Drug General Information
Drug ID
D08BCF
Former ID
DNC003554
Drug Name
QUIPAZINE
Drug Type
Small molecular drug
Indication Discovery agent Investigative [539081]
Structure
Download
2D MOL

3D MOL

Formula
C13H15N3
InChI
InChI=1S/C13H15N3/c1-2-4-12-11(3-1)5-6-13(15-12)16-9-7-14-8-10-16/h1-6,14H,7-10H2
InChIKey
XRXDAJYKGWNHTQ-UHFFFAOYSA-N
CAS Number
CAS 4774-24-7
PubChem Compound ID
PubChem Substance ID
Target and Pathway
Target(s) 5-hydroxytryptamine 1D receptor Target Info Inhibitor [533482]
5-hydroxy-tryptamine 3B receptor Target Info Inhibitor [525484]
Sodium-dependent serotonin transporter Target Info Inhibitor [525836]
5-hydroxytryptamine 2A receptor Target Info Inhibitor [530451]
5-hydroxytryptamine 1A receptor Target Info Inhibitor [530451]
5-hydroxytryptamine 6 receptor Target Info Inhibitor [526655]
5-hydroxytryptamine receptor 3A Target Info Inhibitor [530451]
KEGG Pathway cAMP signaling pathway
Neuroactive ligand-receptor interaction
Serotonergic synapsehsa04726:Serotonergic synapsehsa04726:Serotonergic synapsehsa04020:Calcium signaling pathway
Gap junction
Serotonergic synapse
Inflammatory mediator regulation of TRP channelshsa04024:cAMP signaling pathway
Serotonergic synapsehsa04020:Calcium signaling pathway
Serotonergic synapsehsa04726:Serotonergic synapse
NetPath Pathway TCR Signaling PathwayNetPath_14:IL2 Signaling Pathway
PANTHER Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
5HT1 type receptor mediated signaling pathwayP04375:5HT3 type receptor mediated signaling pathwayP04373:5HT1 type receptor mediated signaling pathway
5HT2 type receptor mediated signaling pathway
5HT3 type receptor mediated signaling pathway
5HT4 type receptor mediated 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 pathwayP04375:5HT3 type receptor mediated signaling pathway
PathWhiz Pathway Excitatory Neural Signalling Through 5-HTR 6 and Serotonin
Reactome Serotonin receptors
G alpha (i) signalling eventsR-HSA-975298:Ligand-gated ion channel transportR-HSA-390666:Serotonin receptors
G alpha (q) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (i) signalling eventsR-HSA-390666:Serotonin receptors
G alpha (s) signalling eventsR-HSA-975298:Ligand-gated ion channel transport
WikiPathways Serotonin HTR1 Group and FOS Pathway
Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
GPCR ligand binding
GPCR downstream signalingWP2670:Iron uptake and transportWP727:Monoamine Transport
SIDS Susceptibility Pathways
NRF2 pathway
Synaptic Vesicle Pathway
Serotonin Transporter ActivityWP733:Serotonin Receptor 2 and STAT3 Signaling
Serotonin Receptor 2 and ELK-SRF/GATA4 signaling
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR downstream signaling
GPCRs, OtherWP722:Serotonin HTR1 Group and FOS Pathway
GPCR downstream signalingWP734:Serotonin Receptor 4/6/7 and NR3C Signaling
GPCR downstream signalingWP706:SIDS Susceptibility Pathways
Iron uptake and transport
References
Ref 539081(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: 173).
Ref 525484J Med Chem. 1999 May 6;42(9):1556-75.Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 2. Molecular basis of the intrinsic efficacy of arylpiperazine derivatives at the central 5-HT3 receptors.
Ref 525836Bioorg Med Chem Lett. 2000 Jul 17;10(14):1559-62.Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 1.
Ref 526655J Med Chem. 2003 Jul 3;46(14):2795-812.Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7).
Ref 530451J Med Chem. 2009 Nov 12;52(21):6946-50.Novel, potent, and selective quinoxaline-based 5-HT(3) receptor ligands. 1. Further structure-activity relationships and pharmacological characterization.
Ref 533482J Med Chem. 1986 Nov;29(11):2375-80.5-HT1 and 5-HT2 binding characteristics of some quipazine analogues.

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