor ligands.
Ref 528039J Med Chem. 1991 Jun;34(6):1850-4.Pyrimido[5,4-b]indole derivatives. 1. A new class of potent and selective alpha 1 adrenoceptor ligands.
Ref 533134J Med Chem. 1989 May;32(5):1052-6.Activity of aromatic substituted phenylpiperazines lacking affinity for dopamine binding sites in a preclinical test of antipsychotic efficacy.
Ref 533476J Med Chem. 1986 May;29(5):630-4.Synthesis and evaluation of phenyl- and benzoylpiperazines as potential serotonergic agents.

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